An oxidized phospholipid
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1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PC

Item No. 26531

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R,13Z,16Z,19Z,21E,23S)-23-hydroperoxy-4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxooctadecyl)oxy]methyl]-3,5,8-trioxa-4-phosphaoctacosa-13,16,19,21-tetraen-1-aminium, inner salt, 4-oxide
CAS Number
154436-48-3
Synonyms
  • 15(S)-HpETE-SAPC
  • 15(S)-Hydroperoxyeicostetraenoic Acid-SAPC
  • 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-Phosphatidylcholine
Molecular Formula
C46H84NO10P
Formula Weight
842.1
Purity
≥98%
Formulation (Request formulation change)
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
234 nm
SMILES
O=C(CCCCCCCCCCCCCCCCC)OC[C@@H](OC(CCC/C=C\C/C=C\C/C=C\C=C\[C@@H](OO)CCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C46H84NO10P/c1-6-8-10-11-12-13-14-15-16-17-20-23-26-29-33-37-45(48)53-41-44(42-55-58(51,52)54-40-39-47(3,4)5)56-46(49)38-34-30-27-24-21-18-19-22-25-28-32-36-43(57-50)35-31-9-7-2/h18-19,24-25,27-28,32,36,43-44H,6-17,20-23,26,29-31,33-35,37-42H2,1-5H3,(H-,50,51,52)/b19-18-,27-24-,28-25-,36-32+/t43?,44-/m1/s1
InChi Key
VZVJELKWXFHACO-XVQSNERZSA-N
Side Chain Carbon Sum
38:4
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    50 µg

    $129

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    100 µg

    $245

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    500 µg

    $1,142

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    Product Description

    1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PC is a phospholipid that contains stearic acid (Item No. 10011298) at the sn-1 position and 15(S)-HpETE (Item No. 44720) at the sn-2 position. It is produced via oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PC (SAPC; Item No. 10009864) by 15-lipoxygenase (15-LO).1 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PC is toxic to human umbilical vein endothelial cells (HUVECs) when used at a concentration of 100 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morgan, A.H., Hammond, V.J., Morgan, L., et al. Quantitative assays for esterified oxylipins generated by immune cells. Nat. Protoc. 5(12), 1919-1931 (2010).

    2. Kaneko, T., Baba, N., and Matsuo, M. Cytotoxicity of phosphatidylcholine hydroperoxides is exerted through decomposition of fatty acid hydroperoxide moiety. Free Radic. Biol. Med. 21(2), 173-179 (1996).

    Product Citations

    Wang, W., Green, M., Choi, J.E., et al. CD8+ T cells regulate tumour ferroptosis during cancer immunotherapy. Nature 569(7755), 270-274 (2019).