An autoxidation product of DHA and potential marker of oxidative stress
Related Products
Isomer(s)
1000509917(R)-HDHA1000979917(S)-HDHA
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(±)17-HDHA

Item No. 33650

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)17-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid
CAS Number
90780-52-2
Synonyms
  • 17-hydroxy DHA
  • 17-hydroxy Docosahexaenoic Acid
  • (±)17-HDoHE
Molecular Formula
C22H32O3
Formula Weight
344.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.8 mg/ml
λmax
236 nm
SMILES
CC/C=C\CC(O)\C=C\C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
InChi Code
InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+
InChi Key
SWTYBBUBEPPYCX-VIIQGJSXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $83

    Add

    50 µg

    $158

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    100 µg

    $297

    Add

    250 µg

    $620

    Add
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    Product Description

    (±)17-HDHA is an autoxidation product of docosahexaenoic acid (DHA; Item No. 90310) in vitro.1,2 It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes.3,4,5 17(S)-HDHA (Item No. 10009799) could be produced by enzymatic oxidation of DHA using soybean lipoxygenase (LO) and is the putative product of mammalian 15-LOs.5 17(S)-HDHA was shown to be an inhibitor of U-46619 (Item No. 16450) -induced rabbit and rat aortic smooth muscle contraction with IC50 values of 4.9 and 7.2 µM, respectively.6 (±)17-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
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