(3R,4R,5S,6S)-6-fluoro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

• ChemBase ID: 125069
• Molecular Formular: C7H9FO5
• Molecular Mass: 192.1417632
• Monoisotopic Mass: 192.04340161
• SMILES: F[C@H]1C(=C[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@@H]1C=C(C(=O)O)[C@@H]([C@H]([C@@H]1O)O)F
• InChI: InChI=1S/C7H9FO5/c8-4-2(7(12)13)1-3(9)5(10)6(4)11/h1,3-6,9-11H,(H,12,13)/t3-,4+,5-,6-/m1/s1
• InChIKey: XFSMSJCDVCOESF-JGWLITMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5S,6S)-6-fluoro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
• IUPAC Traditional name: (3R,4R,5S,6S)-6-fluoro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
• Synonyms: (6S)-6-Fluoroshikimic acid

Database IDs

• PubChem SID: 162219419
• PubChem CID: 10219767
• Chemspider ID: 8395259
• Wikipedia Title: (6S)-6-Fluoroshikimic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.998025
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.1793566
• LogD (pH = 7.4): -4.828183
• Log P: -1.6679784
• Molar Refractivity: 38.4757 cm^3
• Polarizability: 15.130259 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true