A stereoisomer of 9-PAHSA
Related Products
Active Metabolite(s)
180169-hydroxy Stearic Acid
Technical Support & Resources

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9(R)-PAHSA

Item No. 18022

Technical Information
Formal Name
9R-[(1-oxohexadecyl)oxy]-octadecanoic acid
CAS Number
2097130-84-0
Molecular Formula
C34H66O4
Formula Weight
Purity
≥95%
A 1 mg/ml solution in methyl acetate
DMF: 20 mg/mlDMSO: 15 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
SMILES
OC(CCCCCCC[C@H](OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCC)=O
InChi Code
InChI=1S/C34H66O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)/t32-/m1/s1
InChi Key
MHQWHZLXDBVXML-JGCGQSQUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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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.

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    Product Description

    9(R)-PAHSA is a stereoisomer of 9-PAHSA (Item No. 17037), an endogenous lipid that belongs to a collection of branched fatty acid esters of hydroxy fatty acids (FAHFAs).1 9-PAHSA is a FAHFA in which palmitic acid (Item No. 10006627) is esterified to 9-hydroxy stearic acid. 9(R)-PAHSA is the predominant form that accumulates in adipose tissues in AG4OX mice, which overexpress Glut4 specifically in adipose tissue.2 Also, cell lines favor the production of 9(R)-PAHSA, and carboxyl ester lipase selectively hydrolyzes 9(S)-PAHSA (Item No. 18023).

    The use of this optically-active FAHFA product (the “Product”) is covered by U.S. Patent No. 10,240,025 and corresponding foreign counterpart applications. These patents and applications are licensed by Cayman pursuant to an agreement with BT Food, Drug and Personal Care, LLC, and this Product is sold exclusively for research and development purposes only. Product may not be used for human studies, veterinary use or diagnostics, clinical trial work, clinical diagnostics, or any other clinical trial or approval activities related to humans or animals. This limited label license does not grant any right to use the Product or a Product derivative in commercial products or services. This Product may not be re-sold, distributed, or repackaged unless by official Cayman distributors. For information on commercial rights, please contact the outlicensing department at jforest@biosynthetic.com.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yore, M.M., Syed, I., Moraes-Vieira, P.M., et alDiscovery of a class of endogenous mammalian lipids with anti-diabetic and anti-inflammatory effects. Cell 159(2), 318-332 (2014).

    2. Nelson, A.T., Kolar, M.J., Chu, Q., et alStereochemistry of endogenous palmitic acid ester of 9-hydroxystearic acid and relevance of absolute configuration to regulation. J. Am. Chem. Soc. 139(13), 4943-4947 (2017).