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: 2-hydroxyisophthalic acid
Accession: CHEBI:19643
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Definition: A hydroxybenzoic acid that is isophthalic acid in which the hydrogen at position 2 is substituted by a hydroxy group.
Synonyms: exact_synonym: 2-hydroxybenzene-1,3-dicarboxylic acid
related_synonym: 2-Hydroxy-1,3-benzenedicarboxylic acid; Formula=C8H6O5; InChI=1S/C8H6O5/c9-6-4(7(10)11)2-1-3-5(6)8(12)13/h1-3,9H,(H,10,11)(H,12,13); InChIKey=WVDGHGISNBRCAO-UHFFFAOYSA-N; SMILES=OC(=O)c1cccc(C(O)=O)c1O
alt_id: CHEBI:34290
xref: CAS:606-19-9; KEGG:C14097; Reaxys:2102863; UM-BBD_compID:c0729
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Acadl
acyl-CoA dehydrogenase, long chain
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of ACADL mRNA
CTD
PMID:33043605
NCBI chr 9:68,333,981...68,372,149
Ensembl chr 9:68,333,980...68,372,220
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Acadm
acyl-CoA dehydrogenase medium chain
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of ACADM mRNA
CTD
PMID:33043605
NCBI chr 2:242,858,865...242,883,036
Ensembl chr 2:242,858,865...242,883,147
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Acsl1
acyl-CoA synthetase long-chain family member 1
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of ACSL1 mRNA
CTD
PMID:33043605
NCBI chr16:45,755,246...45,821,541
Ensembl chr16:45,755,254...45,821,541
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Aldh2
aldehyde dehydrogenase 2 family member
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of ALDH2 mRNA
CTD
PMID:33983380
NCBI chr12:34,949,549...34,982,527
Ensembl chr12:34,901,219...34,982,521
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Ar
androgen receptor
multiple interactions
ISO
di-n-hexyl phthalate inhibits the reaction [Dihydrotestosterone binds to and results in increased activity of AR protein]; di-n-hexyl phthalate inhibits the reaction [Dihydrotestosterone results in increased activity of AR protein]
CTD
PMID:15840436 PMID:28571686
NCBI chr X:63,104,771...63,273,934
Ensembl chr X:63,104,771...63,273,925
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Bax
BCL2 associated X, apoptosis regulator
increases expression
ISO
di-n-hexyl phthalate results in increased expression of BAX mRNA
CTD
PMID:33043605
NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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Bcl2
BCL2, apoptosis regulator
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of BCL2 mRNA
CTD
PMID:33043605
NCBI chr13:22,689,783...22,853,920
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Casp3
caspase 3
increases expression
ISO
di-n-hexyl phthalate results in increased expression of CASP3 mRNA
CTD
PMID:33043605
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Casp8
caspase 8
increases expression
ISO
di-n-hexyl phthalate results in increased expression of CASP8 mRNA
CTD
PMID:33043605
NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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Cela3b
chymotrypsin like elastase 3B
increases expression
EXP
di-n-hexyl phthalate results in increased expression of ELA3B mRNA
CTD
PMID:33983380
NCBI chr 5:149,628,773...149,636,937
Ensembl chr 5:149,628,773...149,636,937
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Cpt1b
carnitine palmitoyltransferase 1B
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of CPT1B mRNA
CTD
PMID:33043605
NCBI chr 7:120,491,354...120,500,833
Ensembl chr 7:120,491,354...120,500,404
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Cyp11a1
cytochrome P450, family 11, subfamily a, polypeptide 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP11A1 mRNA; di-n-hexyl phthalate results in decreased expression of CYP11A1 protein
CTD
PMID:22112501 PMID:23754470 PMID:26934186 PMID:33983380
NCBI chr 8:58,422,807...58,434,342
Ensembl chr 8:58,404,669...58,434,338
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Cyp11b2
cytochrome P450, family 11, subfamily b, polypeptide 2
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP11B1 mRNA
CTD
PMID:22112501 PMID:33983380
NCBI chr 7:106,838,590...106,845,004
Ensembl chr 7:106,838,590...106,845,004
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Cyp11b3
cytochrome P450, family 11, subfamily b, polypeptide 3
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP11B2 mRNA
CTD
PMID:33983380
NCBI chr 7:106,808,559...106,814,048
Ensembl chr 7:106,808,559...106,814,048
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Cyp17a1
cytochrome P450, family 17, subfamily a, polypeptide 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP17A1 mRNA; di-n-hexyl phthalate results in decreased expression of CYP17A1 protein
CTD
PMID:22112501 PMID:23754470 PMID:26934186 PMID:33983380
NCBI chr 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573
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Cyp46a1
cytochrome P450, family 46, subfamily a, polypeptide 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP46A1 mRNA
CTD
PMID:33983380
NCBI chr 6:127,243,315...127,274,765
Ensembl chr 6:127,243,315...127,274,760
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Cyp51
cytochrome P450, family 51
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of CYP51 mRNA
CTD
PMID:33983380
NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410
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Dhcr7
7-dehydrocholesterol reductase
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of DHCR7 mRNA
CTD
PMID:33983380
NCBI chr 1:199,015,081...199,031,055
Ensembl chr 1:199,015,081...199,031,055
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Dhh
desert hedgehog signaling molecule
increases expression
EXP
di-n-hexyl phthalate results in increased expression of DHH mRNA; di-n-hexyl phthalate results in increased expression of DHH protein
CTD
PMID:32693021
NCBI chr 7:130,050,910...130,056,406
Ensembl chr 7:130,050,910...130,056,406
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Ebp
EBP, cholestenol delta-isomerase
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of EBP mRNA
CTD
PMID:33983380
NCBI chr X:14,299,427...14,305,826
Ensembl chr X:14,299,448...14,305,826
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Elovl5
ELOVL fatty acid elongase 5
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of ELOVL5 mRNA
CTD
PMID:33043605
NCBI chr 8:78,790,799...78,857,307
Ensembl chr 8:78,790,846...78,857,284
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Esr1
estrogen receptor 1
affects binding increases expression multiple interactions
ISO EXP
di-n-hexyl phthalate analog binds to ESR1 protein di-n-hexyl phthalate results in increased expression of ESR1 mRNA di-n-hexyl phthalate binds to and results in increased activity of ESR1 protein; di-n-hexyl phthalate inhibits the reaction [Estradiol results in increased activity of ESR1 protein]; Tamoxifen inhibits the reaction [di-n-hexyl phthalate binds to and results in increased activity of ESR1 protein]
CTD
PMID:15464722 PMID:15840436 PMID:22112501 PMID:28571686
NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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Esr2
estrogen receptor 2
multiple interactions affects binding
ISO
di-n-hexyl phthalate binds to and results in decreased activity of ESR2 protein; di-n-hexyl phthalate inhibits the reaction [Estradiol results in increased activity of ESR2 protein] di-n-hexyl phthalate analog binds to ESR2 protein
CTD
PMID:15464722 PMID:15840436 PMID:28571686
NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
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Fads2
fatty acid desaturase 2
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of FADS2 mRNA
CTD
PMID:33043605
NCBI chr 1:206,707,384...206,747,333
Ensembl chr 1:206,708,783...206,748,789
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Fasn
fatty acid synthase
decreases expression
ISO
di-n-hexyl phthalate results in decreased expression of FASN mRNA
CTD
PMID:33043605
NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
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Fdps
farnesyl diphosphate synthase
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of FDPS mRNA
CTD
PMID:33983380
NCBI chr 2:174,497,402...174,507,031
Ensembl chr 2:174,486,665...174,507,776
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Gsk3b
glycogen synthase kinase 3 beta
increases phosphorylation
EXP
di-n-hexyl phthalate results in increased phosphorylation of GSK3B protein
CTD
PMID:32693021
NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646
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Hmgcr
3-hydroxy-3-methylglutaryl-CoA reductase
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of HMGCR mRNA
CTD
PMID:26934186 PMID:33983380
NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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Hmgcs1
3-hydroxy-3-methylglutaryl-CoA synthase 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of HMGCS1 mRNA
CTD
PMID:26934186 PMID:33983380
NCBI chr 2:51,649,368...51,667,100
Ensembl chr 2:51,649,497...51,667,100
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Hsd11b1
hydroxysteroid 11-beta dehydrogenase 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of HSD11B1 protein
CTD
PMID:32693021
NCBI chr13:104,728,539...104,798,884
Ensembl chr13:104,728,539...104,788,687
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Hsd17b3
hydroxysteroid (17-beta) dehydrogenase 3
increases expression
EXP
di-n-hexyl phthalate results in increased expression of HSD17B3 mRNA
CTD
PMID:26934186
NCBI chr17:1,027,229...1,058,554
Ensembl chr17:1,027,229...1,058,554
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Hsd3b1
hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of HSD3B1 mRNA; di-n-hexyl phthalate results in decreased expression of HSD3B1 protein
CTD
PMID:26934186 PMID:32693021
NCBI chr 2:186,169,864...186,175,984
Ensembl chr 2:186,169,863...186,175,999
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Hsd3b3
hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 3
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of HSD3B3 mRNA; di-n-hexyl phthalate results in decreased expression of HSD3B3 protein
CTD
PMID:32693021 PMID:33983380
NCBI chr 2:186,138,044...186,144,024
Ensembl chr 2:186,138,044...186,144,033
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Il1b
interleukin 1 beta
increases expression
ISO
di-n-hexyl phthalate results in increased expression of IL1B mRNA
CTD
PMID:33043605
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Inha
inhibin subunit alpha
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of INHA mRNA
CTD
PMID:22112501 PMID:33983380
NCBI chr 9:76,994,465...76,997,366
Ensembl chr 9:76,993,589...76,997,248
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Insig1
insulin induced gene 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of INSIG1 mRNA
CTD
PMID:33983380
NCBI chr 4:7,315,494...7,323,972
Ensembl chr 4:7,315,495...7,323,952
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Insl3
insulin-like 3
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of INSL3 mRNA
CTD
PMID:22112501 PMID:33983380
NCBI chr16:18,398,682...18,400,566
Ensembl chr16:18,384,829...18,400,560
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Ldlr
low density lipoprotein receptor
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of LDLR mRNA
CTD
PMID:33983380
NCBI chr 8:20,270,020...20,292,981
Ensembl chr 8:20,270,041...20,294,580
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Lhb
luteinizing hormone subunit beta
increases expression
EXP
di-n-hexyl phthalate results in increased expression of LHB protein
CTD
PMID:32693021
NCBI chr 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972 Ensembl chr 1:95,900,984...95,901,972
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Lhcgr
luteinizing hormone/choriogonadotropin receptor
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of LHCGR mRNA; di-n-hexyl phthalate results in decreased expression of LHCGR protein
CTD
PMID:32693021 PMID:33983380
NCBI chr 6:5,661,871...5,728,109
Ensembl chr 6:5,661,871...5,724,521
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Mapk1
mitogen activated protein kinase 1
increases phosphorylation
EXP
di-n-hexyl phthalate results in increased phosphorylation of MAPK1 protein
CTD
PMID:32693021
NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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Mapk3
mitogen activated protein kinase 3
increases phosphorylation
EXP
di-n-hexyl phthalate results in increased phosphorylation of MAPK3 protein
CTD
PMID:32693021
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Mvd
mevalonate diphosphate decarboxylase
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of MVD mRNA
CTD
PMID:33983380
NCBI chr19:50,496,366...50,506,389
Ensembl chr19:50,496,367...50,507,971
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Nr0b1
nuclear receptor subfamily 0, group B, member 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of NR0B1 mRNA
CTD
PMID:33983380
NCBI chr X:50,756,886...50,761,014
Ensembl chr X:50,756,886...50,761,011
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Nr1i3
nuclear receptor subfamily 1, group I, member 3
affects binding increases activity
ISO
di-n-hexyl phthalate binds to NR1I3 protein di-n-hexyl phthalate results in increased activity of NR1I3 protein
CTD
PMID:25938866 PMID:28927721
NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
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Nsdhl
NAD(P) dependent steroid dehydrogenase-like
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of NSDHL mRNA
CTD
PMID:33983380
NCBI chr X:150,775,034...150,807,161
Ensembl chr X:150,775,080...150,807,142
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Ppara
peroxisome proliferator activated receptor alpha
affects binding
ISO
di-n-hexyl phthalate binds to PPARA protein
CTD
PMID:23843199
NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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Ppard
peroxisome proliferator-activated receptor delta
affects binding
ISO
di-n-hexyl phthalate binds to PPARB protein
CTD
PMID:23843199
NCBI chr20:6,298,785...6,363,970
Ensembl chr20:6,298,785...6,363,968
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Pparg
peroxisome proliferator-activated receptor gamma
affects binding
ISO
di-n-hexyl phthalate binds to PPARG protein
CTD
PMID:23843199
NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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Ppargc1a
PPARG coactivator 1 alpha
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of PPARGC1A protein
CTD
PMID:32693021
NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656
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RGD1564999
similar to isopentenyl-diphosphate delta isomerase 2
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of RGD1564999 mRNA
CTD
PMID:33983380
NCBI chr17:61,518,138...61,535,484
Ensembl chr17:61,519,390...61,531,603
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Rhox10
reproductive homeobox 10
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of RHOX10 mRNA
CTD
PMID:22112501
NCBI chr X:116,850,460...116,854,898
Ensembl chr X:116,850,460...116,854,941
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Rxra
retinoid X receptor alpha
affects binding
ISO
di-n-hexyl phthalate binds to RXRA protein
CTD
PMID:23843199
NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712
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Rxrb
retinoid X receptor beta
affects binding
ISO
di-n-hexyl phthalate binds to RXRB protein
CTD
PMID:23843199
NCBI chr20:4,816,813...4,823,267
Ensembl chr20:4,816,815...4,828,773
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Rxrg
retinoid X receptor gamma
affects binding
ISO
di-n-hexyl phthalate binds to RXRG protein
CTD
PMID:23843199
NCBI chr13:79,743,430...79,785,173
Ensembl chr13:79,743,563...79,785,167
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Scarb1
scavenger receptor class B, member 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of SCARB1 mRNA
CTD
PMID:22112501 PMID:23754470 PMID:26934186 PMID:33983380
NCBI chr12:31,296,143...31,362,649
Ensembl chr12:31,296,156...31,362,647
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Sirt1
sirtuin 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of SIRT1 protein
CTD
PMID:32693021
NCBI chr20:25,307,143...25,329,260
Ensembl chr20:25,306,917...25,329,260
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Star
steroidogenic acute regulatory protein
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of STAR mRNA
CTD
PMID:22112501 PMID:23754470 PMID:26934186 PMID:33983380
NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672
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Tgfb1
transforming growth factor, beta 1
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of TGFB1 mRNA
CTD
PMID:22112501
NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
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Tm7sf2
transmembrane 7 superfamily member 2
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of TM7SF2 mRNA
CTD
PMID:33983380
NCBI chr 1:203,355,930...203,360,287
Ensembl chr 1:203,355,931...203,360,270
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Tnf
tumor necrosis factor
increases expression
ISO
di-n-hexyl phthalate results in increased expression of TNF mRNA
CTD
PMID:33043605
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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Wnt7a
Wnt family member 7A
decreases expression
EXP
di-n-hexyl phthalate results in decreased expression of WNT7A mRNA
CTD
PMID:22112501 PMID:33983380
NCBI chr 4:123,863,108...123,908,981
Ensembl chr 4:123,863,108...123,908,981
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
20056
role
20008
biological role
20007
antimicrobial agent
17793
antimicrobial food preservative
11909
benzoic acid
4328
hydroxybenzoic acid
3734
2-hydroxyisophthalic acid
62
4-[(1-naphthalenylamino)-oxomethyl]benzene-1,3-dicarboxylic acid
0
5-Carboxyvanillic acid
0
5-[(1,3-dimethyl-2,4-dioxo-6-quinazolinyl)sulfonylamino]benzene-1,3-dicarboxylic acid
0
5-[3-[[[[3-(dimethylamino)phenyl]-oxomethyl]hydrazinylidene]methyl]-2,5-dimethyl-1-pyrrolyl]benzene-1,3-dicarboxylic acid
0
Chlorthal
0
Di-n-hexyl phthalate
62
Path 2
CHEBI ontology
20056
subatomic particle
20054
composite particle
20054
hadron
20054
baryon
20054
nucleon
20054
atomic nucleus
20054
atom
20054
main group element atom
19956
p-block element atom
19956
carbon group element atom
19882
carbon atom
19875
organic molecular entity
19875
organic group
18961
organic divalent group
18947
organodiyl group
18947
carbonyl group
18900
carbonyl compound
18900
carboxylic acid
18594
aromatic carboxylic acid
11788
benzoic acids
11763
benzoic acid
4328
hydroxybenzoic acid
3734
2-hydroxyisophthalic acid
62
4-[(1-naphthalenylamino)-oxomethyl]benzene-1,3-dicarboxylic acid
0
5-Carboxyvanillic acid
0
5-[(1,3-dimethyl-2,4-dioxo-6-quinazolinyl)sulfonylamino]benzene-1,3-dicarboxylic acid
0
5-[3-[[[[3-(dimethylamino)phenyl]-oxomethyl]hydrazinylidene]methyl]-2,5-dimethyl-1-pyrrolyl]benzene-1,3-dicarboxylic acid
0
Chlorthal
0
Di-n-hexyl phthalate
62