potassium (2R)-2-(4-hydroxyphenyl)-2-{[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino}acetate

• ChemBase ID: 172912
• Molecular Formular: C13H14KNO5
• Molecular Mass: 303.35226
• Monoisotopic Mass: 303.05090423
• SMILES: c1c(ccc(c1)[C@@H](N/C(=C/C(=O)OC)/C)C(=O)[O-])O.[K+]
• Canonical SMILES: COC(=O)/C=C(/N[C@H](c1ccc(cc1)O)C(=O)[O-])\C.[K+]
• InChI: InChI=1S/C13H15NO5.K/c1-8(7-11(16)19-2)14-12(13(17)18)9-3-5-10(15)6-4-9;/h3-7,12,14-15H,1-2H3,(H,17,18);/q;+1/p-1/b8-7+;/t12-;/m1./s1
• InChIKey: HFDVONAPNRXRSV-OQRDAHIVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2R)-2-(4-hydroxyphenyl)-2-{[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino}acetate
• IUPAC Traditional name: potassium (2R)-2-(4-hydroxyphenyl)-2-{[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino}acetate
• Synonyms: (αR)-4-Hydroxy-α-[(3-methoxy-1-methyl-3-oxo-1-propen-1-yl)amino]benzeneacetic Acid Potassium Salt; N-(1-Methoxycarbonyl-1-propen-2-yl)-(αD)-amino-p-hydroxyphenylacetate Potassium Salt

Database IDs

• CAS Number: 69416-61-1
• PubChem SID: 164228822
• PubChem CID: 23697809

CALCULATED PROPERTIES

• Acid pKa: 2.427129
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.4411545
• LogD (pH = 7.4): -1.9799567
• Log P: 0.84965867
• Molar Refractivity: 79.5499 cm^3
• Polarizability: 25.948042 Å^3
• Polar Surface Area: 98.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M261650

Intermediate in the production of Amoxicillin