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T2386

Δ9-Tetrahydrocannabinol solution

ethanol solution

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
NACRES:
NA.77
PubChem Substance ID:
24900035
UNSPSC Code:
12352200
MDL number:
MFCD00083207
Form:
ethanol solution
Quality level:
200
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form

ethanol solution

Quality Level

200

drug control

USDEA Schedule I; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet, kontrollierte Droge in Deutschland

concentration

25 mg/mL (+/- 5%)

storage temp.

−20°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)

Application

Δ9-tetrahydrocannabinol solution has been used to study its effects on schizophrenia-related behaviors in a developmental mouse model of schizophrenia.

Biochem/physiol Actions

Δ9-Tetrahydrocannabinol or Δ9-THC is a psychoactive ingredient in marijuana that is known to function as a neuroprotective antioxidant21. In vivo microdialysis studies have reported that Δ9-THC can enhance extracellular dopamine efflux in the nucleus accumbens of conscious, freely-moving rats22.
Agonist at CB1 and CB2 cannabinoid receptors. Hallucinogen; major psychoactive component of marijuana from Cannabis sativa.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Δ9-Tetrahydrocannabinol solution is essentially insoluble in water.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

57.2 °F

flash_point_c

14 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG4010
SLCC5881
SLBZ5495
SLBW2209
SLBV0260

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A J Hampson et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(14), 8268-8273 (1998-07-08)
The neuroprotective actions of cannabidiol and other cannabinoids were examined in rat cortical neuron cultures exposed to toxic levels of the excitatory neurotransmitter glutamate. Glutamate toxicity was reduced by both cannabidiol, a nonpsychoactive constituent of marijuana, and the psychotropic cannabinoid
Delta9-tetrahydrocannabinol (Delta9-THC) administration after neonatal exposure to phencyclidine potentiates schizophrenia-related behavioral phenotypes in mice.
Rodriguez G, et al.
Pharmacology, Biochemistry, and Behavior, 159, 6-11 (2017)
J P Chen et al.
Psychopharmacology, 102(2), 156-162 (1990-01-01)
This study examined the effects of acute administration of delta-9-tetrahydrocannabinol (delta 9-THC), the psychoactive ingredient in marijuana, on extracellular efflux of dopamine (DA) and its metabolites as measured by in vivo microdialysis in nucleus accumbens of conscious, freely-moving rats. delta
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