(9Z,12Z)-octadeca-9,12-dienoic acid

• ChemBase ID: 128068
• Molecular Formular: C18H32O2
• Molecular Mass: 280.44548
• Monoisotopic Mass: 280.24023026
• SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
• InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
• InChIKey: OYHQOLUKZRVURQ-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z,12Z)-octadeca-9,12-dienoic acid
• IUPAC Traditional name: linoleic
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic-1-13C Acid; (Z,Z)-9,12-Octadecadienoic-1-13C Acid; Linoleic Acid-1-13C; C18:2 (Lipid numbers); Linoleic acid; 9,12-Octadecadienoic acid; Linoleic acid; (9Z,12Z)-Octadeca-9,12-dienoic acid; 亚油酸

Database IDs

• CAS Number: 60-33-3; 98353-71-0
• EC Number: 200-470-9
• MDL Number: MFCD00064241
• Beilstein Number: 1727101
• Merck Index: 145505
• PubChem SID: 162222384
• PubChem CID: 5280450
• CHEBI ID: 17351
• CHEMBL: 267476
• Chemspider ID: 4444105
• KEGG ID: C01595
• Unique Ingredient Identifier: 9KJL21T0QJ
• Wikipedia Title: Linoleic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.9881673
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.7939434
• LogD (pH = 7.4): 4.040287
• Log P: 6.421877
• Molar Refractivity: 88.5188 cm^3
• Polarizability: 33.928547 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.139 mg/L in water; Chloroform
• Apperance: Colorless oil; Pale-Yellow Oil
• Melting Point: -12 °C (10 °F); -12°C; -5°C (23°F); -5°C
• Boiling Point: 230°C (446°F) at 21 mbar (16 mmHg); 230°C/16mm
• Flash Point: >110°C(230°F); 112°C (233.6°F)
• Density: 0.9 g/cm^3; 0.902
• Refractive Index: 1.4699
• Vapor Pressure: 16 Torr at 229 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive
• RTECS: RF9990000
• TSCA Listed: 是
• NFPA704:
  

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Product Information

• Purity: 95%; 95+%; tech. 75%

DETAILS

Toronto Research Chemicals - L467500

Labelled fatty acids as diagnostic agents for liver function.

REFERENCES

• Campbell, J., et al.: Bioorg. Chem., 17, 281 (1989)
• Rakoff, H., et al.: Lipids, 25, 130 (1989)
• Bretillon, L., et al.: J. Lipid Res., 39, 2228(1989)