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)butanoic acid

• ChemBase ID: 209960
• Molecular Formular: C23H35NO10
• Molecular Mass: 485.5247
• Monoisotopic Mass: 485.22609633
• 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)C(O)C
• Canonical SMILES: O=C(NC(C(=O)O)C(O)C)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/C23H35NO10/c1-11-5-6-15-12(2)20(30-17(27)8-7-16(26)24-18(13(3)25)19(28)29)31-21-23(15)14(11)9-10-22(4,32-21)33-34-23/h11-15,18,20-21,25H,5-10H2,1-4H3,(H,24,26)(H,28,29)/t11-,12-,13?,14+,15+,18?,20-,21-,22+,23?/m1/s1
• InChIKey: LBTSRSJNTNGWCF-COAAGWLTSA-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)butanoic 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)butanoic acid

Database IDs

• PubChem SID: 164265870
• PubChem CID: 44713122

CALCULATED PROPERTIES

• Acid pKa: 3.3102207
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -0.23575842
• LogD (pH = 7.4): -1.4865198
• Log P: 1.9373997
• Molar Refractivity: 113.214 cm^3
• Polarizability: 46.322098 Å^3
• Polar Surface Area: 149.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds