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

• ChemBase ID: 160642
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C1C(=O)C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)(C(=O)CC2)C)C
• Canonical SMILES: O=C1CC[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/C19H26O3/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/h11,13-14,17H,3-10H2,1-2H3/t11-,13-,14-,17+,18-,19-/m0/s1
• InChIKey: VRHVOUYZPKSINF-XNTXBEAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14,17-trione
• IUPAC Traditional name: 5α-androstane-3,11,17-trione
• Synonyms: 5α-Androstane-3,11,17-trione; (5α)-Androstane-3,11,17-trione

Database IDs

• CAS Number: 1482-70-8
• PubChem SID: 162254777
• PubChem CID: 11185733

CALCULATED PROPERTIES

• Acid pKa: 18.08313
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.051535
• LogD (pH = 7.4): 3.051535
• Log P: 3.051535
• Molar Refractivity: 83.4481 cm^3
• Polarizability: 33.030243 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A637650

A Cortisol metabolite.

REFERENCES

• Grillitsch, B. et al.: Environ. Toxicol. Chem. 29, 1613 (2010)