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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:phenanthrenes
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Accession:CHEBI:25961 term browser browse the term
Definition:Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.
Synonyms:alt_id: MESH:D010616
 xref_mesh: MESH:D010616


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phenanthrenes term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO Phenanthrenes analog results in increased expression of CYP1A1 protein CTD PMID:19365803 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases expression ISO Phenanthrenes analog results in increased expression of CYP1B1 protein CTD PMID:19365803 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Grin2d glutamate ionotropic receptor NMDA type subunit 2D affects response to substance ISO GRIN2D protein affects the susceptibility to Phenanthrenes CTD PMID:19911010 NCBI chr 1:96,306,871...96,346,994
Ensembl chr 1:96,308,365...96,344,793
JBrowse link
(9R,10S)-9,10-epoxy-9,10-dihydrophenanthrene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ephx1 epoxide hydrolase 1 increases metabolic processing ISO EPHX1 protein mutant form results in increased metabolism of 9,10-epoxy-9,10-dihydrophenanthrene CTD PMID:26838043 NCBI chr13:92,714,315...92,744,124
Ensembl chr13:92,714,315...92,790,235
JBrowse link
1-methylphenanthrene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G A2m alpha-2-macroglobulin multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of A2M mRNA CTD PMID:17690111 NCBI chr 4:154,897,770...154,947,787
Ensembl chr 4:154,897,877...154,947,786
JBrowse link
G Ahr aryl hydrocarbon receptor increases activity
multiple interactions
EXP 1-methylphenanthrene results in increased activity of AHR protein
[1-methylphenanthrene results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA
CTD PMID:11339718 PMID:17941746 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Aldob aldolase, fructose-bisphosphate B multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of ALDOB mRNA CTD PMID:17690111 NCBI chr 5:63,889,045...63,902,086
Ensembl chr 5:63,889,046...63,902,116
JBrowse link
G Amacr alpha-methylacyl-CoA racemase multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of AMACR mRNA CTD PMID:17690111 NCBI chr 2:59,946,158...59,958,255
Ensembl chr 2:59,946,153...59,958,255
JBrowse link
G Apoc3 apolipoprotein C3 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of APOC3 mRNA CTD PMID:17690111 NCBI chr 8:46,531,478...46,533,658
Ensembl chr 8:46,531,478...46,533,583
JBrowse link
G Ar androgen receptor multiple interactions EXP 1-methylphenanthrene inhibits the reaction [Metribolone binds to AR protein] CTD PMID:3695475 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of CDKN1A mRNA CTD PMID:17690111 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Ceacam6 CEA cell adhesion molecule 6 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of CEACAM6 mRNA CTD PMID:17690111 NCBI chr 1:80,416,531...80,434,668
Ensembl chr 1:80,416,531...80,434,668
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression
affects expression
multiple interactions
EXP
ISO
1-methylphenanthrene results in increased expression of CYP1A1 protein
1-methylphenanthrene affects the expression of CYP1A1 mRNA
1-methylphenanthrene affects the reaction [Benzo(a)pyrene affects the expression of CYP1A1 mRNA]; [1-methylphenanthrene results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA
[Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of CYP1A1 mRNA
CTD PMID:11339718 PMID:17690111 PMID:17941746 PMID:27099206 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 affects expression
multiple interactions
EXP 1-methylphenanthrene affects the expression of CYP1B1 mRNA
1-methylphenanthrene affects the reaction [Benzo(a)pyrene affects the expression of CYP1B1 mRNA]
CTD PMID:27099206 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Ece1 endothelin converting enzyme 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of ECE1 mRNA CTD PMID:17690111 NCBI chr 5:150,077,679...150,179,375
Ensembl chr 5:150,077,644...150,179,371
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of G6PD mRNA CTD PMID:17690111 NCBI chr  X:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801
JBrowse link
G Gadd45a growth arrest and DNA-damage-inducible, alpha multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of GADD45A mRNA CTD PMID:17690111 NCBI chr 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115
JBrowse link
G Gck glucokinase multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of GCK mRNA CTD PMID:17690111 NCBI chr14:80,785,060...80,829,842
Ensembl chr14:80,785,060...80,826,995
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of HIF1A mRNA CTD PMID:17690111 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Igf1 insulin-like growth factor 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of IGF1 mRNA CTD PMID:17690111 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296
JBrowse link
G Igfbp1 insulin-like growth factor binding protein 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of IGFBP1 mRNA CTD PMID:17690111 NCBI chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482
JBrowse link
G Klf6 Kruppel-like factor 6 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of KLF6 mRNA CTD PMID:17690111 NCBI chr17:64,539,456...64,548,451
Ensembl chr17:64,531,463...64,588,570
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of MCL1 mRNA CTD PMID:17690111 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
JBrowse link
G Sat1 spermidine/spermine N1-acetyl transferase 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of SAT1 mRNA CTD PMID:17690111 NCBI chr  X:40,158,354...40,161,641
Ensembl chr  X:40,157,046...40,196,813
JBrowse link
G Serpina3n serine (or cysteine) peptidase inhibitor, clade A, member 3N multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of SERPINA3 mRNA CTD PMID:17690111 NCBI chr 6:123,323,632...123,331,166 JBrowse link
G Spp1 secreted phosphoprotein 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of SPP1 mRNA CTD PMID:17690111 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
JBrowse link
G Tp53 tumor protein p53 increases phosphorylation EXP 1-methylphenanthrene results in increased phosphorylation of TP53 protein CTD PMID:17941746 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xrcc1 X-ray repair cross complementing 1 multiple interactions ISO [Benzo(a)pyrene co-treated with 1-methylphenanthrene] affects the expression of XRCC1 mRNA CTD PMID:17690111 NCBI chr 1:80,140,495...80,168,705
Ensembl chr 1:80,141,207...80,168,701
JBrowse link
3-Nitroperylene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor affects binding EXP 3-nitroperylene binds to AHR protein CTD PMID:6329540 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
