(2S,3R)-2-[2-(5-hydroxy-4,7-dimethyl-2-oxo-2H-chromen-3-yl)acetamido]-3-methylpentanoic acid

• ChemBase ID: 205703
• Molecular Formular: C19H23NO6
• Molecular Mass: 361.38902
• Monoisotopic Mass: 361.15253746
• SMILES: c1(c(c(=O)oc2c1c(cc(c2)C)O)CC(=O)N[C@H](C(=O)O)[C@@H](CC)C)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)Cc1c(=O)oc2c(c1C)c(O)cc(c2)C)C
• InChI: InChI=1S/C19H23NO6/c1-5-10(3)17(18(23)24)20-15(22)8-12-11(4)16-13(21)6-9(2)7-14(16)26-19(12)25/h6-7,10,17,21H,5,8H2,1-4H3,(H,20,22)(H,23,24)/t10-,17+/m1/s1
• InChIKey: XYUOOKWIMSDRCG-QGHHPUGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-[2-(5-hydroxy-4,7-dimethyl-2-oxo-2H-chromen-3-yl)acetamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-[2-(5-hydroxy-4,7-dimethyl-2-oxochromen-3-yl)acetamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164261613
• PubChem CID: 6352141

CALCULATED PROPERTIES

• Acid pKa: 3.379715
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.49812472
• LogD (pH = 7.4): -0.9881296
• Log P: 2.6080325
• Molar Refractivity: 94.3702 cm^3
• Polarizability: 36.42834 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds