octadeca-6,9,12,15-tetraenoic acid

• ChemBase ID: 129616
• Molecular Formular: C18H28O2
• Molecular Mass: 276.41372
• Monoisotopic Mass: 276.20893014
• SMILES: O=C(O)CCCC/C=C/C/C=C/C/C=C/C/C=C/CC
• 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)
• InChIKey: JIWBIWFOSCKQMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: octadeca-6,9,12,15-tetraenoic acid
• IUPAC Traditional name: octadeca-6,9,12,15-tetraenoic acid
• Synonyms: Stearidonic acid; 6Z,9Z,12Z,15Z-Octadecatetraenoic acid; Moroctic acid; all-cis-6,9,12,15-Octadecatetraenoic acid; Stearidonic acid; 6Z,9Z,12Z,15Z-十八碳四烯酸; 顺-6,9,12,15-十八碳四烯酸; 鰮油酸; 十八碳四烯酸

Database IDs

• CAS Number: 20290-75-9
• MDL Number: MFCD00216036
• PubChem SID: 162223906
• PubChem CID: 5282837; 5312508
• CHEBI ID: 32389
• CHEMBL: 484430
• Chemspider ID: 4471933
• Wikipedia Title: Stearidonic_acid

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

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (GC)
• Concentration: 100 mg/mL in ethanol
• Grade: analytical standard
• Description: C18:4n3
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C18H28O2

DETAILS

Sigma Aldrich - 49509

Biochem/physiol Actions
An 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.