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Cannabidiolic acid

analytical standard

Synonym(s):

CBDA

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About This Item

Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
Molecular Weight:
358.47
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥95% (HPLC)

shelf life

limited shelf life, expiry date on the label

drug control

USDEA Schedule I; Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable
solid phase extraction (SPE): suitable

suitability

in accordance for H-NMR

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

SMILES string

CCCCCc1cc(O)c([C@@H]2C=C(C)CC[C@H]2C(C)=C)c(O)c1C(O)=O

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

InChI key

WVOLTBSCXRRQFR-DLBZAZTESA-N

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General description

Cannabidiolic acid belongs to the group of cannabinoids, a class of psychoactive and non-psychoactive compounds produced in the Cannabis (marijuana) plant. It is an acidic precursor,(4) which shows potential therapeutic efficacy in the treatment of pain, mood disorders, and inflammatory diseases.

Application

Cannabidiolic acid has been used as an analytical standard for the quantification of the analyte in biomass, extracts of different varieties of cannabis, and commercial cannabis products using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Kazuhito Watanabe et al.
Toxicology, 206(3), 471-478 (2004-12-14)
The progesterone 17alpha-hydroxylase activity, which is one of the steroidogenic enzymes in rat testis microsomes, was significantly inhibited by crude marijuana extracts from Delta(9)-tetrahydrocannabinolic acid (THCA)- and cannabidiolic acid (CBDA)-strains. Delta(9)-Tetrahydrocannabinol, cannabidiol and cannabinol also inhibited the enzymatic activity with
Cannabidiolic?acid synthase, the chemotype?determining enzyme in the fiber?type Cannabis sativa
Taura F, et al.
Febs Letters, 581, 2929-2934 (2007)
Roger G Pertwee et al.
British journal of pharmacology, 175(1), 100-112 (2017-10-24)
The aim of this study was to compare the abilities of cannabidiolic acid methyl ester (HU-580) and cannabidiolic acid (CBDA) to enhance 5-HT We investigated the effects of HU-580 and CBDA on (i) activation by 8-hydroxy-2-(di-n-propylamino)tetralin of human 5-HT HU-580
Cannabidiolic acid, a major cannabinoid in fiber-type cannabis, is an inhibitor of MDA-MB-231 breast cancer cell migration
Takeda S, et al.
Toxicology Letters, 214, 314-319 (2012)
Szabolcs Fekete et al.
Journal of pharmaceutical and biomedical analysis, 155, 116-124 (2018-04-09)
A generic liquid chromatographic method development workflow was developed and successfully applied to the analysis of phytocannabinoids and Cannabis sativa extracts. Our method development procedure consists in four steps: At the end, this method development workflow was performed in less

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