(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid

• ChemBase ID: 131452
• Molecular Formular: C18H28O2
• Molecular Mass: 276.41372
• Monoisotopic Mass: 276.20893014
• SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)O
• InChI: InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
• InChIKey: JIWBIWFOSCKQMA-LTKCOYKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
• IUPAC Traditional name: stearidonic acid
• Synonyms: cis-6,9,12,15-Octadecatetraenoic acid; (6Z,9Z,12Z,15Z)-6,9,12,15-Octadecatetraenoic Acid; (6Z,9Z,12Z,15Z)-Octadecatetraenoic Acid; 6,9,12,15-cis-Octadecatetraenoic Acid; Moroctic Acid; all-cis-6,9,12,15-Octadecatetraenoic Acid; 6,9,12,15-Octadecatetraenoic Acid; Stearidonic Acid; 十八碳四烯酸

Database IDs

• CAS Number: 20290-75-9; 2091-28-3
• MDL Number: MFCD00216036
• PubChem SID: 162225730
• PubChem CID: 5312508

CALCULATED PROPERTIES

• Acid pKa: 4.922493
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.0190783
• LogD (pH = 7.4): 3.256
• Log P: 5.6980333
• Molar Refractivity: 90.752 cm^3
• Polarizability: 33.45659 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol
• Apperance: Light Yellow Oil

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under inert atmosphere
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Toronto Research Chemicals - S686450

A 18-carbon, ω-3 fatty acid which is a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Stearidonic acid is present in small amounts in seed oils.

REFERENCES

• Ratnayake, W., et al.: Lipids, 24, 630 (1989)
• Ould El Kebir, M., et al.: J. Agric. Food Chem., 51, 1942 (1989)
• Navarro-Garcia, G., et al.: Food Chem., et al.: 87, 89 (1989)