icosa-5,8,11-trienoic acid

• ChemBase ID: 105219
• Molecular Formular: C20H34O2
• Molecular Mass: 306.48276
• Monoisotopic Mass: 306.25588033
• SMILES: CCCCCCCC/C=C/C/C=C/C/C=C/CCCC(=O)O
• Canonical SMILES: CCCCCCCC/C=C/C/C=C/C/C=C/CCCC(=O)O
• InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)
• InChIKey: UNSRRHDPHVZAHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: icosa-5,8,11-trienoic acid
• IUPAC Traditional name: mead acid
• Synonyms: MEAD acid; Eicosa-5z,8z,11z-trienoic acid, 20:3, n-9; cis-5,8,11-EICOSATRIENOIC ACID

Database IDs

• CAS Number: 20590-32-3
• PubChem SID: 162092092
• PubChem CID: 5282825

CALCULATED PROPERTIES

• Acid pKa: 4.819772
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.1871166
• LogD (pH = 7.4): 4.4139843
• Log P: 6.9490924
• Molar Refractivity: 98.8374 cm^3
• Polarizability: 37.38399 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: 62.2°C

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 95%

DETAILS

MP Biomedicals - 02159104

Free Acid
Purity: 95%
Demonstrates immunomodulatory and anti-inflammatory activity.

REFERENCES

• Lefkowith, J.B., Adv. Prostagland. Thromboxane Leukotriene Res. , 20 : 224 (1990).
• Schreiner, G.F., et.al., Science , 240 : 1032 (1988).