(1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid

• ChemBase ID: 4519
• Molecular Formular: C11H12O6
• Molecular Mass: 240.20938
• Monoisotopic Mass: 240.0633881
• SMILES: O=C(O)[C@H]1[C@@H](C=CC=C1C(=O)CCC(=O)O)O
• Canonical SMILES: OC(=O)CCC(=O)C1=CC=C[C@H]([C@@H]1C(=O)O)O
• InChI: InChI=1S/C11H12O6/c12-7(4-5-9(14)15)6-2-1-3-8(13)10(6)11(16)17/h1-3,8,10,13H,4-5H2,(H,14,15)(H,16,17)/t8-,10-/m1/s1
• InChIKey: QJYRAJSESKVEAE-PSASIEDQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
• IUPAC Traditional name: shchc
• Synonyms: 2-(3-CARBOXYPROPIONYL)-6-HYDROXY-CYCLOHEXA-2,4-DIENE CARBOXYLIC ACID

Database IDs

• PubChem SID: 160967951; 99443335
• PubChem CID: 5287432

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6252124
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.3733246
• LogD (pH = 7.4): -6.628044
• Log P: -0.3190483
• Molar Refractivity: 57.8842 cm^3
• Polarizability: 21.688732 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.41
• LOG S: -1.94
• Solubility (Water): 2.73e+00 g/l

DETAILS

DrugBank - DB06864

Drug information: experimental