(11Z,14R)-14-hydroxyicos-11-enoic acid

• ChemBase ID: 128043
• Molecular Formular: C20H38O3
• Molecular Mass: 326.51392
• Monoisotopic Mass: 326.28209508
• SMILES: O=C(O)CCCCCCCCC/C=C\C[C@H](O)CCCCCC
• Canonical SMILES: CCCCCC[C@H](C/C=C\CCCCCCCCCC(=O)O)O
• InChI: InChI=1S/C20H38O3/c1-2-3-4-13-16-19(21)17-14-11-9-7-5-6-8-10-12-15-18-20(22)23/h11,14,19,21H,2-10,12-13,15-18H2,1H3,(H,22,23)/b14-11-/t19-/m1/s1
• InChIKey: OONXYOAWMIVMCI-KWRJMZDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11Z,14R)-14-hydroxyicos-11-enoic acid
• IUPAC Traditional name: lesquerolic acid
• Synonyms: Lesquerolic acid

Database IDs

• CAS Number: 4103-20-2
• PubChem SID: 162222359
• PubChem CID: 5312810
• Chemspider ID: 4472235
• MeSH Name: lesquerolic+acid
• Wikipedia Title: Lesquerolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.9520197
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.6304116
• LogD (pH = 7.4): 3.8712766
• Log P: 6.286217
• Molar Refractivity: 98.2737 cm^3
• Polarizability: 38.45602 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false