2-(4-{[(1S,2R,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-hydroxybutanoic acid

• ChemBase ID: 209334
• Molecular Formular: C27H39NO7
• Molecular Mass: 489.60106
• Monoisotopic Mass: 489.27265259
• SMILES: [C@@]12(C(=CC(=O)CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CCC1OC(=O)CCC(=O)NC(C(=O)O)C(O)C)C)C
• Canonical SMILES: O=C(NC(C(=O)O)C(O)C)CCC(=O)OC1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C27H39NO7/c1-15(29)24(25(33)34)28-22(31)8-9-23(32)35-21-7-6-19-18-5-4-16-14-17(30)10-12-26(16,2)20(18)11-13-27(19,21)3/h14-15,18-21,24,29H,4-13H2,1-3H3,(H,28,31)(H,33,34)/t15?,18-,19-,20-,21?,24?,26-,27-/m0/s1
• InChIKey: PFYUSWKCIDXZRV-NALTWYDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{[(1S,2R,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-hydroxybutanoic acid
• IUPAC Traditional name: 2-(4-{[(1S,2R,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164265244
• PubChem CID: 16402723

CALCULATED PROPERTIES

• Acid pKa: 3.373546
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.35170293
• LogD (pH = 7.4): -0.9448963
• Log P: 2.4645574
• Molar Refractivity: 127.7345 cm^3
• Polarizability: 50.552254 Å^3
• Polar Surface Area: 130.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds