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M  END
> <ID>
CHEBI:3291

> <NAME>
cafestol

> <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).

> <STAR>
3

> <SYNONYM>
(-)-cafestol

> <IUPAC_NAME>
(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

> <FORMULA>
C20H28O3

> <MASS>
316.435

> <MONOISOTOPIC_MASS>
316.20384

> <CHARGE>
0

> <SMILES>
[C@]123[C@]([H])([C@@]4(C)[C@@](C5=C(CC4)OC=C5)(CC1)[H])CC[C@H](C2)[C@@](C3)(O)CO

> <INCHI>
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

> <CAS_REGISTRY_NUMBER>
469-83-0

> <REAXYS_REGISTRY_NUMBER>
33406

> <CHEMIDPLUS>
469-83-0

> <KEGG_COMPOUND_ACCESSION>
C09066

> <KNAPSACK_ACCESSION>
C00003407

> <WIKIPEDIA_ACCESSION>
Cafestol

> <AGRICOLA_CITATION>
IND601125333; IND601142567; IND601236387

> <PUBMED_CITATION>
18028974; 19616929; 19894707; 20045950; 20047988; 21334318; 22332877; 22525673; 22734486; 24209317; 24684554; 25375379; 25575980; 26154488; 26460671; 26465380; 26776001; 27129115; 28397506; 28618649; 28763212

$$$$