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71774-10-2

71774-10-2 Structure

71774-10-2 Structure
IdentificationBack Directory
[Name]

12(S)-HPETE
[CAS]

71774-10-2
[Synonyms]

12(S)-HPETE
12(S)HpETE,12(S) HpETE
ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
12(S)-HpETE Lipid Maps MS Standard
12(S)-Hydroperoxy-eicosatetraenoic acid
12S-HYDROPEROXY-5Z,8Z,10E,14Z-EICOSATETRAENOIC ACID
(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
12(S)-HYDROPEROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
(5Z,8Z,10Z,12S,14Z)-12-Hydroperoxy-5,8,10,14-icosatetraenoic acid
(5Z,8Z,10E,12S,14Z)-12-Hydroperoxy-5,8,10,14-icosatetraenoic acid
(5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid
[Molecular Formula]

C20H32O4
[MDL Number]

MFCD00063585
[MOL File]

71774-10-2.mol
[Molecular Weight]

336.47
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml
[form ]

Liquid.
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Hazard InformationBack Directory
[Description]

12(S)-HpETE is a monohydroperoxy polyunsaturated fatty acid (PUFA) produced by the action of platelet or leukocyte 12-lipoxygenase (12-LO) on arachidonic acid. It activates human blood leukocyte 5-LO, resulting in the synthesis of 5(S)-HETE, leukotriene B4 (LTB4), and 5(S),12(S)-DiHETE. Rat lung metabolizes 12(S)-HpETE to 8,11,12- and 10,11,12-trihydroxyeicostrienoic acids. 12(S)-HpETE is the mediator of many biological functions, including induction of c-fos and c-jun, activation of AP-1, and endothelium-dependent vasoconstriction. It mediates the inhibitory synaptic response to FMRF-amide in Aplysia sensory neurons and inhibits Ca2+/calmodulin-dependent protein kinase II from rat brain cortex.
[Uses]

12(S)-HPETE is a fatty acid and an activator of human blood leukocyte 5-LO.
[Definition]

ChEBI: 12(S)-HPETE is the (S)-enantiomer of 12-HPETE. It has a role as a mouse metabolite. It is functionally related to an icosa-5,8,10,14-tetraenoic acid. It is a conjugate acid of a 12(S)-HPETE(1-). It is an enantiomer of a 12(R)-HPETE.
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