(1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-4-en-14-one

• ChemBase ID: 160578
• Molecular Formular: C19H28O
• Molecular Mass: 272.42502
• Monoisotopic Mass: 272.21401552
• SMILES: C1=CC[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=CC2
• InChI: InChI=1S/C19H28O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3-4,13-16H,5-12H2,1-2H3/t13-,14+,15+,16+,18+,19+/m1/s1
• InChIKey: ISJVDMWNISUFRJ-HKQXQEGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-4-en-14-one
• IUPAC Traditional name: (1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-4-en-14-one
• Synonyms: 17-Oxo-5α-androst-2-ene; NSC 44506; NSC 80614; (5α)-Androst-2-en-17-one

Database IDs

• CAS Number: 963-75-7
• PubChem SID: 162254713
• PubChem CID: 101928

CALCULATED PROPERTIES

• Acid pKa: 19.961718
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.7920814
• LogD (pH = 7.4): 4.7920814
• Log P: 4.7920814
• Molar Refractivity: 83.256 cm^3
• Polarizability: 32.6592 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 94-97°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A637570

Metabolite of 5α-Androst-16-en-3β-ol

REFERENCES

• Gower, D., et al.: J. Steroid Biochem. Mol. Biol., 63, 81 (1997)
• Zorko, M., et al.: Steroids, 65, 46 (1997)
• Diel, P., et al.: Toxicol. Lett., 169, 64 (1997)