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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:dialkyl ketone
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Accession:CHEBI:18044 term browser browse the term
Synonyms:related_synonym: Formula=COR2;   SMILES=[*]C([*])=O;   dialkyl ketones
 alt_id: CHEBI:14136;   CHEBI:23663;   CHEBI:4485
 xref: KEGG:C02146


show annotations for term's descendants           Sort by:
butan-2-one term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cacng6 calcium voltage-gated channel auxiliary subunit gamma 6 decreases expression ISO methylethyl ketone results in decreased expression of CACNG6 mRNA CTD PMID:33064461 NCBI chr 1:65,732,910...65,747,377
Ensembl chr 1:65,732,632...65,747,341 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 affects response to substance ISO CYP2E1 gene mutant form affects the susceptibility to methylethyl ketone CTD PMID:21352904 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Glud1 glutamate dehydrogenase 1 multiple interactions ISO
EXP		 methylethyl ketone promotes the reaction [2-dichlorobenzene results in increased activity of GLUD1 protein] CTD PMID:2554539 NCBI chr16:9,640,312...9,673,961
Ensembl chr16:9,640,312...9,673,957 		JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO methylethyl ketone results in increased expression of PPARGC1A mRNA CTD PMID:33064461 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656 		JBrowse link
G Srsf2 serine and arginine rich splicing factor 2 decreases expression ISO methylethyl ketone results in decreased expression of SRSF2 mRNA CTD PMID:33064461 NCBI chr10:102,052,158...102,055,365
Ensembl chr10:102,052,314...102,055,338 		JBrowse link
buten-2-one term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G App amyloid beta precursor protein multiple interactions ISO [3-buten-2-one results in increased metabolism of APP protein] which results in increased secretion of APP protein modified form CTD PMID:29618714 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561 		JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase multiple interactions ISO 3-buten-2-one binds to and results in decreased activity of GAPDH protein CTD PMID:22084934 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235 		JBrowse link
G Ptgr1 prostaglandin reductase 1 multiple interactions EXP [PTGR1 protein co-treated with NADP] affects the reduction of 3-buten-2-one CTD PMID:11524419 NCBI chr 5:73,784,000...73,802,624
Ensembl chr 5:73,784,009...73,802,666 		JBrowse link
heptan-2-one term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gna15 G protein subunit alpha 15 increases response to substance
multiple interactions		 ISO GNA15 protein results in increased susceptibility to 2-heptanone
[GNA15 protein results in increased susceptibility to 2-heptanone] which results in decreased activity of OR5G26 protein		 CTD PMID:15598656 NCBI chr 7:8,184,632...8,205,508
Ensembl chr 7:8,184,861...8,205,508 		JBrowse link
G Gnal G protein subunit alpha L multiple interactions
increases response to substance		 ISO [GNAL protein results in increased susceptibility to 2-heptanone] which results in increased activity of OR5G26 protein CTD PMID:15598656 NCBI chr18:60,622,311...60,762,599
Ensembl chr18:60,622,311...60,762,599 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 decreases activity ISO 2-heptanone results in decreased activity of GSTP1 protein CTD PMID:18409811 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Or5g29 olfactory receptor family 5 subfamily G member 29 multiple interactions ISO [GNA15 protein results in increased susceptibility to 2-heptanone] which results in decreased activity of OR5G26 protein; [GNAL protein results in increased susceptibility to 2-heptanone] which results in increased activity of OR5G26 protein CTD PMID:15598656 NCBI chr 3:70,682,761...70,683,705 JBrowse link
methadone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases expression
affects activity		 ISO Methadone results in increased expression of ABCB1 protein
Methadone affects the activity of ABCB1 protein		 CTD PMID:19840843 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Abcb1b ATP-binding cassette, sub-family B member 1B affects activity
increases expression		 EXP Methadone affects the activity of ABCB1B protein
Methadone results in increased expression of ABCB1B protein		 CTD PMID:19840843 NCBI chr 4:25,242,761...25,325,194
Ensembl chr 4:25,242,798...25,325,199 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator affects localization ISO Methadone affects the localization of BAX protein CTD PMID:20691259 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 increases secretion EXP Methadone results in increased secretion of CCL2 protein CTD PMID:20178837 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccl3 C-C motif chemokine ligand 3 increases secretion EXP Methadone results in increased secretion of CCL3 protein CTD PMID:20178837 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938 		JBrowse link
G Cx3cl1 C-X3-C motif chemokine ligand 1 increases secretion EXP Methadone results in increased secretion of CX3CL1 protein CTD PMID:20178837 NCBI chr19:10,227,337...10,237,826
Ensembl chr19:10,227,340...10,236,833 		JBrowse link
G Cxcl1 C-X-C motif chemokine ligand 1 increases secretion EXP Methadone results in increased secretion of CXCL1 protein CTD PMID:20178837 NCBI chr14:17,193,364...17,195,143
Ensembl chr14:17,193,365...17,195,215 		JBrowse link
G Cycs cytochrome c, somatic affects localization ISO Methadone affects the localization of CYCS protein CTD PMID:20691259 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054 		JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions
affects metabolic processing		 ISO Aminoglutethimide inhibits the reaction [CYP19A1 protein affects the metabolism of Methadone]; formestane inhibits the reaction [CYP19A1 protein affects the metabolism of Methadone] CTD PMID:15242824 NCBI chr 8:54,552,978...54,580,375
Ensembl chr 8:54,553,165...54,580,758 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases metabolic processing
decreases activity		 ISO CYP2D22 protein results in increased metabolism of Methadone
Methadone results in decreased activity of CYP2D6 protein		 CTD PMID:16595712 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 metabolic processing
increases metabolic processing		 ISO CYP3A4 protein affects the metabolism of Methadone
CYP3A4 protein results in increased metabolism of Methadone		 CTD PMID:15986265 PMID:16595712 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Drd2 dopamine receptor D2 multiple interactions EXP Methadone affects the reaction [Cocaine affects the expression of DRD2 mRNA] CTD PMID:18990547 NCBI chr 8:49,708,927...49,772,876
Ensembl chr 8:49,708,927...49,772,875 		JBrowse link
G Hcrt hypocretin neuropeptide precursor multiple interactions EXP Methadone affects the reaction [Cocaine affects the expression of HCRT mRNA] CTD PMID:18990547 NCBI chr10:85,689,979...85,691,214
Ensembl chr10:85,689,465...85,691,210 		JBrowse link
G Il10 interleukin 10 increases secretion EXP Methadone results in increased secretion of IL10 protein CTD PMID:20178837 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il1a interleukin 1 alpha increases expression EXP Methadone results in increased expression of IL1A protein CTD PMID:20178837 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822 		JBrowse link
G Il1b interleukin 1 beta increases secretion
increases expression		 EXP Methadone results in increased secretion of IL1B protein
Methadone results in increased expression of IL1B protein		 CTD PMID:20178837 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il2 interleukin 2 decreases expression ISO Methadone results in decreased expression of IL2 mRNA CTD PMID:23965172 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566 		JBrowse link
G Il4 interleukin 4 increases expression
multiple interactions		 ISO Methadone results in increased expression of IL4 mRNA; Methadone results in increased expression of IL4 protein
CTAP octapeptide inhibits the reaction [Methadone results in increased expression of IL4 mRNA]; SB 203580 inhibits the reaction [Methadone results in increased expression of IL4 mRNA]		 CTD PMID:23965172 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750 		JBrowse link
G Il6 interleukin 6 increases expression
increases secretion		 EXP Methadone results in increased expression of IL6 mRNA; Methadone results in increased expression of IL6 protein
Methadone results in increased secretion of IL6 protein		 CTD PMID:20178837 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Ins2 insulin 2 decreases response to substance ISO Methadone results in decreased susceptibility to INS protein CTD PMID:2554359 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775 		JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions
decreases activity		 ISO Chlorobutanol promotes the reaction [Methadone results in decreased activity of KCNH2 protein] CTD PMID:14527710 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008 		JBrowse link
G Lep leptin increases expression ISO Methadone results in increased expression of LEP protein CTD PMID:15717844 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO Methadone results in increased phosphorylation of MAPK1 protein CTD PMID:23965172 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 increases phosphorylation ISO Methadone results in increased phosphorylation of MAPK3 protein CTD PMID:23965172 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Nfkbia NFKB inhibitor alpha increases expression ISO Methadone results in increased expression of NFKBIA protein CTD PMID:22258905 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Oprd1 opioid receptor, delta 1 affects binding
multiple interactions		 EXP Methadone binds to OPRD1 protein
[Methadone binds to OPRD1 protein] which results in decreased uptake of Norepinephrine; [Methadone binds to OPRD1 protein] which results in decreased uptake of Serotonin		 CTD PMID:7562497 NCBI chr 5:144,306,188...144,340,960
Ensembl chr 5:144,306,188...144,340,960 		JBrowse link
G Oprk1 opioid receptor, kappa 1 affects binding
multiple interactions		 EXP Methadone binds to OPRK1 protein
[Methadone binds to OPRK1 protein] which results in decreased uptake of Norepinephrine; [Methadone binds to OPRK1 protein] which results in decreased uptake of Serotonin		 CTD PMID:7562497 NCBI chr 5:13,860,016...13,877,823
Ensembl chr 5:13,860,021...13,877,823 		JBrowse link
G Oprm1 opioid receptor, mu 1 multiple interactions
affects binding		 EXP [Methadone binds to OPRM1 protein] which results in decreased uptake of Norepinephrine; [Methadone binds to OPRM1 protein] which results in decreased uptake of Serotonin CTD PMID:7562497 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409 		JBrowse link
G Pld2 phospholipase D2 increases activity ISO Methadone results in increased activity of PLD2 protein CTD PMID:23965172 NCBI chr10:55,256,326...55,274,192
