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T4764

Supelco

Δ9-Tetrahydrocannabinol solution

1.0 mg/mL in methanol, analytical standard, for drug analysis

Synonym(s):

Δ1-Tetrahydrocannabinol

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About This Item

Empirical Formula (Hill Notation):
C21H30O2
CAS Number:
1972-08-3
Molecular Weight:
314.46
EC Number:
200-659-6
MDL number:
MFCD00083207
UNSPSC Code:
41116107
PubChem Substance ID:
329826800
NACRES:
NA.24

grade

analytical standard, for drug analysis

Quality Level

200

drug control

Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

concentration

1.0 mg/mL in methanol

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

single component solution

storage temp.

2-8°C

SMILES string

[H][C@@]12CCC(C)=C[C@@]1([H])c3c(O)cc(CCCCC)cc3OC2(C)C

InChI

1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1

InChI key

CYQFCXCEBYINGO-IAGOWNOFSA-N

Gene Information

human ... CNR1(1268) , CNR2(1269)
mouse ... Cnr1(12801)
rat ... Cnr1(25248)

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General description

Δ9-Tetrahydrocannabinol, known as THC, is a C21 terpenophenolic compound and is the primary psychoactive cannabinoid present in cannabis and hemp.

Application

The Δ9-Tetrahydrocannabinol analytical standard can be used as follows:
  • Development and validation of a high-performance liquid chromatographic method coupled with UV detection to measure cannabidiol and ∆9-tetrahydrocannabinol in rat plasma samples following their extraction by protein precipitation and liquid-liquid extraction (LLE)
  • Estimation of cannabidiol and ∆9-tetrahydrocannabinol extracted from human plasma samples by liquid-liquid extraction using ultra-performance liquid chromatography with triple quadrupole mass spectrometry
  • Multi-residue analysis of Δ9-tetrahydrocannabinol (THC) and its two degradation products, 11-hydroxy-Δ9-tetrahydrocannabinol and 11-nor-9-carboxy-Δ9-tetrahydrocannabinol, in whole blood samples by QuEChERS extraction and gas chromatography (GC) coupled with tandem mass spectrometry (MS/MS)
  • Optimization of an ultra-high performance supercritical fluid chromatographic (UHPSFC) method, combined with a tandem mass spectrometer (MS/MS) to determine ∆9-tetrahydrocannabinol, along with three of its major metabolites and four synthetic metabolites in wastewater samples following liquid-liquid extraction
  • Development and validation of an ultra high-performance liquid chromatographic (UHPLC) method coupled to photodiode array and mass spectrometry detectors to determine 11 cannabinoids in various Cannabis Sativa samples

Other Notes

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH6733
SLCD5109
SLBZ6905
SLBV9252
SLBQ8309V

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David R Maguire et al.
The Journal of pharmacology and experimental therapeutics, 345(3), 354-362 (2013-03-29)
Cannabinoid receptor agonists enhance the antinociceptive effects of μ-opioid receptor agonists, which suggests that combinations of these drugs might enhance therapeutic effectiveness (e.g., analgesia). However, it is not clear whether combinations of these drugs also enhance abuse or dependence liability.
Suspected dronabinol withdrawal in an elderly cannabis-naive medically ill patient.
Russ S Muramatsu et al.
The American journal of psychiatry, 170(7), 804-804 (2013-07-04)
M Waldman et al.
Biochemical pharmacology, 85(11), 1626-1633 (2013-03-30)
Tetrahydrocannabinol (THC), the major psychoactive component of marijuana, is a cannabinoid agonist that exerts its effects by activating at least two specific receptors (CB1 and CB2) that belong to the seven transmembrane G-protein coupled receptor (GPCR) family. Both CB1 and
Li-Jie Cheng et al.
Organic letters, 15(4), 764-767 (2013-01-26)
The highly efficient asymmetric total syntheses of (-)-Δ(8)-tetrahydrocannabinol ((-)-Δ(8)-THC) (13 steps, 35%) and (-)-Δ(9)-tetrahydrocannabinol ((-)-Δ(9)-THC) (14 steps, 30%) have been developed by using ruthenium-catalyzed asymmetric hydrogenation of racemic α-aryl cyclic ketones via dynamic kinetic resolution and intramolecular S(N)Ar cyclization.
J M Jansma et al.
Translational psychiatry, 3, e234-e234 (2013-02-28)
Recent evidence has implicated the endocannabinoid (eCB) system in nicotine addiction. The eCB system also has an important role in reward mechanisms, and nicotine addiction has been associated with aberrant reward processing. Motivated by this evidence, we tested the hypothesis
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