11-[(2S,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid

• ChemBase ID: 130137
• Molecular Formular: C18H32O3
• Molecular Mass: 296.44488
• Monoisotopic Mass: 296.23514488
• SMILES: O=C(O)CCCCCCC/C=C/C[C@@H]1O[C@@H]1CCCCC
• Canonical SMILES: CCCCC[C@H]1O[C@H]1C/C=C/CCCCCCCC(=O)O
• InChI: InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/t16-,17+/m1/s1
• InChIKey: CCPPLLJZDQAOHD-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-[(2S,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid
• IUPAC Traditional name: 11-[(2S,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid
• Synonyms: Linoleic acid 12:13-oxide; Vernolic acid

Database IDs

• CAS Number: 503-07-1
• PubChem SID: 162224421
• PubChem CID: 12444772; 5281128
• Chemspider ID: 4444572
• Wikipedia Title: Vernolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.9881673
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.8559465
• LogD (pH = 7.4): 3.10229
• Log P: 5.48388
• Molar Refractivity: 86.9231 cm^3
• Polarizability: 34.11245 Å^3
• Polar Surface Area: 49.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Insoluble in water; organic solvents
• Apperance: Colorless oil
• Melting Point: 23-25 °C

Safety Information

• Main Hazard: flammable