[(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-9-yl]methyl acetate

• ChemBase ID: 159053
• Molecular Formular: C23H32O4
• Molecular Mass: 372.49778
• Monoisotopic Mass: 372.2300595
• SMILES: C1(=C[C@@H]2[C@@H](CC1)C(Oc1c2c(cc(c1)CCCCC)O)(C)C)COC(=O)C
• Canonical SMILES: CCCCCc1cc(O)c2c(c1)OC([C@H]1[C@H]2C=C(COC(=O)C)CC1)(C)C
• InChI: InChI=1S/C23H32O4/c1-5-6-7-8-16-12-20(25)22-18-11-17(14-26-15(2)24)9-10-19(18)23(3,4)27-21(22)13-16/h11-13,18-19,25H,5-10,14H2,1-4H3/t18-,19-/m1/s1
• InChIKey: ILHSUWMZKIAMCQ-RTBURBONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-9-yl]methyl acetate
• IUPAC Traditional name: [(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromen-9-yl]methyl acetate
• Synonyms: (6aR-trans)-6a,7,10,10a-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-methanol α-Acetate; 11-Acetoxy-Δ9-tetrahydro Cannabinol; (6aR-trans)-6a,7,8,10a-Tetrahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-methanol α-Acetate; 11-Acetoxy-Δ9-tetrahydrocannabinol

Database IDs

• CAS Number: 26108-47-4
• PubChem SID: 162253188
• PubChem CID: 14263538

CALCULATED PROPERTIES

• Acid pKa: 9.342415
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.1044493
• LogD (pH = 7.4): 5.0996118
• Log P: 5.1045113
• Molar Refractivity: 107.6597 cm^3
• Polarizability: 41.899002 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - A187480

Δ9-tetrahydrocannabinol (T293200) derivative.

Toronto Research Chemicals - A167800

Protected metabolite of Δ9-Tetrahydrocannabinol (Δ9-THC) (T293200).