(1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-dione

• ChemBase ID: 5026
• Molecular Formular: C19H28O2
• Molecular Mass: 288.42442
• Monoisotopic Mass: 288.20893014
• SMILES: C1CC(=O)C[C@H]2CC[C@@H]3[C@@H]([C@@]12C)CC[C@]1([C@H]3CCC1=O)C
• Canonical SMILES: O=C1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H28O2/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/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1
• InChIKey: RAJWOBJTTGJROA-QJISAEMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-dione; (1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-dione
• IUPAC Traditional name: 5β-androstane-3,17-dione; 5-β-androstane-3,17-dione
• Synonyms: 5-BETA-ANDROSTANE-3,17-DIONE; Etiocholane-3,17-dione; 5β-Androstane-3,17-dione

Database IDs

• CAS Number: 1229-12-5
• PubChem SID: 160968458; 99443846
• PubChem CID: 440114

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.776207
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9747853
• LogD (pH = 7.4): 3.9747853
• Log P: 3.9747853
• Molar Refractivity: 82.7808 cm^3
• Polarizability: 32.952457 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.4
• LOG S: -4.59
• Solubility (Water): 7.39e-03 g/l

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

DrugBank - DB07375

Drug information: experimental