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Merck

39961

Cannabidiolic acid

analytical standard

Synonym(s):

CBDA

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About This Item

Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
1244-58-2
Molecular Weight:
358.47
MDL number:
MFCD09838337
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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Product Name

Cannabidiolic acid, analytical standard

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

grade

analytical standard

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

Quality Level

100

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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.

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1260
BCCL7480
BCCH7605
BCCG0971
BCCF3880

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D Bolognini et al.
British journal of pharmacology, 168(6), 1456-1470 (2012-11-06)
To evaluate the ability of cannabidiolic acid (CBDA) to reduce nausea and vomiting and enhance 5-HT(1A) receptor activation in animal models. We investigated the effect of CBDA on (i) lithium chloride (LiCl)-induced conditioned gaping to a flavour (nausea-induced behaviour) or
Shuso Takeda et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(9), 1917-1921 (2008-06-17)
In the present study it was revealed that cannabidiolic acid (CBDA) selectively inhibited cyclooxygenase (COX)-2 activity with an IC(50) value (50% inhibition concentration) around 2 microM, having 9-fold higher selectivity than COX-1 inhibition. In contrast, Delta(9)-tetrahydrocannabinolic acid (Delta(9)-THCA) was a
Commercial cannabis consumer products part 2: HPLC-DAD quantitative analysis of cannabis cannabinoids
Ciolino aL, et al.
Forensic Science International, 289(6), 438-447 (2018)
Elizabeth M Mudge et al.
Analytical and bioanalytical chemistry, 409(12), 3153-3163 (2017-02-25)
There is an explosion in the number of labs analyzing cannabinoids in marijuana (Cannabis sativa L., Cannabaceae) but existing methods are inefficient, require expert analysts, and use large volumes of potentially environmentally damaging solvents. The objective of this work was
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
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