7-Benzylidenenaltrexone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Oprm1 opioid receptor, mu 1 multiple interactions ISO [7-benzylidenenaltrexone binds to and results in decreased activity of OPRM1 protein] which affects the localization of Guanosine 5'-O-(3-Thiotriphosphate); [7-benzylidenenaltrexone binds to and results in decreased activity of OPRM1 protein] which results in increased expression of Cyclic AMP CTD PMID:11413242 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409
JBrowse link
7-Nitrobenz[a]anthracene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO 7-nitrobenzanthracene binds to and results in increased activity of AHR protein CTD PMID:28186253 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO 7-nitrobenzanthracene results in increased expression of CYP1A1 mRNA CTD PMID:12107646 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression ISO 7-nitrobenzanthracene results in increased expression of CYP1A2 mRNA CTD PMID:12107646 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
9,10-epoxy-9,10-dihydrophenanthrene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ephx1 epoxide hydrolase 1 increases metabolic processing ISO EPHX1 protein mutant form results in increased metabolism of 9,10-epoxy-9,10-dihydrophenanthrene CTD PMID:26838043 NCBI chr13:92,714,315...92,744,124
Ensembl chr13:92,714,315...92,790,235
JBrowse link
9,10-phenanthroquinone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr1a1 aldo-keto reductase family 1 member A1 multiple interactions ISO AKR1A1 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone CTD PMID:21910479 NCBI chr 5:130,092,945...130,130,277
Ensembl chr 5:130,092,732...130,113,674
JBrowse link
G Akr1b1 aldo-keto reductase family 1 member B increases reduction
multiple interactions
ISO AKR1B1 protein results in increased reduction of 9,10-phenanthrenequinone
AKR1B1 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
CTD PMID:10510318 PMID:21910479 NCBI chr 4:62,932,033...62,946,126
Ensembl chr 4:62,932,031...62,946,157
JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 increases metabolic processing
increases expression
ISO AKR1B10 protein results in increased metabolism of 9,10-phenanthrenequinone
9,10-phenanthrenequinone results in increased expression of AKR1B10 mRNA
CTD PMID:24813866 NCBI chr 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852
JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 multiple interactions
increases reduction
ISO AKR1C4 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
AKR1C4 protein results in increased reduction of 9,10-phenanthrenequinone
CTD PMID:21851338 PMID:21910479 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326
JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases metabolic processing
multiple interactions
increases reduction
ISO AKR1C2 protein results in increased metabolism of 9,10-phenanthrenequinone
AKR1C2 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
AKR1C2 protein results in increased reduction of 9,10-phenanthrenequinone
CTD PMID:17950253 PMID:21851338 PMID:21910479 PMID:23261716 NCBI chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764
JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 increases metabolic processing
increases expression
increases reduction
multiple interactions
ISO AKR1C3 protein results in increased metabolism of 9,10-phenanthrenequinone
9,10-phenanthrenequinone results in increased expression of AKR1C3 protein
AKR1C3 protein results in increased reduction of 9,10-phenanthrenequinone
[AKR1C3 protein results in increased reduction of 9,10-phenanthrenequinone] which results in increased abundance of Superoxides; AKR1C3 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone; Indomethacin analog inhibits the reaction [AKR1C3 protein results in increased metabolism of 9,10-phenanthrenequinone]; Indomethacin inhibits the reaction [AKR1C3 protein results in increased metabolism of 9,10-phenanthrenequinone]; N-(4-chlorobenzoyl)melatonin inhibits the reaction [AKR1C3 protein results in increased metabolism of 9,10-phenanthrenequinone]
CTD PMID:17950253 PMID:19442656 PMID:21851338 PMID:21910479 PMID:23261716 More... NCBI chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873
JBrowse link
G Akr7a2 aldo-keto reductase family 7, member A2 increases reduction
multiple interactions
affects reduction
ISO AKR7A2 protein results in increased reduction of 9,10-phenanthrenequinone
AKR7A2 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
9,10-phenanthrenequinone affects the reduction of AKR7A5 protein
CTD PMID:10510318 PMID:12604212 PMID:21910479 NCBI chr 5:151,552,375...151,560,914
Ensembl chr 5:151,552,343...151,560,909
JBrowse link
G Akr7a3 aldo-keto reductase family 7 member A3 increases reduction
multiple interactions
EXP
ISO
AKR7A3 protein results in increased reduction of 9,10-phenanthrenequinone
AKR7A3 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
CTD PMID:19168568 PMID:21910479 NCBI chr 5:151,590,968...151,601,394
Ensembl chr 5:151,584,479...151,601,394
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO 9,10-phenanthrenequinone results in increased expression of BAX protein CTD PMID:29108775 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression ISO 9,10-phenanthrenequinone results in increased expression of BBC3 protein CTD PMID:29108775 NCBI chr 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO 9,10-phenanthrenequinone results in decreased expression of BCL2 protein CTD PMID:29108775 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO 9,10-phenanthrenequinone results in increased activity of CASP3 protein
Acetylcysteine inhibits the reaction [9,10-phenanthrenequinone results in increased activity of CASP3 protein]
CTD PMID:25289770 PMID:29108775 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases activity
multiple interactions
ISO 9,10-phenanthrenequinone results in increased activity of CASP9 protein
Acetylcysteine inhibits the reaction [9,10-phenanthrenequinone results in increased activity of CASP9 protein]
CTD PMID:29108775 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase multiple interactions ISO CAT protein inhibits the reaction [[9,10-phenanthrenequinone co-treated with Dithiothreitol] results in decreased activity of and results in increased oxidation of PTPN1 protein] CTD PMID:32493877 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cbr1 carbonyl reductase 1 multiple interactions
increases metabolic processing
ISO [CBR1 protein co-treated with NADP] results in increased reduction of and affects the activity of 9,10-phenanthrenequinone; [S-Nitrosoglutathione binds to CBR1 protein] promotes the reaction [CBR1 protein results in increased metabolism of 9,10-phenanthrenequinone] CTD PMID:21910479 PMID:23295225 PMID:29108775 NCBI chr11:32,860,618...32,862,981
Ensembl chr11:32,908,950...32,911,393
JBrowse link
G Cbr3 carbonyl reductase 3 increases metabolic processing ISO CBR3 protein results in increased metabolism of 9,10-phenanthrenequinone CTD PMID:19061875 NCBI chr11:33,008,615...33,016,877
