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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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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
Synonyms | UNII-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 |
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Specifications & Purity | Moligand™, ≥98%, 50 μg/ml in ethanol |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | ACTIVATOR |
Mechanism of action | Activator 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. |
Ki Data | Endogenous TRPV1: Ki= 0.35 μM |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid |
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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 |
PubChem CID | 5280892 |
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ChEBI | CHEBI:15626 |
CAS Registry No. | 71774-10-2 |
ChEMBL Ligand | CHEMBL1447811 |
GPCRdb Ligand | 12S-HPETE |
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Solubility | Soluble 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. |
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Refractive Index | n20D1.51 |
Boil Point(°C) | 78° C |