4-{[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 6226
• Molecular Formular: C23H32O5
• Molecular Mass: 388.49718
• Monoisotopic Mass: 388.22497412
• SMILES: C1CC(=O)C=C2CC[C@@H]3[C@@H]([C@@]12C)CC[C@]1([C@H]3CC[C@@H]1OC(=O)CCC(=O)O)C
• Canonical SMILES: OC(=O)CCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H32O5/c1-22-11-9-15(24)13-14(22)3-4-16-17-5-6-19(23(17,2)12-10-18(16)22)28-21(27)8-7-20(25)26/h13,16-19H,3-12H2,1-2H3,(H,25,26)/t16-,17-,18-,19-,22-,23-/m0/s1
• InChIKey: CJQNBXFUHQZFOE-VYAQIDIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid
• Synonyms: TESTOSTERONE HEMISUCCINATE

Database IDs

• PubChem SID: 160969651; 99445090
• PubChem CID: 119202

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.310468
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.41666
• LogD (pH = 7.4): 0.6760644
• Log P: 3.6314116
• Molar Refractivity: 104.4746 cm^3
• Polarizability: 41.30626 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.41
• LOG S: -4.66
• Solubility (Water): 8.44e-03 g/l

DETAILS

DrugBank - DB08619

Drug information: experimental