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Cannabidiolic acid

Cannabidiolic acid structure

CAS No:
1244-58-2
Formula:
C22H30O4
Chemical Name:
Cannabidiolic acid
Synonyms:
Benzoic acid,2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl-;β-Resorcylic acid,3-p-mentha-1,8-dien-3-yl-6-pentyl-;Cannabidiolic acid;Benzoic acid,2,4-dihydroxy-3-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl-,(1R-trans)-;2,4-Dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentylbenzoic acid;Cannabidiol acid;Cannabidiolcarboxylic acid;CBDA;Cannabinoid CBDA;109634-63-1
Categories:
Natural Products > Phenols

Description

Cannabidiolic acid is a dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a 3-p-mentha-1,8-dien-3-yl (limonene) group. It is a phytocannabinoid, a member of resorcinols, a polyketide and a dihydroxybenzoic acid. It derives from an olivetolic acid. It is a conjugate acid of a cannabidiolate.

Cannabidiolic acid Basic Attributes

Molecular Weight：

358.478

Exact Mass：

358.47

EC Number：

423-050-9

UNII：

FJX8O3OJCD

DSSTox ID：

DTXSID80154318

Characteristics

PSA：

77.76000

XLogP3：

7.87

Density：

1.1±0.1 g/cm3

Melting Point：

45-48 °C

Boiling Point：

530.8±50.0 °C at 760 mmHg

Flash Point：

2℃

Refractive Index：

1.565

Storage Conditions：

−20°C

Safety Information

Transport codes：

UN 1648 3 / PGII

Precautionary statement(s)：

P210-P261-P280-P305 + P351 + P338-P370 + P378-P403 + P235

Hazard Statements：

H225-H302 + H312 + H332-H319

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

cannabidiolic acid

Cannabidiolic acid Use and Manufacturing

Uses

Cannabidiolic Acid is a major cannabinoid in fiber-type cannabis, is an inhibitor of MDA-MB-231 breast cancer cell migration. Cannabidiolic Acid offers potential therapeutic value in the abrogation of cancer cell migration and aggressive breast cancers.

Use Classification：

Polyketides [PK] -> Aromatic polyketides [PK13] -> Other aromatic polyketides [PK1312]

Computed Properties

Molecular Weight:358.5
XLogP3:6.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:358.21440943
Monoisotopic Mass:358.21440943
Topological Polar Surface Area:77.8
Heavy Atom Count:26
Complexity:538
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes