5(S)-HPETE - Moligand™, A solution 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.: H708350 Summenformel: C₂₀H₃₂O₄ Molekulargewicht: 336.47

GRADE & PURITY Moligand™, A solution in ethanol

Synonyms

5S-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

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

Synonyme

5S-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid

Spezifikationen & Reinheit

Moligand™, A solution in ethanol

Storage

Protected from light,Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

ACTIVATOR, AGONIST

Mechanismus der Wirkung

Agonist of OXE receptor;Activator of TRPV1

Namen und Kennungen

Kanonisches Lächeln

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

Isomere SMILES

CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)O)OO

Molekulargewicht

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
    • Klasse Fatty Acyls
      • Subclass Eicosanoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: 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
• Beschreibung: 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

Zugehörige Ziele (menschlich)

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in ethanol
• Empfindlichkeit: Air and light sensitive
• Siedepunkt (°C): 78° C
• Molekulargewicht: 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