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)propanoic acid

• ChemBase ID: 209817
• Molecular Formular: C22H33NO10
• Molecular Mass: 471.49812
• Monoisotopic Mass: 471.21044626
• 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)NC(C(=O)O)CO
• Canonical SMILES: OCC(C(=O)O)NC(=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/C22H33NO10/c1-11-4-5-14-12(2)19(29-17(26)7-6-16(25)23-15(10-24)18(27)28)30-20-22(14)13(11)8-9-21(3,31-20)32-33-22/h11-15,19-20,24H,4-10H2,1-3H3,(H,23,25)(H,27,28)/t11-,12-,13+,14+,15?,19-,20-,21+,22?/m1/s1
• InChIKey: FUBBKKUQLPZKIW-SDPAPEHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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)propanoic acid
• IUPAC Traditional name: 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)propanoic acid

Database IDs

• PubChem SID: 164265727
• PubChem CID: 44713120

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -0.74403703
• LogD (pH = 7.4): -1.9222647
• Log P: 1.5208247
• Molar Refractivity: 108.7952 cm^3
• Polarizability: 44.503216 Å^3
• Polar Surface Area: 149.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 3.2132285

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds