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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 5:157,801,120...157,813,756
Ensembl chr 5:157,801,163...157,813,756
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO cafestol results in decreased expression of BCL2L1 protein CTD PMID:21334318 NCBI chr 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
JBrowse link
G Casp3 caspase 3 increases activity ISO cafestol results in increased activity of CASP3 protein CTD PMID:21334318 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 9:65,534,608...65,586,395
Ensembl chr 9:65,534,704...65,587,251
JBrowse link
G Cycs cytochrome c, somatic affects localization ISO cafestol affects the localization of CYCS protein CTD PMID:21334318 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
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 1:257,676,172...258,004,428
Ensembl chr 1:257,970,345...258,004,434
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 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
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 chr12:11,641,500...11,677,818
Ensembl chr12:11,655,402...11,733,136
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 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G Gsta2 glutathione S-transferase alpha 2 multiple interactions ISO [cafestol co-treated with kahweol palmitate] results in increased expression of GSTA1 protein CTD PMID:11309284 NCBI chr 8:85,640,081...85,645,621 JBrowse link
G Gsta3 glutathione S-transferase alpha 3 multiple interactions ISO [cafestol co-treated with kahweol palmitate] results in increased expression of GSTA2 protein; [cafestol co-treated with kahweol palmitate] results in increased expression of GSTA3 protein CTD PMID:11309284 NCBI chr 9:27,357,490...27,417,023
Ensembl chr 9:27,402,381...27,417,023
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 8:85,553,659...85,564,914
Ensembl chr 8:85,553,734...85,565,179
JBrowse link
G Gsta6 glutathione S-transferase alpha 6 multiple interactions ISO [cafestol co-treated with kahweol palmitate] results in increased expression of GSTA1 protein CTD PMID:11309284 NCBI chr 9:27,475,273...27,533,939
Ensembl chr 9:27,475,273...27,511,176
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 2:210,803,869...210,809,461
Ensembl chr 2:210,803,869...210,809,306
JBrowse link
G Gstm5 glutathione S-transferase, mu 5 multiple interactions ISO [cafestol co-treated with kahweol palmitate] results in increased expression of GSTM5 protein CTD PMID:11309284 NCBI chr 2:210,685,338...210,688,133
Ensembl chr 2:210,685,197...210,688,272
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 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
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 2:197,786,212...197,788,992 JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 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 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
JBrowse link

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  CHEBI ontology 19786
    role 19732
      chemical role 19281
        antioxidant 14389
          cafestol 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 19786
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19675
                    main group molecular entity 19675
                      s-block molecular entity 19443
                        hydrogen molecular entity 19439
                          hydrides 18763
                            organic hydride 18363
                              organic fundamental parent 18363
                                hydrocarbon 18078
                                  terpene 12719
                                    diterpene 11522
                                      diterpenoid 11522
                                        cafestol 21
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