An ACAT inhibitor
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Oleyl Anilide

Item No. 10006529

Technical Information
Formal Name
N-phenyl-9Z-octadecenamide
CAS Number
5429-85-6
Synonyms
  • OA
  • Oleic Acid Anilide
  • Oleylanilide
Molecular Formula
C24H39NO
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
243 nm
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)Nc1ccccc1
InChi Code
InChI=1S/C24H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-24(26)25-23-20-17-16-18-21-23/h9-10,16-18,20-21H,2-8,11-15,19,22H2,1H3,(H,25,26)/b10-9-
InChi Key
YPUOCYKJOLQYQS-KTKRTIGZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Add

    Add

    Cayman Chemical
    Explore Obesity & Metabolic Disease Resources

    Discover high-quality research tools to investigate GLP-1 mechanisms and next-generation metabolic targets.

    OBESITY RESEARCH SOLUTIONS
    Product Description

    Oleyl anilide is an inhibitor of acyl-coenzyme A:cholesterol acyltransferase (ACAT; IC50 = 26 µM).1 It induces splenomegaly in C57BL/6 mice and leads to weakness, weight loss, cachexia, and death in A/J mice with increases in serum IgG and IgM levels in both strains.2 Oleyl anilide has been found in aniline-denatured rapeseed cooking oil, which has been associated with toxic oil syndrome, a chemically induced autoimmune syndrome characterized by acute pulmonary inflammation and eosinophilia, severe myalgia, and chronic peripheral neuropathy.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roth, B.D., Blankley, C.J., Hoefle, M.L., et alInhibitors of acyl-CoA: Cholesterol acyltransferase. 1. Identification and structure-activity relationship of a novel series of fatty acid anilide hypocholesterolemic agents. J. Med. Chem. 35(9), 1609-1617 (1992).

    2. Berking, C., Hobbs, M.V., Chatelain, R., et alStrain-dependent cytokine profile and susceptibility to oleic acid anilide in a murine model of the toxic oil syndrome. Toxicol. Appl. Pharmacol. 148(2), 222-228 (1998).

    3. Gelpi, E., de la Paz, M.P., Terracini, B., et alThe spanish toxic oil syndrome 20 years after its onset: A multidisciplinary review of scientific knowledge. Environ. Health Perspect. 110(5), 457-464 (2002).

    4. Posada de la Paz, M., Philen, R.M., and Borda, A.I. Toxic oil syndrome: The perspective after 20 years. Epidemiol. Rev. 23(2), 231-247 (2001).

    5. Hard, G.C. A search for an animal model of the Spanish toxic oil syndrome. Food Chem. Toxicol. 40(11), 1551-1567 (2002).