(2S)-3-hydroxy-2-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy}butanamido)-3-phenylpropanoic acid

• ChemBase ID: 215222
• Molecular Formular: C28H37NO10
• Molecular Mass: 547.59408
• Monoisotopic Mass: 547.24174639
• SMILES: C123[C@@H]4O[C@H]([C@@H]([C@@H]1CC[C@H]([C@@H]3CC[C@@](O4)(OO2)C)C)C)OC(=O)CCC(=O)N[C@H](C(=O)O)C(c1ccccc1)O
• Canonical SMILES: O=C(N[C@@H](C(c1ccccc1)O)C(=O)O)CCC(=O)O[C@@H]1O[C@@H]2O[C@]3(C)CC[C@@H]4C2([C@H]([C@H]1C)CC[C@H]4C)OO3
• InChI: InChI=1S/C28H37NO10/c1-15-9-10-19-16(2)25(36-26-28(19)18(15)13-14-27(3,37-26)38-39-28)35-21(31)12-11-20(30)29-22(24(33)34)23(32)17-7-5-4-6-8-17/h4-8,15-16,18-19,22-23,25-26,32H,9-14H2,1-3H3,(H,29,30)(H,33,34)/t15-,16-,18+,19+,22+,23?,25-,26-,27+,28?/m1/s1
• InChIKey: NQQTYPVPNXLGIQ-GZBPSHHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-10-yl]oxy}butanamido)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,^1^3.0^8,^1^3]hexadecan-10-yl]oxy}butanamido)-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164271132
• PubChem CID: 44713149

CALCULATED PROPERTIES

• Acid pKa: 3.4191377
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 1.2357998
• LogD (pH = 7.4): -0.09293659
• Log P: 3.305065
• Molar Refractivity: 133.078 cm^3
• Polarizability: 53.973454 Å^3
• Polar Surface Area: 149.85 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds