(2S)-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)butanedioic acid

• ChemBase ID: 215475
• Molecular Formular: C23H33NO11
• Molecular Mass: 499.50822
• Monoisotopic Mass: 499.20536088
• 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](CC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=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/C23H33NO11/c1-11-4-5-14-12(2)20(32-21-23(14)13(11)8-9-22(3,33-21)34-35-23)31-18(28)7-6-16(25)24-15(19(29)30)10-17(26)27/h11-15,20-21H,4-10H2,1-3H3,(H,24,25)(H,26,27)(H,29,30)/t11-,12-,13+,14+,15+,20-,21-,22+,23?/m1/s1
• InChIKey: QKRDRBZKADKVFA-UBBVMBGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-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)butanedioic acid
• IUPAC Traditional name: (2S)-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)butanedioic acid

Database IDs

• PubChem SID: 164271385
• PubChem CID: 44713154

CALCULATED PROPERTIES

• Acid pKa: 3.1457925
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -0.97707367
• LogD (pH = 7.4): -3.8499186
• Log P: 1.9259228
• Molar Refractivity: 113.2869 cm^3
• Polarizability: 46.309536 Å^3
• Polar Surface Area: 166.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds