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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:cafestol
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Accession:CHEBI:3291 term browser browse the term
Definition:An organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction).
Synonyms:exact_synonym: (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0(1,13).0(4,12).0(5,9)]nonadeca-5(9),6-dien-17-ol
 related_synonym: Formula=C20H28O3;   InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1;   InChIKey=DNJVYWXIDISQRD-HWUKTEKMSA-N;   SMILES=[C@]123[C@]([H])([C@@]4(C)[C@@](C5=C(CC4)OC=C5)(CC1)[H])CC[C@H](C2)[C@@](C3)(O)CO
 xref: AGR:IND601125333;   AGR:IND601142567;   AGR:IND601236387;   CAS:469-83-0;   HMDB:HMDB0035710;   KEGG:C09066;   KNApSAcK:C00003407
 xref_mesh: MESH:C053400
 xref: PMID:18028974;   PMID:19616929;   PMID:19894707;   PMID:20045950;   PMID:20047988;   PMID:21334318;   PMID:22332877;   PMID:22525673;   PMID:22734486;   PMID:24209317;   PMID:24684554;   PMID:25375379;   PMID:25575980;   PMID:26154488;   PMID:26460671;   PMID:26465380;   PMID:26776001;   PMID:27129115;   PMID:28397506;   PMID:28618649;   PMID:28763212;   Patent:US4692534;   Reaxys:33406;   Wikipedia:Cafestol


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cafestol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr7a3 aldo-keto reductase family 7 member A3 multiple interactions EXP [cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased expression of AKR7A3 protein] CTD PMID:17110534 NCBI chr 5:151,590,968...151,601,394
Ensembl chr 5:151,584,479...151,601,394 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression
decreases response to substance		 ISO cafestol results in decreased expression of BCL2 protein
BCL2 protein results in decreased susceptibility to cafestol		 CTD PMID:21334318 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO cafestol results in decreased expression of BCL2L1 protein CTD PMID:21334318 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479 		JBrowse link
G Casp3 caspase 3 increases activity ISO cafestol results in increased activity of CASP3 protein CTD PMID:21334318 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cflar CASP8 and FADD-like apoptosis regulator decreases expression ISO cafestol results in decreased expression of CFLAR protein CTD PMID:21334318 NCBI chr 9:60,185,338...60,236,173
Ensembl chr 9:60,185,452...60,237,034 		JBrowse link
G Cycs cytochrome c, somatic affects localization ISO cafestol affects the localization of CYCS protein CTD PMID:21334318 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 Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 multiple interactions EXP [cafestol co-treated with kahweol] results in decreased expression of CYP2C11; [cafestol co-treated with kahweol] results in decreased expression of CYP2C11 protein CTD PMID:9744531 PMID:11346484 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO cafestol results in decreased activity of CYP2E1 protein CTD PMID:17590492 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions EXP [cafestol co-treated with kahweol] results in decreased expression of CYP3A2; [cafestol co-treated with kahweol] results in decreased expression of CYP3A2 protein CTD PMID:9744531 PMID:11346484 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions EXP [cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased expression of GCLC protein] CTD PMID:17110534 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544 		JBrowse link
G Gsta5 glutathione S-transferase alpha 5 multiple interactions EXP [cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased expression of GSTA5 protein]; [cafestol co-treated with kahweol] results in increased expression of GSTA5; [cafestol co-treated with kahweol] results in increased expression of GSTA5 protein CTD PMID:9744531 PMID:11346484 PMID:17110534 NCBI chr 8:79,105,561...79,117,472
Ensembl chr 8:79,105,661...79,117,472 		JBrowse link
G Gstm1 glutathione S-transferase mu 1 multiple interactions ISO [cafestol co-treated with kahweol] results in increased expression of GSTM1 protein
[cafestol co-treated with kahweol palmitate] results in increased expression of GSTM1 protein		 CTD PMID:11309284 PMID:11346484 NCBI chr 2:195,649,845...195,655,402
Ensembl chr 2:195,649,845...195,655,411 		JBrowse link
G Gstm2 glutathione S-transferase mu 2 multiple interactions ISO [cafestol co-treated with kahweol palmitate] results in increased expression of GSTM5 protein CTD PMID:11309284 NCBI chr 2:195,624,015...195,628,774
Ensembl chr 2:195,544,426...195,628,961 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions EXP [cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased expression of GSTP1 protein] CTD PMID:17110534 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression
decreases response to substance		 ISO cafestol results in decreased expression of MCL1 protein
MCL1 protein results in decreased susceptibility to cafestol		 CTD PMID:21334318 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO
EXP		 [cafestol co-treated with kahweol palmitate] affects the activity of NFE2L2 protein; NFE2L2 protein affects the reaction [[cafestol co-treated with kahweol] results in decreased susceptibility to Acrolein]; NFE2L2 protein promotes the reaction [[cafestol co-treated with kahweol] results in increased expression of NQO1 mRNA]
[cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased activity of NFE2L2 protein]		 CTD PMID:11309284 PMID:17110534 PMID:18028974 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions ISO
EXP		 [cafestol co-treated with kahweol palmitate] results in increased expression of NQO1 protein; [cafestol co-treated with kahweol] results in increased expression of NQO1 mRNA; [cafestol co-treated with kahweol] results in increased expression of NQO1 protein; NFE2L2 protein promotes the reaction [[cafestol co-treated with kahweol] results in increased expression of NQO1 mRNA]
[cafestol co-treated with kahweol] inhibits the reaction [ochratoxin A results in decreased expression of NQO1 protein]		 CTD PMID:11309284 PMID:17110534 PMID:18028974 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 multiple interactions ISO [cafestol co-treated with kahweol] results in decreased activity of SULT1A1 protein CTD PMID:15680679 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      chemical role 19420
        antioxidant 16122
          cafestol 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            organic hydride 18669
                              organic fundamental parent 18669
                                hydrocarbon 18415
                                  terpene 14057
                                    diterpene 13024
                                      diterpenoid 13024
                                        cafestol 18
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