3-hydroxy-2-(4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)propanoic acid

• ChemBase ID: 209481
• Molecular Formular: C28H37NO10
• Molecular Mass: 547.59408
• Monoisotopic Mass: 547.24174639
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NC(C(=O)O)CO)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)C(=O)C2)O)C
• Canonical SMILES: OCC(C(=O)O)NC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C28H37NO10/c1-26-9-7-16(31)11-15(26)3-4-17-18-8-10-28(38,27(18,2)12-20(32)24(17)26)21(33)14-39-23(35)6-5-22(34)29-19(13-30)25(36)37/h11,17-19,24,30,38H,3-10,12-14H2,1-2H3,(H,29,34)(H,36,37)/t17-,18-,19?,24+,26-,27-,28-/m0/s1
• InChIKey: PXVYDUIHMZICMT-GECPAMBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-2-(4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[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: 3-hydroxy-2-(4-{2-[(1S,2R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[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: 164265391
• PubChem CID: 16402804

CALCULATED PROPERTIES

• Acid pKa: 3.4270504
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.7184479
• LogD (pH = 7.4): -3.0526834
• Log P: 0.34323987
• Molar Refractivity: 135.3607 cm^3
• Polarizability: 53.301575 Å^3
• Polar Surface Area: 184.37 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds