(1S,6R)-5-[(1-carboxyeth-1-en-1-yl)oxy]-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid

• ChemBase ID: 2507
• Molecular Formular: C10H10O6
• Molecular Mass: 226.1828
• Monoisotopic Mass: 226.04773804
• SMILES: O[C@@H]1[C@H](C=CC=C1OC(=C)C(=O)O)C(=O)O
• Canonical SMILES: C=C(C(=O)O)OC1=CC=C[C@@H]([C@H]1O)C(=O)O
• InChI: InChI=1S/C10H10O6/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,6,8,11H,1H2,(H,12,13)(H,14,15)/t6-,8+/m0/s1
• InChIKey: QRKPDBWHNQBKDO-POYBYMJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6R)-5-[(1-carboxyeth-1-en-1-yl)oxy]-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
• IUPAC Traditional name: @isochorismic acid
• Synonyms: Isochorismic Acid

Database IDs

• CAS Number: 22642-82-6
• PubChem SID: 160965957; 46508723
• PubChem CID: 46936492

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3132448
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.048825
• LogD (pH = 7.4): -7.022915
• Log P: -0.46404237
• Molar Refractivity: 55.0816 cm^3
• Polarizability: 20.221416 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.87
• LOG S: -1.32
• Solubility (Water): 1.09e+01 g/l

DETAILS

DrugBank - DB02793

Drug information: experimental