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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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Product Name

Δ9-Tetrahydrocannabinolic acid A, analytical standard

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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Garry Milman et al.
Journal of chromatography. A, 1217(9), 1513-1521 (2010-01-20)
Development and validation of a method for simultaneous identification and quantification of Delta9-tetrahydrocannabinol (THC), cannabidiol (CBD), cannabinol (CBN), and metabolites 11-hydroxy-THC (11-OH-THC) and 11-nor-9-carboxy-THC (THCCOOH) in oral fluid. Simultaneous analysis was problematic due to different physicochemical characteristics and concentration ranges.
Lambert K Sørensen et al.
Journal of analytical toxicology, 41(5), 382-391 (2017-04-19)
Direct analysis of Δ9-tetrahydrocannabinol (THC) and other cannabinoids in crude acetonitrile extracts of whole blood by liquid chromatography-tandem mass spectrometry using pneumatically assisted electrospray ionization (LC-ESI-MS-MS) was subjected to pronounced ion suppression from co-eluting phospholipids (PLs). The interferences were mainly
Marilyn A Huestis et al.
Clinical chemistry, 51(12), 2289-2295 (2005-10-15)
Knowing the time cannabis was last used is important for determining impairment in accident investigations and clinical evaluations. Two models for predicting time of last cannabis use from single plasma cannabinoid concentrations-model I, using Delta(9)-tetrahydrocannabinol (THC), and model II, using
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)
Chandrasekaran Raman et al.
Amyotrophic lateral sclerosis and other motor neuron disorders : official publication of the World Federation of Neurology, Research Group on Motor Neuron Diseases, 5(1), 33-39 (2004-06-19)
Effective treatment for amyotrophic lateral sclerosis (ALS) remains elusive. Two of the primary hypotheses underlying motor neuron vulnerability are susceptibility to excitotoxicity and oxidative damage. There is rapidly emerging evidence that the cannabinoid receptor system has the potential to reduce

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