(6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromene

• ChemBase ID: 127944
• Molecular Formular: C22H32O
• Molecular Mass: 312.48888
• Monoisotopic Mass: 312.24531564
• SMILES: O1c2cc(ccc2[C@@H]2CC(=CC[C@H]2C1(C)C)C)C(C)(C)CCC
• Canonical SMILES: CCCC(c1ccc2c(c1)OC([C@H]1[C@H]2CC(=CC1)C)(C)C)(C)C
• InChI: InChI=1S/C22H32O/c1-7-12-21(3,4)16-9-10-17-18-13-15(2)8-11-19(18)22(5,6)23-20(17)14-16/h8-10,14,18-19H,7,11-13H2,1-6H3/t18-,19+/m0/s1
• InChIKey: YSBFLLZNALVODA-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromene
• IUPAC Traditional name: (6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6aH,7H,10H,10aH-benzo[c]isochromene
• Synonyms: JWH-133; 3-(1,1-Dimethylbutyl)-1-deoxy-Δ8-THC; 3-(1,1-Dimethylbutyl)-1-deoxy-Δ8-tetrahydrocannabinol; JWH-133

Database IDs

• CAS Number: 259869-55-1
• MDL Number: MFCD06795847
• PubChem SID: 162222260; 24896193
• PubChem CID: 6918505
• CHEMBL: 371214
• Chemspider ID: 5293702
• IUPHAR ligand ID: 747
• Wikipedia Title: JWH-133

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.39022
• LogD (pH = 7.4): 6.39022
• Log P: 6.39022
• Molar Refractivity: 99.1753 cm^3
• Polarizability: 38.6763 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: <0.16 mg/mL; ethanol: soluble11 mg/mL; H2O: <0.28 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule I; Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CNR2(1269)mouse ... Cnr1(12801), Cnr2(12802)

Product Information

• Empirical Formula (Hill Notation): C22H32O

DETAILS

Sigma Aldrich - J2753

Biochem/physiol Actions
Selective CB2 cannabinoid receptor agonist.