2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid

• ChemBase ID: 210351
• Molecular Formular: C28H37NO9
• Molecular Mass: 531.59468
• Monoisotopic Mass: 531.24683177
• 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)C=C3)CC1)C)[C@H](C2)O)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)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C28H37NO9/c1-15(25(35)36)29-22(33)6-7-23(34)38-14-21(32)28(37)11-9-19-18-5-4-16-12-17(30)8-10-26(16,2)24(18)20(31)13-27(19,28)3/h8,10,12,15,18-20,24,31,37H,4-7,9,11,13-14H2,1-3H3,(H,29,33)(H,35,36)/t15?,18-,19-,20-,24+,26-,27-,28-/m0/s1
• InChIKey: HAZIQSRGUCLJBT-CDBPXVLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid
• IUPAC Traditional name: 2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid

Database IDs

• PubChem SID: 164266261
• PubChem CID: 16403249

CALCULATED PROPERTIES

• Acid pKa: 3.58687
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9055644
• LogD (pH = 7.4): -2.3451202
• Log P: 1.002459
• Molar Refractivity: 135.8355 cm^3
• Polarizability: 52.918304 Å^3
• Polar Surface Area: 167.3 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds