octadeca-10,12-dienoic acid

• ChemBase ID: 156449
• Molecular Formular: C18H32O2
• Molecular Mass: 280.44548
• Monoisotopic Mass: 280.24023026
• SMILES: CCCCC/C=C/C=C/CCCCCCCCC(=O)O
• Canonical SMILES: CCCCC/C=C/C=C/CCCCCCCCC(=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/h6-9H,2-5,10-17H2,1H3,(H,19,20)
• InChIKey: GKJZMAHZJGSBKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: octadeca-10,12-dienoic acid; (10E,12E)-octadeca-10,12-dienoic acid
• IUPAC Traditional name: 10,12-octadecadienoic acid; (10E,12E)-octadeca-10,12-dienoic acid
• Synonyms: 10E,Z12-CLA; (10E,12Z)-10,12-Octadecadienoic acid; Linoleic acid (10-trans, 12-cis); Conjugated (10E,12Z)-Linoleic acid solution; Conjugated (10E,12Z)-Linoleic acid; Linoleic Acid, Conjugated, CLA; Octadecadienic Acid Conjugated; Conjugated Linoleic Acid, 90%(Mixture of Isomers); (10E,12Z)-10,12-十八碳二烯酸; 亚油酸(10-反式，12-顺式); 共轭(10E,12Z)-亚油酸 溶液; 共轭(10E,12Z)-亚油酸

Database IDs

• CAS Number: 2420-56-6; 22880-03-1
• MDL Number: MFCD02259040
• PubChem SID: 24890025; 162250587
• PubChem CID: 5282801

CALCULATED PROPERTIES

• Acid pKa: 5.0211167
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.818881
• LogD (pH = 7.4): 4.07085
• 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: DMSO; Ethanol
• Apperance: Clear Colourless Liquid

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 1230 3/PG 2
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: mouse ... Pparg(19016)

Product Information

• Purity: ≥96.0% (HPLC); ≥97.0% (HPLC)
• Concentration: 10 mg/mL in ethanol
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C18H32O2

DETAILS

Toronto Research Chemicals - C685000

CLA is a collective term used for a mixture of geometric and positional isomers of Octadecadienoic Acid in which the double bonds are conjugated instead of being methylene separted as they are in Linoleic Acid. CLA has reported to exhibit anticarcinogent

REFERENCES

• Pariza, M.W., et al.: Carcinogenesis, 6, 591 (1985)
• Ip, C., at al.: Carcinogenesis, 17, 1045 (1985)
• Kritchevsky, D. and Czarnecki, S.K.: Chimica Oggi/Chemistry Today, June 2001, Pariza, M.M., et al.: Adv. Exp. Med. Biol., 289, 269 (1985)