(1S,4S,5S)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid

• ChemBase ID: 2515
• Molecular Formular: C7H10O5
• Molecular Mass: 174.1513
• Monoisotopic Mass: 174.05282342
• SMILES: O[C@H]1C[C@](O)(C=C[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@H]1C=C[C@](C[C@@H]1O)(O)C(=O)O
• InChI: InChI=1S/C7H10O5/c8-4-1-2-7(12,6(10)11)3-5(4)9/h1-2,4-5,8-9,12H,3H2,(H,10,11)/t4-,5-,7+/m0/s1
• InChIKey: VTEDVYGIJPLVFF-KZLJYQGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5S)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid
• IUPAC Traditional name: @2,3 -anhydro-quinic acid
• Synonyms: 2,3 -Anhydro-Quinic Acid

Database IDs

• PubChem SID: 46507408; 160965965
• PubChem CID: 46936497

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.4867506
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.602108
• LogD (pH = 7.4): -4.9769998
• Log P: -1.5976989
• Molar Refractivity: 39.1959 cm^3
• Polarizability: 15.229941 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.68
• LOG S: 0.24
• Solubility (Water): 3.03e+02 g/l

DETAILS

DrugBank - DB02801

Drug information: experimental