cannabigerolic acid (CHEBI:67081)

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ChEBI Name	cannabigerolic acid

ChEBI ID	CHEBI:67081

Definition	A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to Δ⁹-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C22H32O4

Net Charge

Average Mass

360.48710

Monoisotopic Mass

360.23006

InChI

InChI=1S/C22H32O4/c1-5-6-7-11-17-14-19(23)18(21(24)20(17)22(25)26)13-12-16(4)10-8-9-15(2)3/h9,12,14,23-24H,5-8,10-11,13H2,1-4H3,(H,25,26)/b16-12+

InChIKey

SEEZIOZEUUMJME-FOWTUZBSSA-N

SMILES

CCCCCc1cc(O)c(C\C=C(/C)CCC=C(C)C)c(O)c1C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via phytocannabinoid ) cannabinoid receptor agonist An agonist that binds to and activates cannabinoid receptors. (via cannabinoid )

ChEBI Ontology
Outgoing	cannabigerolic acid (CHEBI:67081) has functional parent olivetolic acid (CHEBI:66955) cannabigerolic acid (CHEBI:67081) is a dihydroxybenzoic acid (CHEBI:23778) cannabigerolic acid (CHEBI:67081) is a diterpenoid (CHEBI:23849) cannabigerolic acid (CHEBI:67081) is a phytocannabinoid (CHEBI:67196) cannabigerolic acid (CHEBI:67081) is a polyketide (CHEBI:26188) cannabigerolic acid (CHEBI:67081) is a resorcinols (CHEBI:33572) cannabigerolic acid (CHEBI:67081) is conjugate acid of cannabigerolate (CHEBI:66962)

Incoming	cannabigerolate (CHEBI:66962) is conjugate base of cannabigerolic acid (CHEBI:67081)

IUPAC Name

3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-pentylbenzoic acid

Synonym	Source
(E)-3-(3,7-Dimethyl-2,6-octadienyl)-2,4-dihydroxy-6-pentylbenzoic acid	ChemIDplus

Last Modified

06 August 2014