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Merck

39961

Cannabidiolic acid

analytical standard

Synonyme(s) :

CBDA

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A propos de cet article

Formule empirique (notation de Hill) :
C22H30O4
Numéro CAS:
Poids moléculaire :
358.47
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24
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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

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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

Classe de stockage

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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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
Bryan Duffy et al.
Toxics, 8(1) (2020-01-30)
Beginning in June of 2019, there was a marked increase in reported cases of serious pulmonary injury associated with vaping. The condition, referred to as e-cigarette or vaping product use-associated lung injury (EVALI), does not appear to involve an infectious

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