CHEBI:67080 - cannabinerolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cannabinerolic acid
Definition A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a neryl 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
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Formula C22H32O4
Net Charge 0
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-
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cannabinerolic acid (CHEBI:67080) has functional parent olivetolic acid (CHEBI:66955)
cannabinerolic acid (CHEBI:67080) is a dihydroxybenzoic acid (CHEBI:23778)
cannabinerolic acid (CHEBI:67080) is a diterpenoid (CHEBI:23849)
cannabinerolic acid (CHEBI:67080) is a phytocannabinoid (CHEBI:67196)
cannabinerolic acid (CHEBI:67080) is a polyketide (CHEBI:26188)
cannabinerolic acid (CHEBI:67080) is a resorcinols (CHEBI:33572)
cannabinerolic acid (CHEBI:67080) is conjugate acid of cannabinerolate (CHEBI:66961)
Incoming cannabinerolate (CHEBI:66961) is conjugate base of cannabinerolic acid (CHEBI:67080)
3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-pentylbenzoic acid
Manual Xref Database
CPD-7175 MetaCyc
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Registry Number Type Source
7340718 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
8663284 PubMed citation Europe PMC
9607329 PubMed citation Europe PMC
9862135 PubMed citation Europe PMC
Last Modified
06 August 2014