12(S)-HPETE - Moligand™,≥98%,100 μg/ml in ethanol , Activator of TRPV1, CAS No.71774-10-2, Activator of TRPV1

CAS: 71774-10-2 Cat. No.: H336047 Formula: C₂₀H₃₂O₄ Peso molecolare: 336.47

GRADE & PURITY Moligand™, ≥98%, 100 μg/ml in ethanol

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

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Panoramica

12(S)-HPETE is a monoperoxide hydrogenated polyunsaturated fatty acid produced by the action of platelet or leukocyte 12-lipoxygenase (12-LO) on arachidonic acid. It can activate leukocyte 5-LO in human blood, thereby synthesizing 5(S)-HETE, leukotriene B4, and 5(S),12(S)-DiHETE. Rat lungs metabolize 12(S)-HpETE into 8,11,12- and 10,11,12-trihydroxyphyllotrienoic acids. 12(S)-HpETE is a mediator of various biological functions, including inducing c-fos and c-jun, activating AP-1, and endothelium-dependent vasoconstriction. It mediates the inhibitory synaptic response of pyramidal sensory neurons to FMRF-amide and is a potent selective inhibitor of Ca2+/calmodulin-dependent protein kinase II in the rat cerebral cortex. It can also inhibit thromboxane synthase and platelet aggregation by activating guanylate cyclase.

Specifications

Sinonimi

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

Specifiche e purezza

Moligand™,≥98%,100 μg/ml in ethanol

Meccanismi biochimici e fisiologici

12(S)-HPETE is a 12-hydroxyeicosatetraenoic acid. 12(S)-HPETE has the function of regulating vascular tone. 12(S)-HPETE induces the expression of c-Fos and c-Jun protein and increases activating protein 1 (AP-1) activity in vascular smooth muscle cells.12

Condizioni di conservazione di stoccaggio

Store at -80°C

Spedito in

Dry ice packs + Cold packs

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

Tipo di azione

ACTIVATOR

Meccanismo d'azione

Activator of TRPV1

Purezza

≥98%

Proprietà del prodotto

• Dati Ki: Endogenous TRPV1: Ki= 0.35 μM

Nomi e identificatori

• Sorrisi canonici: CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)OO
• IUPAC Name: (5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
• InChIKey: ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
• 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
• Isomeri SMILES: CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)OO
• Peso molecolare: 336.47
• Reaxy-Rn: 27577755
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27577755&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Fatty Acyls
      • Subclass Eicosanoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Fatty Acyls
• Subclass: Eicosanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroperoxyeicosatetraenoic acids
• Alternative Parents: Long-chain fatty acids Hydroperoxy fatty acids Unsaturated fatty acids Allylic hydroperoxides Peroxols Monocarboxylic acids and derivatives Carboxylic acids Alkyl hydroperoxides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hydroperoxyeicosatetraenoic acid - Long-chain fatty acid - Hydroperoxy fatty acid - Fatty acid - Unsaturated fatty acid - Allylic hydroperoxide - Hydroperoxide - Carboxylic acid derivative - Alkyl hydroperoxide - Carboxylic acid - Peroxol - Monocarboxylic acid or derivatives - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aliphatic acyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds.
• External Descriptors: Hydroxy/hydroperoxyeicosatetraenoic acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Obiettivi associati (umani)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (1 Activities)

Discover Target: TRPV1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: 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.
• Indice di rifrazione: n20D1.51
• Punto di ebollizione (°C): 78° C
• Peso molecolare: 336.500 g/mol
• XLogP3: 5.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 336.23 Da
• Monoisotopic Mass: 336.23 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 408.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1

Domande frequenti

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 71774-10-2, the molecular formula is C20H32O4, and the molecular weight is 336.47 g/mol. InChIKey ZIOZYRSDNLNNNJ-LQWMCKPYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.