(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecane-14,17-dione

• ChemBase ID: 176010
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)(C(=O)CC2)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-14,17,20H,3-10H2,1-2H3/t11-,12-,13+,14+,17-,18+,19+/m1/s1
• InChIKey: IUNYGQONJQTULL-UKZLPJRTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-14,17-dione
• IUPAC Traditional name: 11-oxoetiocholanolone
• Synonyms: (3α,5β)-3-Hydroxyandrostane-11,17-dione; 11-Ketoaetiocholanolone; 3α-Hydroxy-11,17-dioxo-5β-androstane; 3α-Hydroxy-5β-androstan-11,17-dione; 5β-Androstan-3α-ol-11,17-dione; 5β-Androstane-3α-ol-11,17-dione; Ba 2684; Etiocholanol-11-one; NSC 53896; 11-Oxo Etiocholanolone

Database IDs

• CAS Number: 739-27-5
• PubChem SID: 164231920
• PubChem CID: 101850

CALCULATED PROPERTIES

• Acid pKa: 18.08609
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.844034
• LogD (pH = 7.4): 2.844034
• Log P: 2.844034
• Molar Refractivity: 84.4762 cm^3
• Polarizability: 33.575413 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O856650

A metabolite of Etiocholanolone.

REFERENCES

• Eriksson, H., et al.: Eur. J. Biochem., 15, 132 (1970)
• Cook, D., et al.: Endocrinology, 93, 1019 (1970)