Cannabidiolic acid

"CBDA" redirects here. For other uses, see Confederação Brasileira de Desportos Aquáticos.

Cannabidiolic acid (CBDA), is a cannabinoid produced in cannabis plants.^[1] It is the precursor to cannabidiol (CBD). It is most abundant in the glandular trichomes on the female seedless flowers or more accurately infructescence often colloquially referred to as buds or flowers.^[2]

Cannabidiolic acid

Names
Preferred IUPAC name (1′R,2′R)-2,6-Dihydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro[1,1′-biphenyl]-3-carboxylic acid
Identifiers
CAS Number	1244-58-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3359
ChEMBL	ChEMBL498672
ChemSpider	141099
KEGG	C10784
PubChem CID	160570
UNII	FJX8O3OJCD
CompTox Dashboard (EPA)	DTXSID80154318
InChI InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1 Key: WVOLTBSCXRRQFR-DLBZAZTESA-N
SMILES CCCCCC1=CC(=C(C(=C1C(=O)O)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O
Properties
Chemical formula	C22H30O4
Molar mass	358.478 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Biosynthesis

Cannabidiolic acid is a natural product sesquiterpene biosynthesized in cannabis via Cannabidiolic acid synthase from the conjugation of olivetolic acid and cannabigerolic acid.^[3]

Decarboxylation

CBDA is the chemical precursor to cannabidiol (CBD). Through the process of decarboxylation, cannabidiol is derived through loss of the carbon and two oxygen atoms that make up the carboxylic acid moeity on the aromatic ring.