(1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid

• ChemBase ID: 6097
• Molecular Formular: C19H18O5S
• Molecular Mass: 358.40822
• Monoisotopic Mass: 358.08749468
• SMILES: O=C(O)[C@@]1(O)C[C@@H](O)[C@H](O)C(=C1)c1cccc(c1)Sc1ccccc1
• Canonical SMILES: O[C@@H]1C[C@@](O)(C=C([C@H]1O)c1cccc(c1)Sc1ccccc1)C(=O)O
• InChI: InChI=1S/C19H18O5S/c20-16-11-19(24,18(22)23)10-15(17(16)21)12-5-4-8-14(9-12)25-13-6-2-1-3-7-13/h1-10,16-17,20-21,24H,11H2,(H,22,23)/t16-,17-,19+/m1/s1
• InChIKey: QMNMNSINKIFYBV-LMMKCTJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid
• IUPAC Traditional name: (1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid
• Synonyms: (1S,4S,5S)-1,4,5-TRIHYDROXY-3-[3-(PHENYLTHIO)PHENYL]CYCLOHEX-2-ENE-1-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444956; 160969522
• PubChem CID: 16058682

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2899587
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.085430756
• LogD (pH = 7.4): -1.32126
• Log P: 2.106949
• Molar Refractivity: 96.257 cm^3
• Polarizability: 37.329323 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.8
• LOG S: -3.6
• Solubility (Water): 8.93e-02 g/l

DETAILS

DrugBank - DB08485

Drug information: experimental