cannabinerolic acid (CHEBI:67080)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	cannabinerolic acid

ChEBI ID	CHEBI:67080

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

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-VBKFSLOCSA-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	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)

IUPAC Name

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

Registry Number	Type	Source
7340718	Reaxys Registry Number	Reaxys

Last Modified

06 August 2014