(1S,2R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-3-ene-5,14-dione

• ChemBase ID: 125149
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: O=C1C=C[C@]2([C@@H](CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@H]23)C1)C
• Canonical SMILES: O=C1C=C[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)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/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1
• InChIKey: WJIQCDPCDVWDDE-WZNAKSSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-dione
• IUPAC Systematic name: (5α)-Androst-1-ene-3,17-dione
• IUPAC Traditional name: (1S,2R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-dione
• Synonyms: 1-Androstenedione; 1,(5α)-Androsten-3,17-dione

Database IDs

• CAS Number: 571-40-4
• PubChem SID: 162219499
• PubChem CID: 11196935
• Chemspider ID: 9372004
• Wikipedia Title: 1-Androstenedione

CALCULATED PROPERTIES

• Acid pKa: 19.961578
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9726088
• LogD (pH = 7.4): 3.9726088
• Log P: 3.9726088
• Molar Refractivity: 83.8741 cm^3
• Polarizability: 32.712193 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true