1. Metabolic Enzyme/Protease
  2. Drug Metabolite
  3. 9α,10α-Epoxyhexahydrocannabinol

9α,10α-Epoxyhexahydrocannabinol is an active metabolite of delta 9-tetrahydrocannabinol. 9α,10α-Epoxyhexahydrocannabinol has anti-convulsant activity. 9α,10α-Epoxyhexahydrocannabinol reduces body temperature, prolongs pentobarbital-induced sleep, and exerts anticonvulsant activity against pentylenetetrazol-induced seizures in mice.

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9α,10α-Epoxyhexahydrocannabinol

9α,10α-Epoxyhexahydrocannabinol Chemical Structure

CAS No. : 56687-60-6

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Description

9α,10α-Epoxyhexahydrocannabinol is an active metabolite of delta 9-tetrahydrocannabinol. 9α,10α-Epoxyhexahydrocannabinol has anti-convulsant activity. 9α,10α-Epoxyhexahydrocannabinol reduces body temperature, prolongs pentobarbital-induced sleep, and exerts anticonvulsant activity against pentylenetetrazol-induced seizures in mice[1].

In Vivo

9α,10α-Epoxyhexahydrocannabinol (1-10 mg/kg; i.v.) exhibits pharmacological activity in mice, with 4-fold greater potency than Δ9-THC in cataleptogenic effect, approximate equipotency in hypothermic, pentobarbital-induced sleep prolongation, and anticonvulsant effects, and enhanced anticonvulsant protection when combined with phenobarbital[1].
9α,10α-Epoxyhexahydrocannabinol is formed as an in vitro metabolite of delta 9-tetrahydrocannabinol (Δ9-THC) by liver microsomes from phenobarbital-pretreated male ddN mice[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: ddN (male, 23-25 g body weight)[1]
Dosage: 1, 3, 5, 10 mg/kg
Administration: i.v.
Result: Determined ED50 of 0.60 mg/kg for cataleptogenic effect. Significantly lowered body temperature at 1, 3, and 5 mg/kg. Prolonged pentobarbital-induced sleep to 61 min (1 mg/kg) and 113 min (5 mg/kg).
Protected all mice against Pentylenetetrazol (PTZ)-induced lethal tonic extension at 10 mg/kg; significantly prolonged clonic seizure latency to 258 s and tonic seizure latency to 610 s.
Provided 75.0% protection against PTZ-induced tonic convulsion when combined with phenobarbital at 10 mg/kg, a significant increase compared to control.
Molecular Weight

330.46

Formula

C21H30O3

CAS No.
SMILES

OC1=C2[C@]3([C@@]([H])(CC[C@]4([C@@H]3O4)C)C(C)(OC2=CC(CCCCC)=C1)C)[H]

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Please store the product under the recommended conditions in the Certificate of Analysis.

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Product Name:
9α,10α-Epoxyhexahydrocannabinol
Cat. No.:
HY-W744266
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