An internal standard for the quantification of 14(S)-HDHA
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Unlabeled Version(s)
1525314(S)-HDHA
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14(S)-HDHA-d5

Item No. 9002764

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
14S-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosa-hexaenoic-21,21,22,22,22-d5 acid
Synonyms
  • 14(S)-HDHE-d5
  • 14(S)-hydroxydocosahexaenoic Acid-d5
  • 14(S)-hydroxy-cis-4,7,10,16,19-trans-10-Docosahexaenoic Acid-d5
  • 14(S)-hydroxy-4(Z),7(Z),10(Z),12(E),16(Z),19(Z)-DHE-d5
  • FA 22:6;O-d5
Molecular Formula
C22H27D5O3
Formula Weight
349.5
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 1 mg/ml
SMILES
O[C@@H](C/C=C\C/C=C\C([2H])([2H])C([2H])([2H])[2H])/C=C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O3/c1-2-3-4-5-12-15-18-21(23)19-16-13-10-8-6-7-9-11-14-17-20-22(24)25/h3-4,6-7,10-16,19,21,23H,2,5,8-9,17-18,20H2,1H3,(H,24,25)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+/t21-/m0/s1/i1D3,2D2
InChi Key
ZNEBXONKCYFJAF-FDKWAXTHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $208

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    50 µg

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    100 µg

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    Product Description

    14(S)-HDHA-d5 is intended for use as an internal standard for the quantification of 14(S)-HDHA (Item No. 15253) by GC- or LC-MS. 14(S)-HDHA is an oxylipin formed by reduction of 14(S)-HpDHA, a 12-lipoxygenase-derived metabolite of DHA (Item Nos. 90310 | 17932).1 It increases PKA activity in isolated human platelets at 10 µM.2 14(S)-HDHA (5 and 10 µM) inhibits collagen-induced aggregation and convulxin-induced integrin αIIbβ3 activation and α-granule secretion in isolated human platelets. It also delays thrombus formation and reduces thrombus growth in mice at 15 mg/kg. 14(S)-HDHA has been found in mouse peritoneal exudates in a model of zymosan-induced peritonitis.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Yang, R., Martinod, K., et al. Maresins: Novel macrophage mediators with potent antiinflammatory and proresolving actions. J. Exp. Med. 206(1), 15-23 (2009).

    2. Yamaguchi, A., Stanger, L., Freedman, C.J., et al. DHA 12-LOX-derived oxylipins regulate platelet activation and thrombus formation through a PKA-dependent signaling pathway. J. Thromb. Haemost. 19(3), 839-851 (2021).