(1S,2S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-4-en-14-one

• ChemBase ID: 125506
• Molecular Formular: C19H28O
• Molecular Mass: 272.42502
• Monoisotopic Mass: 272.21401552
• SMILES: C[C@]12CC[C@H]3[C@@H](CCC4CC=CC[C@]34C)[C@@H]1CCC2=O
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC=CC2
• InChI: InChI=1S/C19H28O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3-4,13-16H,5-12H2,1-2H3/t13?,14-,15-,16-,18-,19-/m0/s1
• InChIKey: ISJVDMWNISUFRJ-HQEMIIEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-4-en-14-one
• IUPAC Traditional name: 5α-androst-2-ene-17-one
• Synonyms: 17-Oxo-5α-androst-2-ene; Delta-2-androst-17-one; (+)-Androst-2-en-17-one; 5α-Androst-2-ene-17-one

Database IDs

• CAS Number: 963-75-7
• PubChem SID: 162219856
• PubChem CID: 239425; 11065599
• Chemspider ID: 92089
• Wikipedia Title: 5α-Androst-2-ene-17-one

CALCULATED PROPERTIES

• Acid pKa: 19.961718
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.7920814
• LogD (pH = 7.4): 4.7920814
• Log P: 4.7920814
• Molar Refractivity: 83.256 cm^3
• Polarizability: 32.6592 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 106-107 °C

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Urine
• Metabolism: Liver
• Pregnancy Category: X