(4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

• ChemBase ID: 4764
• Molecular Formular: C22H32O3
• Molecular Mass: 344.48768
• Monoisotopic Mass: 344.23514488
• SMILES: OC(=O)CC[C@@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)O
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@H](CCC(=O)O)O
• InChI: InChI=1S/C22H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)19-20-22(24)25/h3-4,6-7,9-10,12-13,15-18,21,23H,2,5,8,11,14,19-20H2,1H3,(H,24,25)/b4-3-,7-6-,10-9-,13-12-,16-15-,18-17+/t21-/m1/s1
• InChIKey: IFRKCNPQVIJFAQ-HBUOOPIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid
• IUPAC Traditional name: (4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid
• Synonyms: (4S,5E,7Z,10Z,13Z,16Z,19Z)-4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid

Database IDs

• PubChem SID: 99443582; 160968196
• PubChem CID: 24875301

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.644927
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.6107416
• LogD (pH = 7.4): 2.8333035
• Log P: 5.5216537
• Molar Refractivity: 112.9047 cm^3
• Polarizability: 40.955914 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.01
• LOG S: -5.44
• Solubility (Water): 1.24e-03 g/l

DETAILS

DrugBank - DB07111

Drug information: experimental