(9Z,12Z,15Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-13C18)octadeca-9,12,15-trienoic acid

• ChemBase ID: 172310
• Molecular Formular: C18H30O2
• Molecular Mass: 296.29738708
• Monoisotopic Mass: 296.28496728
• SMILES: [13CH](=[13CH]\[13CH2]/[13CH]=[13CH]\[13CH2]/[13CH]=[13CH]\[13CH2][13CH3])\[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](=O)O
• Canonical SMILES: [13CH3][13CH2]/[13CH]=[13CH]\[13CH2]/[13CH]=[13CH]\[13CH2]/[13CH]=[13CH]\[13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13CH2][13C](=O)O
• InChI: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,18+1
• InChIKey: DTOSIQBPPRVQHS-JHNAZIRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z,12Z,15Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-^1^3C₁₈)octadeca-9,12,15-trienoic acid
• IUPAC Traditional name: (9Z,12Z,15Z)-(1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-^1^3C₁₈)octadeca-9,12,15-trienoic acid
• Synonyms: (9Z,12Z,15Z)-9,12,15-Octadecatrienoic Acid-13C18; (Z,Z,Z)-Octadeca-9,12,15-trienoic Acid-13C18; (all-Z)-9,12,15-Octadecatrienoic Acid-13C18; 9,12,15-all-cis-Octadecatrienoic Acid-13C18; all-cis-9,12,15-Octadecatrienoic Acid-13C18; cis-Δ9,12,15-Octadecatrienoic Acid-13C18; α-Linolenic Acid-13C18; Linolenic Acid-13C18

Database IDs

• CAS Number: 287111-28-8
• PubChem SID: 164228220
• PubChem CID: 71749794

CALCULATED PROPERTIES

• Acid pKa: 4.9881673
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.4320216
• LogD (pH = 7.4): 3.6783652
• Log P: 6.059955
• Molar Refractivity: 89.6354 cm^3
• Polarizability: 33.692265 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L467652

Labelled Linolenic Acid (L467650). An essential fatty acid. Occurs as the glyceride in most drying oils. Nutrient.

REFERENCES

• Folch, J., et al.: J. Biol. Chem., 226, 497 (1957)
• Orban, E., et al.: J. Food Sci., 68, 128 (1957)
• Tritt, K., et al.: J. Agric. Food Chem., 53, 5304 (1957)