(9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

• ChemBase ID: 4953
• Molecular Formular: C18H32O3
• Molecular Mass: 296.44488
• Monoisotopic Mass: 296.23514488
• SMILES: O=C(O)CCCCCCC[C@@H](/C=C/C=C\CCCCC)O
• Canonical SMILES: CCCCC/C=C\C=C\[C@H](CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1
• InChIKey: NPDSHTNEKLQQIJ-UINYOVNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid
• IUPAC Traditional name: α-dimorphecolic
• Synonyms: (9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

Database IDs

• PubChem SID: 160968385; 99443773
• PubChem CID: 5312830

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6767454
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.307881
• LogD (pH = 7.4): 2.5300376
• Log P: 5.191066
• Molar Refractivity: 90.0343 cm^3
• Polarizability: 34.529655 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.88
• LOG S: -4.96
• Solubility (Water): 3.22e-03 g/l

DETAILS

DrugBank - DB07302

Drug information: experimental