(1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 128658
• Molecular Formular: C18H25ClO2
• Molecular Mass: 308.8429
• Monoisotopic Mass: 308.15430772
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC1=C(C(=O)CC[C@H]31)Cl
• Canonical SMILES: O=C1CC[C@H]2C(=C1Cl)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H25ClO2/c1-18-9-8-11-10-4-6-15(20)17(19)13(10)3-2-12(11)14(18)5-7-16(18)21/h10-12,14,16,21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1
• InChIKey: OZDDFAQVVGFDJP-YGRHGMIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: norclostebol
• Synonyms: 4-Chloro-17β-hydroxyestr-4-en-3-one; Norclostebol; (17β)-4-Chloro-17-hydroxyestr-4-en-3-one; 4-Chloro-19-nortestosterone; 4-Chloronortestosterone; Anabol-4-19; Lentabol

Database IDs

• CAS Number: 13583-21-6
• PubChem SID: 162222965
• PubChem CID: 166576
• Wikipedia Title: Norclostebol

CALCULATED PROPERTIES

• Acid pKa: 19.377705
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4543283
• LogD (pH = 7.4): 3.4543285
• Log P: 3.4543285
• Molar Refractivity: 84.746 cm^3
• Polarizability: 33.257553 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N661480

A 4-substituted Testosterone (T155000) analog. An anabolic steroid.

REFERENCES

• Maravelias, C., et al.: Toxicol. Lett., 158, 167 (2005)
• Pozo, O., et al.: Anal. Bioanal. Chem., 389, 1209 (2005)
• Kicman, A., et al.: Br. J. Pharmacol., 154, 502 (2005)