Ensembl chr10:55,256,359...55,272,808 		JBrowse link
G Prl prolactin affects secretion
increases expression
increases secretion		 ISO Methadone affects the secretion of PRL protein
Methadone results in increased expression of PRL protein
Methadone results in increased secretion of PRL protein		 CTD PMID:2554359 PMID:16675813 PMID:21094671 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062 		JBrowse link
G Tlr4 toll-like receptor 4 affects binding
multiple interactions
affects response to substance
increases expression		 ISO
EXP		 Methadone binds to TLR4 protein
Naloxone affects the reaction [Methadone binds to TLR4 protein]
Methadone affects the susceptibility to TLR4 protein
Methadone results in increased expression of TLR4 mRNA; Methadone results in increased expression of TLR4 protein		 CTD PMID:20178837 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628 		JBrowse link
G Tnf tumor necrosis factor increases secretion
increases expression		 EXP Methadone results in increased secretion of TNF protein
Methadone results in increased expression of TNF protein		 CTD PMID:20178837 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
undecan-2-one term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions ISO undecan-2-one binds to and results in decreased activity of AR protein CTD PMID:27633901 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Esr2 estrogen receptor 2 multiple interactions ISO undecan-2-one binds to and results in decreased activity of ESR2 protein CTD PMID:27633901 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions		 ISO
EXP		 undecan-2-one results in increased expression of HMOX1 protein
undecan-2-one promotes the reaction [NFE2L2 promotes the reaction [Particulate Matter results in increased expression of HMOX1 protein]]		 CTD PMID:35285579 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Il18 interleukin 18 multiple interactions ISO undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of IL18 protein] CTD PMID:35285579 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP		 undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of IL1B protein] CTD PMID:35285579 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO
EXP		 undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of IL6 protein] CTD PMID:35285579 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions EXP
ISO		 [Particulate Matter co-treated with undecan-2-one] results in increased expression of NFE2L2 protein; undecan-2-one inhibits the reaction [Particulate Matter results in decreased expression of NFE2L2 protein]; undecan-2-one promotes the reaction [NFE2L2 promotes the reaction [Particulate Matter results in increased expression of HMOX1 protein]]
undecan-2-one results in increased expression of and affects the localization of NFE2L2 protein		 CTD PMID:35285579 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO
EXP		 undecan-2-one inhibits the reaction [Particulate Matter results in increased phosphorylation of NFKBIA protein] CTD PMID:35285579 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 multiple interactions ISO undecan-2-one binds to and results in decreased activity of NR3C1 protein CTD PMID:27633901 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO
EXP		 undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of RELA protein modified form]; undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of RELA protein] CTD PMID:35285579 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP		 undecan-2-one inhibits the reaction [Particulate Matter results in increased expression of TNF protein] CTD PMID:35285579 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    chemical entity 19867
      group 19820
        inorganic group 19417
          oxo group 18920
            organic oxo compound 18920
              carbonyl compound 18920
                ketone 17269
                  dialkyl ketone 51
                    3,3-dimethylbutan-2-one 0
                    3-hexanone 0
                    3-octanone 0
                    4-heptanone 0
                    4-methylheptan-3-one 0
                    6-oxo-nonan-1-ol 0
                    butan-2-one + 8
                    hentriacontan-16-one 0
                    heptan-2-one 4
                    heptan-3-one + 32
                    nonacosan-10-one 0
                    undecan-2-one 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            heteroorganic entity 19502
                              organochalcogen compound 19264
                                organooxygen compound 19180
                                  carbonyl compound 18920
                                    ketone 17269
                                      dialkyl ketone 51
                                        3,3-dimethylbutan-2-one 0
                                        3-hexanone 0
                                        3-octanone 0
                                        4-heptanone 0
                                        4-methylheptan-3-one 0
                                        6-oxo-nonan-1-ol 0
                                        butan-2-one + 8
                                        hentriacontan-16-one 0
                                        heptan-2-one 4
                                        heptan-3-one + 32
                                        nonacosan-10-one 0
                                        undecan-2-one 11
paths to the root