Ensembl chr11:33,008,615...33,016,875
JBrowse link
G Ccl11 C-C motif chemokine ligand 11 increases expression ISO 9,10-phenanthrenequinone results in increased expression of CCL11 protein CTD PMID:15669044 NCBI chr10:67,028,328...67,032,929
Ensembl chr10:67,028,328...67,032,926
JBrowse link
G Dcxr dicarbonyl and L-xylulose reductase multiple interactions
increases metabolic processing
ISO 9,10-phenanthrenequinone inhibits the reaction [[[DCXR protein co-treated with NAD] results in increased reduction of Diacetyl] which results in increased chemical synthesis of Acetoin]; [CBR2 protein co-treated with NADP] results in increased reduction of and affects the activity of 9,10-phenanthrenequinone; [DCXR protein results in increased metabolism of 9,10-phenanthrenequinone] which results in increased chemical synthesis of Hydroxyl Radical CTD PMID:21910479 PMID:28595002 NCBI chr10:106,006,404...106,008,294 JBrowse link
G Dhrs11 dehydrogenase/reductase 11 increases reduction ISO DHRS11 protein results in increased reduction of 9,10-phenanthrenequinone CTD PMID:30926317 NCBI chr10:69,698,214...69,708,294
Ensembl chr10:69,698,214...69,708,295
JBrowse link
G Dhrs7 dehydrogenase/reductase 7 increases reduction ISO DHRS7 protein results in increased reduction of 9,10-phenanthrenequinone CTD PMID:24246760 NCBI chr 6:91,332,259...91,347,856
Ensembl chr 6:91,251,323...91,347,892
JBrowse link
G Egfr epidermal growth factor receptor multiple interactions
increases phosphorylation
ISO 4-((3-bromophenyl)amino)-6,7-dimethoxyquinazoline inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of EGFR protein]; catalase-polyethylene glycol inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of EGFR protein] CTD PMID:32493877 NCBI chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
decreases expression
ISO 1,10-phenanthroline inhibits the reaction [9,10-phenanthrenequinone results in decreased expression of HMOX1 protein] CTD PMID:15629867 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il5 interleukin 5 increases expression ISO 9,10-phenanthrenequinone results in increased expression of IL5 protein CTD PMID:15669044 NCBI chr10:37,874,342...37,877,213
Ensembl chr10:37,874,342...37,877,213
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions
ISO 9,10-phenanthrenequinone results in increased phosphorylation of MAPK1 protein
4-((3-bromophenyl)amino)-6,7-dimethoxyquinazoline inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of MAPK1 protein]; catalase-polyethylene glycol inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of MAPK1 protein]
CTD PMID:32493877 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases phosphorylation
ISO 4-((3-bromophenyl)amino)-6,7-dimethoxyquinazoline inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of MAPK3 protein]; catalase-polyethylene glycol inhibits the reaction [9,10-phenanthrenequinone results in increased phosphorylation of MAPK3 protein] CTD PMID:32493877 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mmp2 matrix metallopeptidase 2 increases secretion
increases expression
ISO 9,10-phenanthrenequinone results in increased secretion of MMP2 protein
9,10-phenanthrenequinone results in increased expression of MMP2 mRNA
CTD PMID:24813866 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 affects localization ISO 9,10-phenanthrenequinone affects the localization of NFE2L2 protein CTD PMID:29108775 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases expression
increases metabolic processing
increases response to substance
ISO [NQO1 protein co-treated with NADP] results in increased reduction of and affects the activity of 9,10-phenanthrenequinone; Acetylcysteine inhibits the reaction [NQO1 protein results in increased susceptibility to 9,10-phenanthrenequinone]; NQO1 protein promotes the reaction [Acetylcysteine results in decreased susceptibility to 9,10-phenanthrenequinone]
9,10-phenanthrenequinone results in increased expression of NQO1 protein
NQO1 protein results in increased metabolism of 9,10-phenanthrenequinone
CTD PMID:21910479 PMID:22925602 PMID:29108775 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Pmaip1 phorbol-12-myristate-13-acetate-induced protein 1 increases expression ISO 9,10-phenanthrenequinone results in increased expression of PMAIP1 protein CTD PMID:29108775 NCBI chr18:59,986,187...59,990,174
Ensembl chr18:59,986,017...59,992,429
JBrowse link
G Ptpn1 protein tyrosine phosphatase, non-receptor type 1 multiple interactions ISO [9,10-phenanthrenequinone co-treated with Dithiothreitol] results in decreased activity of and results in increased oxidation of PTPN1 protein; CAT protein inhibits the reaction [[9,10-phenanthrenequinone co-treated with Dithiothreitol] results in decreased activity of and results in increased oxidation of PTPN1 protein] CTD PMID:32493877 NCBI chr 3:156,638,811...156,687,503
Ensembl chr 3:156,638,769...156,687,504
JBrowse link
G RGD1564865 similar to 20-alpha-hydroxysteroid dehydrogenase multiple interactions
increases metabolic processing
increases reduction
ISO AKR1C1 protein results in increased reduction of and affects the activity of 9,10-phenanthrenequinone
AKR1C1 protein results in increased metabolism of 9,10-phenanthrenequinone
AKR1C1 protein results in increased reduction of 9,10-phenanthrenequinone
CTD PMID:17950253 PMID:21851338 PMID:21910479 PMID:23261716 NCBI chr17:65,847,580...65,881,488
Ensembl chr17:65,835,634...65,881,488
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions
decreases expression
ISO 1,10-phenanthroline inhibits the reaction [9,10-phenanthrenequinone results in decreased expression of SOD1 protein] CTD PMID:15629867 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Top2a DNA topoisomerase II alpha multiple interactions ISO 9,10-phenanthrenequinone binds to and results in decreased activity of TOP2A protein CTD PMID:22218491 NCBI chr10:83,946,186...83,975,694
Ensembl chr10:83,945,735...83,976,874
JBrowse link
G Tp53 tumor protein p53 affects localization ISO 9,10-phenanthrenequinone affects the localization of TP53 protein CTD PMID:29108775 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
9-phenanthrol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions EXP
ISO
9-phenanthrol inhibits the reaction [Metribolone binds to AR protein]
9-phenanthrol inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein]
CTD PMID:3695475 PMID:33049310 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G C3 complement C3 increases expression ISO 9-phenanthrol results in increased expression of C3 mRNA CTD PMID:22989670 NCBI chr 9:2,087,437...2,114,366
Ensembl chr 9:2,087,437...2,114,429
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases abundance
multiple interactions
ISO CYP1A1 protein results in increased abundance of 9-phenanthrol
[CYP1A1 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol
