(9E,12S)-12-hydroxyoctadec-9-enoic acid

• ChemBase ID: 2664
• Molecular Formular: C18H34O3
• Molecular Mass: 298.46076
• Monoisotopic Mass: 298.25079495
• SMILES: CCCCCC[C@H](O)C/C=C/CCCCCCCC(=O)O
• Canonical SMILES: CCCCCC[C@@H](C/C=C/CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9+/t17-/m0/s1
• InChIKey: WBHHMMIMDMUBKC-KQPPXVQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9E,12S)-12-hydroxyoctadec-9-enoic acid
• IUPAC Traditional name: @ricinoleic acid
• Synonyms: Ricinoleic Acid

Database IDs

• CAS Number: 141-22-0
• PubChem SID: 46506721; 160966113
• PubChem CID: 5312852

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.9881673
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.7691464
• LogD (pH = 7.4): 3.01549
• Log P: 5.39708
• Molar Refractivity: 89.0717 cm^3
• Polarizability: 34.769547 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.14
• LOG S: -5.07
• Solubility (Water): 2.54e-03 g/l

DETAILS

DrugBank - DB02955

Drug information: experimental