(2S)-3-carbamoyl-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)propanoic acid

• ChemBase ID: 215617
• Molecular Formular: C23H34N2O10
• Molecular Mass: 498.52346
• Monoisotopic Mass: 498.2213453
• 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)N)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=O)N)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/C23H34N2O10/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)7-6-17(27)25-15(19(29)30)10-16(24)26/h11-15,20-21H,4-10H2,1-3H3,(H2,24,26)(H,25,27)(H,29,30)/t11-,12-,13+,14+,15+,20-,21-,22+,23?/m1/s1
• InChIKey: ZRIHHCCGRCSDSV-UBBVMBGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-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)propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-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)propanoic acid

Database IDs

• PubChem SID: 164271527
• PubChem CID: 44713161

CALCULATED PROPERTIES

• Acid pKa: 3.2806263
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.0822495
• LogD (pH = 7.4): -2.3111534
• Log P: 1.1189802
• Molar Refractivity: 115.1091 cm^3
• Polarizability: 46.952644 Å^3
• Polar Surface Area: 172.71 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds