12(S)-HPETE - 50 μg/ml in ethanol,≥98%, high purity , CAS No.71774-10-2, Activator of TRPV1

Item Number
H336047
Grouped product items
SKUSizeAvailabilityPrice Qty
H336047-25μg
25μg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$142.90
H336047-50μg
50μg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$242.90

a fatty acid and an activator of human blood leukocyte 5-LO

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TRPV1 Activator

Basic Description

SynonymsUNII-54G1W9LPV0 | 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid | (5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate | omega-9 Hpaa | NCGC00161250-01 | 12(S)-Hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid | 12-Hydroperoxyicosatetraenoa
Specifications & PurityMoligand™, ≥98%, 50 μg/ml in ethanol
Storage TempStore at -80°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeACTIVATOR
Mechanism of actionActivator of TRPV1
Product Description

12(S)-HPETE is a monohydroperoxy polyunsaturated fatty acid 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, 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 is a potent and selective inhibitor of CaMKII (Ca|2+|/calmodulin-dependent protein kinase II) from rat brain cortex. Also inhibits TXA Synthase (thromboxane synthase) and platelet aggregation via activation of GCS (guanylate cyclase). 12(S)-HPETE is an activator of VR1.

Product Properties

Ki DataEndogenous TRPV1: Ki= 0.35 μM

Associated Targets(Human)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
INCHI InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChi Key ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
Canonical SMILES CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)OO
Isomeric SMILES CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)OO
PubChem CID 5280892
Molecular Weight 336.47

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilitySoluble in water (0.8 mg/ml at 25.0° C), DMSO, DMF, ethanol, pH 7.2 PBS (0.8 mg/ml), 0.1M Na2CO3 (2 mg/ml), and dimethyl formamide.
Refractive Indexn20D1.51
Boil Point(°C)78° C

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