(1S,10R,11S,14S,15S)-6,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase ID: 1295
• Molecular Formular: C18H26O3
• Molecular Mass: 290.39724
• Monoisotopic Mass: 290.18819469
• SMILES: O[C@@H]1[C@@]2([C@H]([C@H]3[C@H](CC2)C2C(=C(O)C(=O)CC2)CC3)CC1)C
• Canonical SMILES: O=C1CCC2C(=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-FHUHANJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-6,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
• IUPAC Traditional name: oxabolone
• Synonyms: 4-Hydroxy-19-nortestosterone

Database IDs

• CAS Number: 4721-69-1
• PubChem SID: 46508722; 160964755
• PubChem CID: 107580

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: 1.95
• LOG S: -3.52
• Solubility (Water): 8.83e-02 g/l

DETAILS

DrugBank - DB01500

Drug information: illicit; experimental