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12(S)-HETE - ~100μg/mL in ethanol,98%, high purity , CAS No.54397-83-0, Agonist of BLT 2 receptor;Agonist of GPR31

  • Moligand™
  • ≥98%
  • 100μg/mL in ethanol
Item Number
H342782
Grouped product items
SKUSizeAvailabilityPrice Qty
H342782-10μg
10μg
In stock
$303.90
H342782-50μg
50μg
In stock
$1,063.90

a potent stimulator of smooth muscle cell migration

View related series
GPR31 Agonist

Basic Description

Synonyms12(S)-HETE|54397-83-0|12S-HETE|CHEBI:34146|(5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid|12-Hydroxyeicosatetraenoic acid|12(S)-Hydroxyeicosatetraenoic acid|WG8M7C9ALT|12-Hete|12-Hete, (S)-|12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic aci
Specifications & PurityMoligand™, ≥98%, 100μg/mL in ethanol
Biochemical and Physiological Mechanisms12(S)-HETE is a bioactive lipid implicated in angiogenesis, growth, and metastasic action in tumor cell lines and in animal models. Arachidonate 12-lipoxygenase (12-LOX) converts arachidonic acid to 12(S)-(HETE). Alteration in 12-LOX expression or activit
Storage TempProtected from light,Store at -20°C,Argon charged
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of BLT 2 receptor;Agonist of GPR31
Product Description

12(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(S)-HETE is a potent stimulator of smooth muscle cell and leukocyte migration. In addition, this metabolite can induce reversible endothelial cell retraction allowing tumor cell access to the subendothelial matrix, which is not activated by 12(R)-HETE . Furthermore, studies show that a potential use of this molecule could be in preferentially attracting eosinophils to tissue reactions associated with platelet activation.

Product Properties

pKapKa: 4.75

Associated Targets

GPR31 Tbio 12-(S)-hydroxy-5,8,10,14-eicosatetraenoic acid receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

LTB4R2 Tchem Leukotriene B4 receptor 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

OXER1 Tchem Oxoeicosanoid receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
INCHI InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChi Key ZNHVWPKMFKADKW-LQWMCKPYSA-N
Canonical SMILES CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O
Isomeric SMILES CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)O
WGK Germany 1
Alternate CAS 54397-83-0
PubChem CID 5283155
MeSH Entry Terms 12 S Hydroxyeicosatetraenoic Acid;12-HETE;12-Hydroxy-5,8,10,14-eicosatetraenoic Acid;12-R-HETE;12-S-HETE;12-S-Hydroxyeicosatetraenoic Acid;Acid, 12-S-Hydroxyeicosatetraenoic
Molecular Weight 320.47
Beilstein 2656104

Certificates

Certificate of Analysis(COA)

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7 results found

Lot NumberCertificate TypeDateItem
K2324433Certificate of AnalysisNov 07, 2023 H342782
K2324434Certificate of AnalysisNov 07, 2023 H342782
H2309392Certificate of AnalysisJul 25, 2023 H342782
H2309393Certificate of AnalysisJul 25, 2023 H342782
H2309431Certificate of AnalysisJul 25, 2023 H342782
H2309432Certificate of AnalysisJul 25, 2023 H342782
J2317015Certificate of AnalysisJul 25, 2023 H342782

Chemical and Physical Properties

SolubilitySoluble in DMSO, ethanol (1 mg/ml), DMF, PBS (pH 7.2) (~0.8 mg/ml), and 0.1M Na2CO3 (2 mg/ml).
SensitivityAir sensitive;light sensitive
Refractive Indexn20D1.51
Boil Point(°C)78° C

Safety and Hazards(GHS)

WGK Germany 1

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