(1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,12-dien-14-one

• ChemBase ID: 170081
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3C=CC1=O)C)O
• Canonical SMILES: 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/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,5-6,13-16,20H,4,7-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
• InChIKey: XGAZYVFYLADCPH-USOAJAOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,12-dien-14-one
• IUPAC Traditional name: (1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,12-dien-14-one
• Synonyms: 3β-Hydroxy-androsta-5,15-dien-17-one; 3β-Hydroxyandrosta-5,15-dien-17-one

Database IDs

• CAS Number: 17921-63-0
• PubChem SID: 164225991
• PubChem CID: 11055279

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3595285
• LogD (pH = 7.4): 3.3595285
• Log P: 3.3595285
• Molar Refractivity: 85.7522 cm^3
• Polarizability: 33.02064 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - H750020

Used in the preparation of Drospirenone.