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

• ChemBase ID: 175984
• 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-/m0/s1
• InChIKey: IUNYGQONJQTULL-UFTZPVOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7S,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-ketoandrosterone
• Synonyms: (3α,5α)-3-Hydroxyandrostane-11,17-dione; 11-Oxoandrosterone; 3α-Hydroxy-5α-androstan-11,17-dione; 5α-Androstan-3α-ol-11,17-dione; 5α-Androstane-3α-ol-11,17-dione; Ba 2683; NSC 56412; 11-Oxo Androsterone

Database IDs

• CAS Number: 1231-82-9
• PubChem SID: 164231894
• PubChem CID: 102029

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

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 143-146°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O847110

A metabolite of Androsterone (A637535).

REFERENCES

• Goldzieher, J., et al.: J. Clin. Endocrinol. Metab., 29, 171 (1969)
• Parr, M., et al.: Steroids, 72, 545 (1969)
• Lippi, G., et al.: Clin. Biochem., 42, 904 (1969)