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Merck
CN

39382

Δ9-Tetrahydrocannabinolic acid A

analytical standard

Synonym(s):

THCA-A

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About This Item

Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
Molecular Weight:
358.47
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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InChI

1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/t15-,16-/m1/s1

SMILES string

CCCCCc1cc2OC(C)(C)C3CCC(C)=CC3c2c(O)c1C(O)=O

InChI key

UCONUSSAWGCZMV-HZPDHXFCSA-N

grade

analytical standard

assay

≥97% (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

corresponds for H-NMR

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

Quality Level

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

监管及禁止进口产品
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Virginia Brighenti et al.
Journal of pharmaceutical and biomedical analysis, 192, 113633-113633 (2020-10-12)
Cannabidiol (CBD) is a bioactive terpenophenolic compound isolated from Cannabis sativa L. It is known to possess several properties of pharmaceutical interest, such as antioxidant, anti-inflammatory, anti-microbial, neuroprotective and anti-convulsant, being it active as a multi-target compound. From a therapeutic
Maria João Baptista et al.
Forensic science international, 128(1-2), 66-78 (2002-09-05)
A sensitive analytical method was developed for quantitative analysis of delta(9)-tetrahydrocannabinol (delta(9)-THC), 11-nor-delta(9)-tetrahydrocannabinol-carboxylic acid (delta(9)-THC-COOH), cannabinol (CBN) and cannabidiol (CBD) in human hair. The identification of delta(9)-THC-COOH in hair would document Cannabis use more effectively than the detection of parent
David M Schwope et al.
Clinical chemistry, 56(6), 1007-1014 (2010-04-03)
Oral fluid (OF) is gaining prominence as an alternative matrix for monitoring drugs of abuse in the workplace, criminal justice, and driving under the influence of drugs programs. It is important to characterize assay performance and limitations of screening techniques
Rudolf Moldzio et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 819-824 (2012-05-11)
Cannabinoids derived from Cannabis sativa demonstrate neuroprotective properties in various cellular and animal models. Mitochondrial impairment and consecutive oxidative stress appear to be major molecular mechanisms of neurodegeneration. Therefore we studied some major cannabinoids, i.e. delta-9-tetrahydrocannabinolic acid (THCA), delta-9-tetrahydrocannabinol (THC)
Helena Teixeira et al.
Forensic science international, 170(2-3), 148-155 (2007-07-07)
A fully validated, sensitive and specific method for the extraction and quantification of Delta(9)-tetrahydrocannabinol (THC) and 11-nor-9-carboxy-Delta(9)-THC (THC-COOH) and for the detection of 11-hydroxy-Delta(9)-THC (11-OH THC) in oral fluid, urine and whole blood is presented. Solid-phase extraction and liquid chromatography-mass

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