CTD PMID:27137136 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions
increases abundance
ISO [CYP1A2 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol
CYP1A2 protein results in increased abundance of 9-phenanthrol
CTD PMID:27137136 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases abundance
multiple interactions
ISO CYP1B1 protein results in increased abundance of 9-phenanthrol
[CYP1B1 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol
CTD PMID:27137136 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO 9-phenanthrol binds to and results in decreased activity of ESR1 protein CTD PMID:33049310 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 affects binding
multiple interactions
ISO ESR2 protein binds to 9-phenanthrol
9-phenanthrol inhibits the reaction [ESR2 protein binds to Estradiol]
CTD PMID:22989670 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Jag1 jagged canonical Notch ligand 1 decreases expression ISO 9-phenanthrol results in decreased expression of JAG1 mRNA CTD PMID:22989670 NCBI chr 3:124,406,794...124,442,220
Ensembl chr 3:124,406,794...124,442,209
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO 9-phenanthrol binds to and affects the activity of NR1I2 protein
9-phenanthrol binds to and results in increased activity of NR1I2 protein
CTD PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Nrip1 nuclear receptor interacting protein 1 increases expression ISO 9-phenanthrol results in increased expression of NRIP1 mRNA CTD PMID:22989670 NCBI chr11:14,895,843...14,979,490
Ensembl chr11:14,895,553...14,981,761
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO 9-phenanthrol binds to and affects the activity of PPARG protein
9-phenanthrol binds to and results in increased activity of PPARG protein
CTD PMID:33049310 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO 9-phenanthrol binds to and results in increased activity of THRA protein CTD PMID:33049310 NCBI chr10:83,701,885...83,729,408
Ensembl chr10:83,700,755...83,729,936
JBrowse link
G Thrb thyroid hormone receptor beta multiple interactions ISO 9-phenanthrol binds to and results in increased activity of THRB protein CTD PMID:33049310 NCBI chr15:7,685,180...8,031,920
Ensembl chr15:7,685,180...7,882,916
JBrowse link
G Trpm4 transient receptor potential cation channel, subfamily M, member 4 multiple interactions ISO 9-phenanthrol inhibits the reaction [Arsenic Trioxide results in increased expression of TRPM4 protein] CTD PMID:31054354 NCBI chr 1:95,781,805...95,812,095
Ensembl chr 1:95,782,000...95,812,532
JBrowse link
Benz[j]aceanthrylene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Kras KRAS proto-oncogene, GTPase increases mutagenesis ISO benz(j)aceanthrylene results in increased mutagenesis of KRAS gene CTD PMID:9659573 NCBI chr 4:178,185,418...178,218,484 JBrowse link
Dibenz[a,j]anthracene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions
increases activity
EXP dibenzo(aj)anthracene binds to and results in increased activity of AHR protein; dibenzo(aj)anthracene inhibits the reaction [Benzo(a)pyrene binds to AHR protein]
dibenzo(aj)anthracene results in increased activity of AHR protein
CTD PMID:11525907 PMID:28104439 PMID:29471110 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression EXP dibenzo(aj)anthracene results in increased expression of CYP1A1 protein CTD PMID:28104439 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
Halofantrine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO halofantrine results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
methylnaltrexone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Oprm1 opioid receptor, mu 1 affects binding ISO methylnaltrexone binds to OPRM1 protein CTD PMID:17340127 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409
JBrowse link
Norbuprenorphine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO norbuprenorphine results in decreased activity of CYP2D6 protein CTD PMID:12756210 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 affects chemical synthesis
decreases activity
ISO CYP3A4 protein affects the chemical synthesis of norbuprenorphine
norbuprenorphine results in decreased activity of CYP3A4 protein
CTD PMID:12756210 PMID:15966752 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
Noroxycodone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO telithromycin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of noroxycodone] CTD PMID:19755414 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
OSU-03012 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
decreases response to substance
ISO OSU 03012 results in decreased phosphorylation of AKT1 protein
AKT1 protein modified form results in decreased susceptibility to OSU 03012
CTD PMID:15205346 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Pdpk1 3-phosphoinositide dependent protein kinase-1 multiple interactions
decreases response to substance
ISO OSU 03012 binds to and results in decreased activity of PDPK1 protein
PDPK1 protein modified form results in decreased susceptibility to OSU 03012
CTD PMID:15205346 NCBI chr10:13,105,435...13,182,664
Ensembl chr10:13,105,498...13,174,623
JBrowse link
phenanthrene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acp2 acid phosphatase 2, lysosomal multiple interactions
affects expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] affects the expression of ACP2 protein
phenanthrene affects the expression of ACP2 protein
CTD PMID:28803881 NCBI chr 3:77,175,022...77,185,180
Ensembl chr 3:77,175,895...77,185,680
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
affects binding
increases activity
EXP
ISO
phenanthrene binds to and results in increased activity of AHR protein
phenanthrene binds to AHR protein
[acenaphthene co-treated with anthracene co-treated with 1,12-benzoperylene co-treated with 1,2,5,6-dibenzanthracene co-treated with fluorene co-treated with naphthalene co-treated with phenanthrene] results in increased activity of AHR protein; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AHR protein; [phenanthrene co-treated with naphthalene] inhibits the reaction [Benzo(a)pyrene results in increased activity of AHR protein]; [pyrene co-treated with phenanthrene] inhibits the reaction [Benzo(a)pyrene results in increased activity of AHR protein]; AHR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AR protein]; AHR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of ESR1 protein]; AHRR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AHR protein]; phenanthrene inhibits the reaction [Benzo(a)pyrene results in increased activity of AHR protein]
phenanthrene results in increased activity of AHR protein
CTD PMID:3024361 PMID:12850102 PMID:17665671 PMID:28710019 PMID:29502740 More... NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Ahrr aryl-hydrocarbon receptor repressor multiple interactions ISO [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AHRR protein; AHRR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AHR protein]; AHRR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of CYP1A1 protein] CTD PMID:28710019 PMID:30980910 NCBI chr 1:28,993,634...29,088,673
Ensembl chr 1:28,993,634...29,088,673
JBrowse link
G Aldh3a1 aldehyde dehydrogenase 3 family, member A1 increases expression ISO phenanthrene results in increased expression of ALDH3A1 mRNA CTD PMID:32890658 NCBI chr10:45,892,993...45,902,680
Ensembl chr10:45,892,924...45,902,681
JBrowse link
G Ar androgen receptor affects binding
multiple interactions
EXP
ISO
phenanthrene analog binds to AR protein
[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AR protein; AHR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of AR protein]; phenanthrene inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein]; phenanthrene inhibits the reaction [Dihydrotestosterone results in increased activity of AR protein]
phenanthrene analog inhibits the reaction [Androgens binds to AR protein]; phenanthrene analog inhibits the reaction [Metribolone binds to AR protein]; phenanthrene inhibits the reaction [Metribolone binds to AR protein]
CTD PMID:3695475 PMID:6323860 PMID:26022396 PMID:30980910 PMID:33049310 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Arnt aryl hydrocarbon receptor nuclear translocator multiple interactions ISO [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] affects the expression of ARNT protein; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of ARNT mRNA; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of ARNT mRNA CTD PMID:28710019 NCBI chr 2:182,997,731...183,056,584
Ensembl chr 2:182,997,736...183,056,580
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
affects expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] affects the expression of BAX protein
phenanthrene affects the expression of BAX protein
CTD PMID:28803881 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Casp3 caspase 3 multiple interactions
increases expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] results in increased expression of CASP3 protein
phenanthrene results in increased expression of CASP3 protein
CTD PMID:28803881 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase increases expression
multiple interactions
increases activity
ISO phenanthrene results in increased expression of CAT protein
[phenanthrene co-treated with fluorene] results in increased activity of CAT protein
phenanthrene results in increased activity of CAT protein
CTD PMID:20238386 PMID:32856796 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccna2 cyclin A2 decreases expression
multiple interactions
ISO phenanthrene results in decreased expression of CCNA2 protein
[naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] results in decreased expression of CCNA2 protein
CTD PMID:28803881 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
JBrowse link
G Ccnd1 cyclin D1 multiple interactions
increases expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] results in increased expression of CCND1 protein
phenanthrene results in increased expression of CCND1 protein
CTD PMID:28803881 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk2 cyclin dependent kinase 2 multiple interactions
increases expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] results in increased expression of CDK2 protein
phenanthrene results in increased expression of CDK2 protein
CTD PMID:28803881 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Comt catechol-O-methyltransferase multiple interactions ISO [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] affects the expression of COMT mRNA; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of and affects the activity of COMT protein CTD PMID:28710019 NCBI chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions
increases expression
ISO [naphthalene co-treated with anthracene co-treated with phenanthrene co-treated with pyrene] affects the expression of CYP19A1 protein
phenanthrene results in increased expression of CYP19A1 protein
CTD PMID:28803881 NCBI chr 8:54,553,165...54,580,758
Ensembl chr 8:54,553,165...54,580,758
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
increases oxidation
increases metabolic processing
increases activity
ISO
EXP
[CYP1A1 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] affects the expression of CYP1A1 mRNA; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] affects the expression of CYP1A1 protein; [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of CYP1A1 protein; [phenanthrene co-treated with pyrene co-treated with Benzo(a)pyrene co-treated with benzo(k)fluoranthene co-treated with dibenzo(a,l)pyrene co-treated with benzo(b)fluoranthene] results in increased expression of CYP1A1 mRNA; AHRR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in decreased expression of CYP1A1 protein]; CYP1A1 protein results in increased metabolism of and results in increased activity of phenanthrene; GSTM1 gene polymorphism promotes the reaction [CYP1A1 gene polymorphism results in increased metabolism of phenanthrene]
phenanthrene results in increased expression of CYP1A1 mRNA
phenanthrene results in increased expression of CYP1A1 mRNA; phenanthrene results in increased expression of CYP1A1 protein
phenanthrene results in increased activity of CYP1A1 protein
CTD PMID:15566942 PMID:16906435 PMID:17035385 PMID:19766613 PMID:27137136 More... NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases activity
increases expression
increases oxidation
multiple interactions
ISO phenanthrene results in increased activity of CYP1A2 protein
phenanthrene results in increased expression of CYP1A2 mRNA; phenanthrene results in increased expression of CYP1A2 protein
CYP1A2 protein results in increased oxidation of phenanthrene
[acenaphthylene co-treated with acenaphthene co-treated with dibenzofuran co-treated with fluorene co-treated with phenanthrene co-treated with anthracene] results in increased expression of CYP1A2 mRNA; CYP1A2 protein results in increased metabolism of and results in increased activity of phenanthrene
[CYP1A2 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol; CYP1A2 protein results in increased metabolism of and results in increased activity of phenanthrene
CTD PMID:7750161 PMID:8001243 PMID:19766613 PMID:27137136 PMID:31181217 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions
increases expression
increases oxidation
decreases metabolic processing
ISO [CYP1B1 protein results in increased oxidation of phenanthrene] which results in increased abundance of 9-phenanthrol; [phenanthrene co-treated with pyrene co-treated with Benzo(a)pyrene co-treated with benzo(k)fluoranthene co-treated with dibenzo(a,l)pyrene co-treated with benzo(b)fluoranthene] results in increased expression of CYP1B1 mRNA; CYP1B1 protein results in increased metabolism of and results in increased activity of phenanthrene; phenanthrene binds to and results in decreased activity of CYP1B1 protein
phenanthrene results in increased expression of CYP1B1 mRNA
CYP1B1 gene polymorphism results in decreased metabolism of phenanthrene
CTD PMID:15566942 PMID:17035385 PMID:19563207 PMID:19766613 PMID:27137136 More... NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 increases expression
multiple interactions
ISO phenanthrene results in increased expression of CYP2B10 mRNA; phenanthrene results in increased expression of CYP2B10 protein
NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of CYP2B10 mRNA]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of CYP2B10 protein]
CTD PMID:31181217 NCBI chr 1:81,518,387...81,544,999
Ensembl chr 1:81,518,408...81,542,052
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases expression ISO phenanthrene results in increased expression of CYP2B6 mRNA CTD PMID:31181217 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases metabolic processing ISO CYP2D6 protein results in increased metabolism of phenanthrene CTD PMID:9429232 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions ISO CYP2E1 protein results in increased metabolism of and results in increased activity of phenanthrene CTD PMID:19766613 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Egr1 early growth response 1 increases expression ISO phenanthrene results in increased expression of EGR1 protein CTD PMID:15342960 NCBI chr18:26,463,333...26,465,531
Ensembl chr18:26,462,981...26,466,766
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of ESR1 protein; AHR protein affects the reaction [[naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of ESR1 protein]; phenanthrene analog binds to and results in decreased activity of ESR1 protein; phenanthrene binds to and results in increased activity of ESR1 protein CTD PMID:12672240 PMID:30980910 PMID:33049310 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 affects binding ISO phenanthrene analog binds to ESR2 protein CTD PMID:12672240 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Foxp3 forkhead box P3 decreases expression EXP phenanthrene results in decreased expression of FOXP3 mRNA; phenanthrene results in decreased expression of FOXP3 protein CTD PMID:31456356 NCBI chr  X:14,908,494...14,924,994
Ensembl chr  X:14,908,494...14,923,838
JBrowse link
G Gjb1 gap junction protein, beta 1 decreases expression EXP phenanthrene results in decreased expression of GJB1 protein CTD PMID:25268939 NCBI chr  X:66,501,848...66,509,783
Ensembl chr  X:66,501,820...66,509,925
JBrowse link
G Gsr glutathione-disulfide reductase increases expression ISO phenanthrene results in increased expression of GSR protein CTD PMID:20238386 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Gsta1 glutathione S-transferase alpha 1 increases expression ISO phenanthrene results in increased expression of GSTA1 mRNA CTD PMID:32890658 NCBI chr 9:23,703,476...23,720,121
Ensembl chr 9:23,703,477...23,720,121
JBrowse link
G Gstm1 glutathione S-transferase mu 1 multiple interactions
affects metabolic processing
ISO GSTM1 gene polymorphism promotes the reaction [CYP1A1 gene polymorphism results in increased metabolism of phenanthrene]
GSTM1 protein affects the metabolism of phenanthrene
CTD PMID:17035385 PMID:22674470 NCBI chr 2:195,649,845...195,655,402
Ensembl chr 2:195,649,845...195,655,411
JBrowse link
G Gstm5 glutathione S-transferase, mu 5 multiple interactions
increases expression
ISO NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of GSTM3 mRNA] CTD PMID:31181217 NCBI chr 2:195,531,627...195,534,562
Ensembl chr 2:195,531,495...195,534,553
JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO phenanthrene results in increased expression of ICAM1 protein CTD PMID:22313677 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Ier3 immediate early response 3 increases expression ISO phenanthrene results in increased expression of IER3 mRNA CTD PMID:22579512 NCBI chr20:2,928,378...2,929,582
Ensembl chr20:2,928,378...2,929,583
JBrowse link
G Ighe immunoglobulin heavy constant epsilon affects expression
increases expression
ISO phenanthrene affects the expression of IGHE mRNA alternative form
phenanthrene results in increased expression of IGHE mRNA; phenanthrene results in increased expression of IGHE protein
CTD PMID:9070347
G Il10 interleukin 10 decreases expression EXP phenanthrene results in decreased expression of IL10 mRNA; phenanthrene results in decreased expression of IL10 protein CTD PMID:31456356 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il6 interleukin 6 increases expression
multiple interactions
EXP
ISO
phenanthrene results in increased expression of IL6 mRNA; phenanthrene results in increased expression of IL6 protein
[fluorene co-treated with phenanthrene] results in increased expression of IL6 mRNA; [fluorene co-treated with phenanthrene] results in increased expression of IL6 protein
CTD PMID:31456356 PMID:32856796 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Lgals1 galectin 1 increases expression ISO phenanthrene results in increased expression of LGALS1 mRNA CTD PMID:22579512 NCBI chr 7:110,485,239...110,488,345
Ensembl chr 7:110,481,392...110,488,345
JBrowse link
G Ndc80 NDC80 kinetochore complex component decreases expression ISO phenanthrene results in decreased expression of NDC80 mRNA CTD PMID:22579512 NCBI chr 9:111,407,191...111,440,921
Ensembl chr 9:111,407,191...111,440,924
JBrowse link
G Nfkb2 nuclear factor kappa B subunit 2 multiple interactions ISO [naphthalene co-treated with phenanthrene co-treated with anthracene co-treated with fluoranthene co-treated with pyrene] results in increased expression of NFKB2 protein CTD PMID:30980910 NCBI chr 1:245,164,586...245,173,225
Ensembl chr 1:245,165,950...245,173,213
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity
increases expression
EXP
ISO
phenanthrene results in increased activity of NQO1 protein
phenanthrene results in increased expression of NQO1 mRNA
CTD PMID:16906435 PMID:31181217 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO phenanthrene binds to and results in increased activity of NR1I2 protein CTD PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 increases activity
multiple interactions
ISO phenanthrene results in increased activity of NR1I3 protein
NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of CYP2B10 mRNA]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of CYP2B10 protein]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of CYP3A11 mRNA]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of GSTM3 mRNA]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of SULT2A1 mRNA]; NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of UGT1A1 mRNA]
CTD PMID:28927721 PMID:31181217 NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
JBrowse link
G Pah phenylalanine hydroxylase decreases expression ISO phenanthrene results in decreased expression of PAH mRNA CTD PMID:22579512 NCBI chr 7:21,933,179...21,998,134
Ensembl chr 7:21,933,179...21,998,130
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO phenanthrene results in increased cleavage of PARP1 protein CTD PMID:21132278 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pgr progesterone receptor multiple interactions ISO phenanthrene inhibits the reaction [16 alpha-ethyl-21-hydroxy-19-nor-4-pregnene-3,20-dione results in increased activity of PGR protein] CTD PMID:26022396 NCBI chr 8:6,073,216...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Pou5f1 POU class 5 homeobox 1 multiple interactions
decreases expression
ISO phenanthrene affects the reaction [Tretinoin results in decreased expression of POU5F1 protein]
phenanthrene results in decreased expression of POU5F1 protein
CTD PMID:21111795 NCBI chr20:3,223,128...3,227,891
Ensembl chr20:3,223,129...3,227,891
JBrowse link
G Rhoc ras homolog family member C increases expression ISO phenanthrene results in increased expression of RHOC mRNA CTD PMID:22579512 NCBI chr 2:192,287,065...192,293,292
Ensembl chr 2:192,287,130...192,295,306
JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO phenanthrene results in increased expression of SOD2 protein CTD PMID:20238386 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Sult2a1 sulfotransferase family 2A member 1 increases expression
multiple interactions
ISO phenanthrene results in increased expression of SULT2A1 mRNA
NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of SULT2A1 mRNA]
CTD PMID:31181217 NCBI chr 1:75,451,178...75,508,142 JBrowse link
G Tgfb1 transforming growth factor, beta 1 decreases expression EXP phenanthrene results in decreased expression of TGFB1 mRNA; phenanthrene results in decreased expression of TGFB1 protein CTD PMID:31456356 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 increases expression ISO phenanthrene results in increased expression of TIMP1 mRNA CTD PMID:22579512 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression
ISO
EXP
[fluorene co-treated with phenanthrene] results in increased expression of TNF mRNA; [fluorene co-treated with phenanthrene] results in increased expression of TNF protein; TNF protein promotes the reaction [phenanthrene results in increased expression of CXCL8 mRNA]
phenanthrene results in increased expression of TNF mRNA; phenanthrene results in increased expression of TNF protein
CTD PMID:18434080 PMID:31456356 PMID:32856796 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression
multiple interactions
ISO phenanthrene results in increased expression of UGT1A1 mRNA
NR1I3 gene mutant form inhibits the reaction [phenanthrene results in increased expression of UGT1A1 mRNA]
CTD PMID:31181217 NCBI chr 9:88,801,344...88,808,465 JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions ISO [phenanthrene co-treated with pyrene co-treated with Benzo(a)pyrene co-treated with benzo(k)fluoranthene co-treated with dibenzo(a,l)pyrene co-treated with benzo(b)fluoranthene] results in increased expression of UGT1A6 mRNA CTD PMID:15566942 NCBI chr 9:88,747,229...88,808,465 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        xenobiotic 18442
          phenanthrenes 117
            (4R,4aS,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol 0
            (4R,4aS,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
            (4R,4aS,7S,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol 0
            (4R,4aS,7aR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
            (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-6-(phenylmethylene)-1,2,4,5,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
            1,4-Dimethylphenanthrene 0
            1-(2-phenanthrenyl)ethanone 0
            1-methoxyphenanthrene 0
            1-methylphenanthrene 24
            11H-Benz[bc]aceanthrylene 0
            12-Methoxy-8,11,13-abietatrien-20,11-olide 0
            12-demethylmulticaulin 0
            12-demethylmultiorthoquinone 0
            1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene 0
            2,3-Dehydro-UWM6 0
            3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
            3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthrenyl]-1-propanol 0
            3-Nitroperylene 1
            4-[[3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-yl]amino]-4-oxo-2-butenoic acid methyl ester 0
            4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
            5,6-Cyclopenteno-1,2-benzanthracene 0
            6-beta-Naltrexol 0
            7,8-Dihydropyrene-8-carboxylate 0
            7-Benzylidenenaltrexone 1
            7-Hydroxymethyl-12-methylbenz[a]anthracene 0
            7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate 0
            7-Nitrobenz[a]anthracene 3
            7-benzo[a]phenalenone 0
            9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 0
            9,10-phenanthroquinone 34
            Benz[j]aceanthrylene 1
            Benz[l]aceanthrylene 0
            Benzo[a]pyrene-11,12-epoxide 0
            Benzo[ghi]fluoranthene 0
            Blighinone 0
            C1'-C9-Glycosylated UWM6 0
            Cepharatine A, (rel)- 0
            Coelogin 0
            Dibenz[a,j]anthracene 2
            Dibenzo[a,e]fluoranthene 0
            Flavidin 0
            Gancaonin U 0
            Gancaonin V 0
            Halofantrine 1
            Hircinol 0
            Hydroxybutorphanol 0
            LSM-1645 0
            Loroglossol 0
            N,N-dimethyl-1-(2-methyl-3-phenanthrenyl)methanamine 0
            N-[(4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ylidene)amino]benzamide 0
            Naphtho[2,1-a]fluoranthene 0
            Norbuprenorphine 2
            Norbutorphanol 0
            Noroxycodone 1
            OSU-03012 2
            Orchinol 0
            Oxymorphone hydrochloride 0
            Phenanthrene-4,5-dicarboxylate 0
            Phenanthrene-4-carboxylate 0
            Polysiphenol 0
            Pristimerol 0
            Pyrene-1,2-oxide 0
            Pyrene-4,5-oxide 0
            Samidorphan 0
            Solanolone 0
            UWM6 0
            Uncinatone 0
            alpha-noroxycodol 0
            alpha-oxycodol 0
            bagrosin 0
            beta-noroxycodol 0
            beta-oxymorphol 0
            chrysene-1,4-dione 0
            cis-4,5-Dihydroxy-4,5-dihydropyrene 0
            dihydrophenanthrene + 0
            dihydrophenanthrenediol + 0
            methylnaltrexone 1
            multicaulin 0
            multiorthoquinone 0
            nalfurafine 0
            oleoyl danshenxinkun A 0
            phenanthrene + 60
            phenanthrene oxide + 1
            phenanthrenediol + 0
            phenanthrenediyl bissulfate + 0
            phenanthrol + 14
            phenanthryl beta-D-glucopyranoside + 0
