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

• ChemBase ID: 173470
• Molecular Formular: C20H29ClO2
• Molecular Mass: 336.89606
• Monoisotopic Mass: 336.18560785
• SMILES: C1C(=O)C(=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C)C)C)Cl
• Canonical SMILES: O=C1CC[C@]2(C(=C1Cl)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H29ClO2/c1-18-9-8-16(22)17(21)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h12-14,23H,4-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1
• InChIKey: SOMOGWLYTLQJGT-XMUHMHRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 4-Chloro-17β-hydroxy-17-methyl-androst-4-en-3-one; 4-Chloro-17α-methyl-17β-hydroxy-4-androsten-3-one; 4-Chloro-17α-methyltestosterone; Methylclostebol; NSC 18307; Methylclostebol

Database IDs

• CAS Number: 5785-58-0
• PubChem SID: 164229380
• PubChem CID: 227107

CALCULATED PROPERTIES

• Acid pKa: 19.309576
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.034952
• LogD (pH = 7.4): 4.034952
• Log P: 4.034952
• Molar Refractivity: 93.8593 cm^3
• Polarizability: 36.9359 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 134-136°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M294560

An androgen-anabolic steroid.

REFERENCES

• Schubert, K. et al.: Endokrinologie 59, 99 (1972)