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

• ChemBase ID: 1317
• Molecular Formular: C19H32O2
• Molecular Mass: 292.45618
• Monoisotopic Mass: 292.24023026
• SMILES: O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(CC3)C[C@H](O)CC4)C)CC2)CC1)C
• Canonical SMILES: O[C@@H]1CC[C@]2(C(C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12?,13-,14+,15+,16+,17+,18+,19+/m1/s1
• InChIKey: CBMYJHIOYJEBSB-JBDJBKRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol
• IUPAC Traditional name: androstane-3α,17β-diol
• Synonyms: 3Alpha,17beta-dihydroxy-5alpha-androstane

Database IDs

• CAS Number: 1852-53-5
• PubChem SID: 46505144; 160964777
• PubChem CID: 11957457

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.2037566
• LogD (pH = 7.4): 3.2037568
• Log P: 3.2037568
• Molar Refractivity: 84.6312 cm^3
• Polarizability: 34.047752 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.56
• LOG S: -4.18
• Solubility (Water): 1.93e-02 g/l

DETAILS

DrugBank - DB01530

Drug information: illicit; experimental