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Key Documents

T2386

Sigma-Aldrich

Δ9-Tetrahydrocannabinol solution

ethanol solution

Synonym(s):

Δ1-Tetrahydrocannabinol

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About This Item

Empirical Formula (Hill Notation):
C21H30O2
CAS Number:
Molecular Weight:
314.46
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

ethanol solution

Quality Level

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)

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

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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.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

57.2 °F

Flash Point(C)

14 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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