(1S,2R,5R,10R,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,11-dien-5-yl acetate

• ChemBase ID: 159062
• Molecular Formular: C21H30O3
• Molecular Mass: 330.4611
• Monoisotopic Mass: 330.21949482
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1(C3=CC[C@@H]1O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2(C3=CC[C@@H]2O)C)C1)C
• InChI: InChI=1S/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,6,15-16,18-19,23H,5,7-12H2,1-3H3/t15-,16+,18+,19+,20+,21+/m1/s1
• InChIKey: BMVMDJLEAWSOBJ-AMQGKWNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10R,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,11-dien-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,10R,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,11-dien-5-yl acetate
• Synonyms: (3β,17β)-Androsta-5,14-diene-3,17-diol 3-Acetate; 3-O-Acetyl 5,14-Androstadiene-3β,17β-diol

Database IDs

• CAS Number: 61252-30-0
• PubChem SID: 162253197
• PubChem CID: 71312780

CALCULATED PROPERTIES

• Acid pKa: 19.135464
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.833723
• LogD (pH = 7.4): 2.8337233
• Log P: 2.8337233
• Molar Refractivity: 95.4827 cm^3
• Polarizability: 37.39201 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A167990

Intermediate in the preparation of Testosterone metabolties.

REFERENCES

• Hosoda, H., et al.: Chem. Pharm. Bull., 24, 1860 (1976)