[(4R)-1-hydroxy-4-(prop-1-en-2-yl)cyclohex-2-en-1-yl]methyl acetate

• ChemBase ID: 170841
• Molecular Formular: C12H18O3
• Molecular Mass: 210.26952
• Monoisotopic Mass: 210.12559444
• SMILES: C1(CC[C@H](C=C1)C(=C)C)(COC(=O)C)O
• Canonical SMILES: CC(=O)OCC1(O)CC[C@H](C=C1)C(=C)C
• InChI: InChI=1S/C12H18O3/c1-9(2)11-4-6-12(14,7-5-11)8-15-10(3)13/h4,6,11,14H,1,5,7-8H2,2-3H3/t11-,12?/m0/s1
• InChIKey: VFVJYMAACGYTMS-PXYINDEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4R)-1-hydroxy-4-(prop-1-en-2-yl)cyclohex-2-en-1-yl]methyl acetate
• IUPAC Traditional name: [(4R)-1-hydroxy-4-(prop-1-en-2-yl)cyclohex-2-en-1-yl]methyl acetate
• Synonyms: (4R)-1-Acetyl-1-hydroxy-4-(1-methylethenyl)-2-cyclohexene-1-methanol; (4R)-1-Hydroxy-4-(1-methylethenyl)-2-cyclohexene-1-methanol 1-Acetate (Mixture of Diastereomers)

Database IDs

• CAS Number: 936001-98-8
• PubChem SID: 164226751
• PubChem CID: 14263535

CALCULATED PROPERTIES

• Acid pKa: 13.617924
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4204324
• LogD (pH = 7.4): 1.4204322
• Log P: 1.4204324
• Molar Refractivity: 59.0472 cm^3
• Polarizability: 23.005867 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - H947835

Intermediate in the preparation of THC derivatives.

REFERENCES

• Shimizu, N., et al.: J. Pest. Sci., 31, 311 (2006)