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

• ChemBase ID: 210630
• Molecular Formular: C28H39NO8
• Molecular Mass: 517.61116
• Monoisotopic Mass: 517.26756721
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NC(C(=O)O)C)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)O)C
• Canonical SMILES: O=C(NC(C(=O)O)C)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C28H39NO8/c1-16(25(34)35)29-23(32)6-7-24(33)37-15-22(31)28(36)13-10-21-19-5-4-17-14-18(30)8-11-26(17,2)20(19)9-12-27(21,28)3/h14,16,19-21,36H,4-13,15H2,1-3H3,(H,29,32)(H,34,35)/t16?,19-,20+,21+,26+,27+,28+/m1/s1
• InChIKey: HVVPPUPTQIHEMV-YPADVZMRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164266540
• PubChem CID: 16403406

CALCULATED PROPERTIES

• Acid pKa: 3.58687
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.40537685
• LogD (pH = 7.4): -1.0341789
• Log P: 2.3134005
• Molar Refractivity: 133.1497 cm^3
• Polarizability: 52.50194 Å^3
• Polar Surface Area: 147.07 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds