(1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-7,12-dien-5-yl acetate

• ChemBase ID: 159315
• Molecular Formular: C21H28O3
• Molecular Mass: 328.44522
• Monoisotopic Mass: 328.20384476
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3C=CC1=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C=CC2=O)C)C1)C
• InChI: InChI=1S/C21H28O3/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/h4,6-7,15-18H,5,8-12H2,1-3H3/t15-,16+,17+,18+,20+,21+/m1/s1
• InChIKey: GQJWVZYRXPVQLI-KPKYYQPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,12-dien-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,12-dien-5-yl acetate
• Synonyms: 3β-Acetoxy-5,15-androstadien-17-one; 3β-Hydroxy-androsta-5,15-dien-17-one Acetate; 3β-O-Acetyl-androsta-5,15-dien-17-one

Database IDs

• CAS Number: 17921-64-1
• PubChem SID: 162253450
• PubChem CID: 71312918

CALCULATED PROPERTIES

• Acid pKa: 18.517694
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.800654
• LogD (pH = 7.4): 3.800654
• Log P: 3.800654
• Molar Refractivity: 94.9037 cm^3
• Polarizability: 36.84499 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A178995

Used in the preparation of Drospirenone.