            phenanthryl monosulfate + 0
            thalicpureine 0
            trans-4,5-Dihydroxy-4,5-dihydropyrene 0
            trans-5,6-Dihydro-5,6-dihydroxy-7,12-dimethylbenz[a]anthracene 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                carbocyclic compound 18309
                                  carbopolycyclic compound 17036
                                    carbotricyclic compound 1064
                                      phenanthrenes 117
                                        (4R,4aS,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol 0
                                        (4R,4aS,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
                                        (4R,4aS,7S,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol 0
                                        (4R,4aS,7aR)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
                                        (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-6-(phenylmethylene)-1,2,4,5,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
                                        1,4-Dimethylphenanthrene 0
                                        1-(2-phenanthrenyl)ethanone 0
                                        1-methoxyphenanthrene 0
                                        1-methylphenanthrene 24
                                        11H-Benz[bc]aceanthrylene 0
                                        12-Methoxy-8,11,13-abietatrien-20,11-olide 0
                                        12-demethylmulticaulin 0
                                        12-demethylmultiorthoquinone 0
                                        1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene 0
                                        2,3-Dehydro-UWM6 0
                                        3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
                                        3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthrenyl]-1-propanol 0
                                        3-Nitroperylene 1
                                        4-[[3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-yl]amino]-4-oxo-2-butenoic acid methyl ester 0
                                        4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one 0
                                        5,6-Cyclopenteno-1,2-benzanthracene 0
                                        6-beta-Naltrexol 0
                                        7,8-Dihydropyrene-8-carboxylate 0
                                        7-Benzylidenenaltrexone 1
                                        7-Hydroxymethyl-12-methylbenz[a]anthracene 0
                                        7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate 0
                                        7-Nitrobenz[a]anthracene 3
                                        7-benzo[a]phenalenone 0
                                        9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 0
                                        9,10-phenanthroquinone 34
                                        Benz[j]aceanthrylene 1
                                        Benz[l]aceanthrylene 0
                                        Benzo[a]pyrene-11,12-epoxide 0
                                        Benzo[ghi]fluoranthene 0
                                        Blighinone 0
                                        C1'-C9-Glycosylated UWM6 0
                                        Cepharatine A, (rel)- 0
                                        Coelogin 0
                                        Dibenz[a,j]anthracene 2
                                        Dibenzo[a,e]fluoranthene 0
                                        Flavidin 0
                                        Gancaonin U 0
                                        Gancaonin V 0
                                        Halofantrine 1
                                        Hircinol 0
                                        Hydroxybutorphanol 0
                                        LSM-1645 0
                                        Loroglossol 0
                                        N,N-dimethyl-1-(2-methyl-3-phenanthrenyl)methanamine 0
                                        N-[(4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ylidene)amino]benzamide 0
                                        Naphtho[2,1-a]fluoranthene 0
                                        Norbuprenorphine 2
                                        Norbutorphanol 0
                                        Noroxycodone 1
                                        OSU-03012 2
                                        Orchinol 0
                                        Oxymorphone hydrochloride 0
                                        Phenanthrene-4,5-dicarboxylate 0
                                        Phenanthrene-4-carboxylate 0
                                        Polysiphenol 0
                                        Pristimerol 0
                                        Pyrene-1,2-oxide 0
                                        Pyrene-4,5-oxide 0
                                        Samidorphan 0
                                        Solanolone 0
                                        UWM6 0
                                        Uncinatone 0
                                        alpha-noroxycodol 0
                                        alpha-oxycodol 0
                                        bagrosin 0
                                        beta-noroxycodol 0
                                        beta-oxymorphol 0
                                        chrysene-1,4-dione 0
                                        cis-4,5-Dihydroxy-4,5-dihydropyrene 0
                                        dihydrophenanthrene + 0
                                        dihydrophenanthrenediol + 0
                                        methylnaltrexone 1
                                        multicaulin 0
                                        multiorthoquinone 0
                                        nalfurafine 0
                                        oleoyl danshenxinkun A 0
                                        phenanthrene + 60
                                        phenanthrene oxide + 1
                                        phenanthrenediol + 0
                                        phenanthrenediyl bissulfate + 0
                                        phenanthrol + 14
                                        phenanthryl beta-D-glucopyranoside + 0
                                        phenanthryl monosulfate + 0
                                        thalicpureine 0
                                        trans-4,5-Dihydroxy-4,5-dihydropyrene 0
                                        trans-5,6-Dihydro-5,6-dihydroxy-7,12-dimethylbenz[a]anthracene 0
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