5(S)-HPETE - Moligand™, 100 ug/mL in ethanol , Agonist of OXE receptor;Activator of TRPV1, CAS No.71774-08-8, Agonist of OXE receptor;Activator of TRPV1

CAS: 71774-08-8 Cat. No.: H342777 Molecular Weight: 336.47

GRADE & PURITY Moligand™, 100 ug/mL in ethanol

Synonyms

5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid | 5(S)-HPETE | IDI1_033915 | (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid | SR-01000946955 | 5(S)-HpETE Lipid Maps(R) MS Standard | 6,8,11,14-Eicosatetraenoicacid, 5-hydroperoxy-, (5

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

5(S)-HPETE is a monohydroperoxy polyunsaturated fatty acid produced by 5-lipoxygenase metabolism of arachidonic acid and a biosynthetic precursor to leukotrienes. 5(S)-HPETE is described to induce c-fos without inducing c-jun in TA1 cells, suggesting that c-fos induction by TNF may be HPETE-mediated. 5(S)-HPETE is also described to modulate histamine release from human basophils.

Specifications

Synonyms

5(S)-hydroxyperoxy-6E, 8Z, 11Z, 14Z-icosatetraenoic acid | 5(S)-HPETE | IDI1_033915 | (5S, 6E, 8Z, 11Z, 14Z)-5-hydroperoxyicosa-6, 8, 11, 14-tetraenoic acid | SR-01000946955 | 5(S)-HpETE Lipid Maps(R) MS Standard | 6, 8, 11, 14-Eicosatetraenoicacid, 5-hydroperoxy-, (5

Specifications & Purity

Moligand™, 100 ug/mL in ethanol

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ACTIVATOR, AGONIST

Mechanism of action

Agonist of OXE receptor;Activator of TRPV1

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC=CCC=CC=CC(CCCC(=O)O)OO
• IUPAC Name: (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid
• InChIKey: JNUUNUQHXIOFDA-JGKLHWIESA-N
• INCHI: 1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)O)OO
• Molecular Weight: 336.47
• Reaxy-Rn: 8431133
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8431133&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: 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
• Description: 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

Associated Targets(Human)

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)

OXER1 Tchem Oxoeicosanoid receptor 1 (1 Activities)

Discover Target: OXER1

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

MGST2 Tbio Microsomal glutathione S-transferase 2 (3 Activities)

Discover Target: MGST2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol
• Sensitivity: Air and light sensitive
• Boil Point(°C): 78° C
• Molecular Weight: 336.500 g/mol
• XLogP3: 5.300
• 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