A very long-chain saturated fatty acid
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3-hydroxy Docosanoic Acid

Item No. 22666

Technical Information
Formal Name
3-hydroxy-docosanoic acid
CAS Number
89946-08-7
Synonyms
  • 3-hydroxy Behenic Acid
  • β-hydroxy Docosanoic Acid
  • 3-hydroxy DCA
  • β-hydroxy DCA
Molecular Formula
C22H44O3
Formula Weight
Purity
≥95%
A crystalline solid
Chloroform: 0.3 mg/mL
SMILES
OC(CC(O)CCCCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C22H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(23)20-22(24)25/h21,23H,2-20H2,1H3,(H,24,25)
InChi Key
PNPWTPYWWUOMDS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-hydroxy Docosanoic acid is a hydroxylated form of the 22-carbon saturated docosanoic acid (Item No. 9000338). It is found in lipopolysaccharides from C. trachomatis and C. psittaci and in S. synnaedendra.1,2 3-hydroxy Docosanoic acid, in the form of an acyl-CoA metabolite, is an intermediate in fatty acid chain elongation from arachidic acid (C20:0; Item No. 9000339) to docosanoic acid (C22:0).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heine, H., Müller-Loennies, S., Brade, L., et alEndotoxic activity and chemical structure of lipopolysaccharides from Chlamydia trachomatis serotypes E and L2 and Chlamydophila psittaci 6BC. Eur. J. Biochem. 270(3), 440-450 (2003).

    2. Sebolai, O.M., Kock, J.L., Pohl, C.H., et alReport on the discovery of a novel 3-hydroxy oxylipin cascade in the yeast Saccharomycopsis synnaedendra. Prostaglandins Other Lipid Mediat. 74(1-4), 139-146 (2004).

    3. Guillou, H., Zadravec, D., Martin, P.G., et alThe key roles of elongases and desaturases in mammalian fatty acid metabolism: Insights from transgenic mice. Prog. Lipid Res. 49(2), 186-199 (2010).