(1r,4r)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

• ChemBase ID: 6040
• Molecular Formular: C10H10O6
• Molecular Mass: 226.1828
• Monoisotopic Mass: 226.04773804
• SMILES: [C@]1(C=C[C@H](O)C=C1)(C(=O)O)CC(=O)C(=O)O
• Canonical SMILES: O[C@@H]1C=C[C@@](C=C1)(CC(=O)C(=O)O)C(=O)O
• InChI: InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/t6-,10-
• InChIKey: FPWMCUPFBRFMLH-HDKIZWTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
• IUPAC Traditional name: (1r,4r)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
• Synonyms: PREPHENIC ACID

Database IDs

• PubChem SID: 160969465; 99444898
• PubChem CID: 1028

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.8915105
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.1325965
• LogD (pH = 7.4): -6.6722856
• Log P: 0.06097045
• Molar Refractivity: 53.554 cm^3
• Polarizability: 19.878464 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.31
• LOG S: -0.8
• Solubility (Water): 3.60e+01 g/l

DETAILS

DrugBank - DB08427

Drug information: experimental