A hydroxy fatty acid
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3-hydroxy Octanoic Acid

Item No. 24609

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-octanoic acid
CAS Number
14292-27-4
Synonyms
  • 3-hydroxy Caprylic Acid
  • FA 8:0;O
  • β-hydroxy Octanoic Acid
Molecular Formula
C8H16O3
Formula Weight
160.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(CC(O)CCCCC)=O
InChi Code
InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)
InChi Key
NDPLAKGOSZHTPH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $118

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    25 mg

    $183

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    Product Description

    3-hydroxy Octanoic acid is a hydroxylated fatty acid that has been found in LPS from P. aeruginosa and the methyl-branched poly(3-hydroxyalkanoate) (PHA) polymers produced by P. oleovorans.1,2 It is an agonist of the orphan receptor GPR109B, increasing intracellular calcium in human neutrophils which endogenously express GPR109B.3 3-hydroxy Octanoic acid prevents lipolysis of human adipocytes and is upregulated in human plasma in response to a ketogenic diet. Plasma levels of 3-hydroxy Octanoic acid also increase 3.41-fold in human male runners following a treadmill run to exhaustion as well as in a mouse model of autism spectrum disorder (ASD) fed a high-glycemic diet.4,5 [Matreya, LLC. Catalog No. 1745]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Uhlig, S., Negård, M., Heldal, K.K., et al. Profiling of 3-hydroxy fatty acids as environmental markers of endotoxin using liquid chromatography coupled to tandem mass spectrometry. J. Chromatogr. A 1434, 119-236 (2016).

    2. Hazer, B., Lenz, R.W., and Fuller, R.C. Biosynthesis of methyl-branched poly(β-hydroxyalkanoate)s by Pseudomonas oleovorans. Macromol. 27(1), 45-49 (1994).

    3. Ahmed, K., Tunaru, S., Langhans, C.-D., et al. Deorphanization of GPR109B as a receptor for the β-oxidation intermediate 3-OH-octanoic acid and its role in the regulation of lipolysis. The Journal of Biological Chemisty 284(33), 21928-21933 (2009).

    4. Nieman, D.C., Sha, W., and Pappan, K.L. IL-6 linkage to exercise-induced shifts in lipid-related metabolites: A metabolomics-based analysis. J. Proteme Res. 16(2), 970-977 (2017).

    5. Currais, A., Farrokhi, C., Dargusch, R., et al. Dietary glycemic index modulates the behavioral and biochemical abnormalities associated with autism spectrum disorder. Mol. Psychiatry 21(3), 426-436 (2016).