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

• ChemBase ID: 128762
• Molecular Formular: C18H26O3
• Molecular Mass: 290.39724
• Monoisotopic Mass: 290.18819469
• SMILES: O=C1CC[C@H]2C(=C1O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
• Canonical SMILES: O=C1CC[C@H]2C(=C1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H26O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h10-12,14,16,20-21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1
• InChIKey: GXHBCWCMYVTJOW-YGRHGMIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Systematic name: (8R,9S,10R,13S,14S,17S)-4,17-dihydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• IUPAC Traditional name: 4-hydroxy-19-nortestosterone
• Synonyms: 4,17β-Dihydroxyestr-4-en-3-one; Oxabolone; 4-Hydroxy Nandrolone; 4-Hydroxy-19-nortestosterone; (17β)-4,17-Dihydroxyestr-4-en-3-one; 19-Norandrost-4-ene-4,17β-diol-3-one; Oxabolone

Database IDs

• CAS Number: 4721-69-1
• PubChem SID: 162223066
• PubChem CID: 20055236
• Chemspider ID: 16736429
• Wikipedia Title: Oxabolone

CALCULATED PROPERTIES

• Acid pKa: 9.297519
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5466492
• LogD (pH = 7.4): 2.541256
• Log P: 2.5467186
• Molar Refractivity: 81.9221 cm^3
• Polarizability: 32.038216 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948715

4-Hydroxy Nandrolone is a metabolite of Nandrolone (N315000).

REFERENCES

• de Cock, K., et al.: J. Pharm. Biomed. Anal., 25, 843 (2001)
• Levesque, J., et al.: Steroids, 70, 305 (2001)
• Lootens, L., et al.: Drug Metab. Dispos., 37, 2367 (2001)