3-hydroxy-3-(3-nitrophenyl)-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: 211326
• Molecular Formular: C28H36N2O12
• Molecular Mass: 592.59164
• Monoisotopic Mass: 592.2268246
• 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(c1cc([N+](=O)[O-])ccc1)O
• Canonical SMILES: O=C(NC(C(c1cccc(c1)[N+](=O)[O-])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/C28H36N2O12/c1-14-7-8-19-15(2)25(39-26-28(19)18(14)11-12-27(3,40-26)41-42-28)38-21(32)10-9-20(31)29-22(24(34)35)23(33)16-5-4-6-17(13-16)30(36)37/h4-6,13-15,18-19,22-23,25-26,33H,7-12H2,1-3H3,(H,29,31)(H,34,35)/t14-,15-,18+,19+,22?,23?,25-,26-,27+,28?/m1/s1
• InChIKey: YWMSBTBFCOTHTB-ADQQIVMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-(3-nitrophenyl)-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-3-(3-nitrophenyl)-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: 164267236
• PubChem CID: 44664035

CALCULATED PROPERTIES

• Acid pKa: 2.8099675
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 0.61282444
• LogD (pH = 7.4): -0.24821581
• Log P: 3.245049
• Molar Refractivity: 140.4027 cm^3
• Polarizability: 55.9793 Å^3
• Polar Surface Area: 195.67 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Derivatives & analogs of Natural Compounds