(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

• ChemBase ID: 4824
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@@H](CCCC(=O)O)O
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@@H](CCCC(=O)O)O
• InChI: InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m0/s1
• InChIKey: FTAGQROYQYQRHF-CBVHGRPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid
• IUPAC Traditional name: (5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid
• Synonyms: (5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

Database IDs

• PubChem SID: 99443643; 160968256
• PubChem CID: 24875302

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.5841017
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.0298476
• LogD (pH = 7.4): 2.2546582
• Log P: 4.994438
• Molar Refractivity: 102.5861 cm^3
• Polarizability: 37.502346 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.54
• LOG S: -5.05
• Solubility (Water): 2.86e-03 g/l

DETAILS

DrugBank - DB07172

Drug information: experimental