CHEBI:133049 - 6α-hydroxycannabidiol

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ChEBI Name 6α-hydroxycannabidiol
ChEBI ID CHEBI:133049
ChEBI ASCII Name 6alpha-hydroxycannabidiol
Definition A hydroxy-cannabidiol that is cannabidiol in which the 6-pro-S hydrogen of the cyclohexene ring has been replaced by a hydroxy group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced by CYP2C19 and CYP3A.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H30O3
Net Charge 0
Average Mass 330.462
Monoisotopic Mass 330.21949
InChI InChI=1S/C21H30O3/c1-5-6-7-8-15-10-19(23)21(20(24)11-15)17-9-14(4)18(22)12-16(17)13(2)3/h9-11,16-18,22-24H,2,5-8,12H2,1,3-4H3/t16-,17+,18-/m0/s1
InChIKey YYLPAYRRVSQJRR-KSZLIROESA-N
SMILES C=1(C(=CC(=CC1O)CCCCC)O)[C@H]2[C@](C[C@@](C(=C2)C)(O)[H])([H])C(C)=C
Roles Classification
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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ChEBI Ontology
Outgoing 6α-hydroxycannabidiol (CHEBI:133049) has role human xenobiotic metabolite (CHEBI:76967)
6α-hydroxycannabidiol (CHEBI:133049) is a hydroxy-cannabidiol (CHEBI:133048)
6α-hydroxycannabidiol (CHEBI:133049) is a olefinic compound (CHEBI:78840)
6α-hydroxycannabidiol (CHEBI:133049) is a resorcinols (CHEBI:33572)
6α-hydroxycannabidiol (CHEBI:133049) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(1'R,2'R,4'S)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydrobiphenyl-2,4',6-triol
Synonyms Sources
6α-HO-cannabidiol ChEBI
6α-HO-CBD ChEBI
6α-hydroxy-cannabidiol ChEBI
6α-hydroxy-CBD ChEBI
6α-OH-cannabidiol ChEBI
6α-OH-CBD ChEBI
Registry Number Type Source
7283366 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1875910 PubMed citation Europe PMC
21704641 PubMed citation Europe PMC
942726 PubMed citation Europe PMC
Last Modified
17 August 2016