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

• ChemBase ID: 3561
• Molecular Formular: C19H32O2
• Molecular Mass: 292.45618
• Monoisotopic Mass: 292.24023026
• SMILES: C1[C@@]2(C)[C@H](C[C@H](C1)O)CC[C@H]1[C@H]3[C@](CC[C@H]21)([C@@H](CC3)O)C
• Canonical SMILES: O[C@H]1CC[C@]2([C@H](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-/m0/s1
• InChIKey: CBMYJHIOYJEBSB-MFXFBURESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160966999; 46505400
• PubChem CID: 446934

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 - DB03926

• Drug Groups: experimental
• Description: The unspecified form of the steroid, normally a major metabolite of TESTOSTERONE with androgenic activity. It has been implicated as a regulator of gonadotropin secretion. [PubChem]