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

• ChemBase ID: 173964
• Molecular Formular: C19H28O2
• Molecular Mass: 288.42442
• Monoisotopic Mass: 288.20893014
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)CC
• Canonical SMILES: CC[C@@]12CC[C@H]3[C@H]([C@@H]2CC[C@@H]1O)CCC1=CC(=O)CC[C@H]31
• InChI: InChI=1S/C19H28O2/c1-2-19-10-9-15-14-6-4-13(20)11-12(14)3-5-16(15)17(19)7-8-18(19)21/h11,14-18,21H,2-10H2,1H3/t14-,15+,16+,17-,18-,19-/m0/s1
• InChIKey: FBYZQDCRLYHHHP-ZOFHRBRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-15-ethyl-14-hydroxytetracyclo[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)-15-ethyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (17β)-13-Ethyl-17-hydroxygon-4-en-3-one; 13-Ethyl-17β-hydroxygon-4-en-3-one; 17β-Hydroxy-13-ethylgon-4-en-3-one; 18-Methyl-19-nortestosterone; RU 3366; 18-Methyl Nandrolone

Database IDs

• CAS Number: 793-55-5
• PubChem SID: 164229874
• PubChem CID: 10039774

CALCULATED PROPERTIES

• Acid pKa: 19.278767
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5099447
• LogD (pH = 7.4): 3.509945
• Log P: 3.509945
• Molar Refractivity: 84.5557 cm^3
• Polarizability: 33.260063 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M320700

Nandrolone (N315000) derivative.

REFERENCES

• Poujol, N., et al.: J. Biol. Chem., 275, 24022 (2000)
• Roy, P., et al.: Steroid Biochem. Mol. Biol., 101, 68 (2000)
• Yin, D., et al.: J. Pharmacol. Exp. Ther., 304, 1323 (2000)