8(S)-HETE - Moligand™,≥98%,100μg/ml in ethanol , Agonist of Peroxisome proliferator-activated receptor-α, CAS No.98462-03-4, Agonist of Peroxisome proliferator-activated receptor-α

CAS: 98462-03-4 Cat. No.: H342781 Molecular Weight: 320.47 EC Number: 633-689-7

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

Synonyms

NLUNAYAEIJYXRB-VYOQERLCSA-N | 8(S)-HETE | 8(S)-hydroxy-5(Z),9(E),11(Z),14(Z)-eicosatetraenoic acid | 8(S-hydroxy-(5Z, 9E, 11Z, 14Z)-eicosatetraenoic acid | 8(S)-Hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoic acid, ~100 mug/mL in ethanol, ~98% (HPLC) | GTPL2679

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

8(S)-HETE is a major lipoxygenase product in PMA-treated murine epidermis. It activates mouse keratinocyte protein kinase C with an IC50 of 100 µM. 8(S)-HETE also activates PPARα selectively at concentrations as low as 0.3 µM. Stereochemical assignment of the (S) enantiomer is based on comparison of chiral HPLC retention times to published results.

Specifications

Synonyms

NLUNAYAEIJYXRB-VYOQERLCSA-N | 8(S)-HETE | 8(S)-hydroxy-5(Z), 9(E), 11(Z), 14(Z)-eicosatetraenoic acid | 8(S-hydroxy-(5Z, 9E, 11Z, 14Z)-eicosatetraenoic acid | 8(S)-Hydroxy-(5Z, 9E, 11Z, 14Z)-eicosatetraenoic acid, ~100 mug/mL in ethanol, ~98% (HPLC) | GTPL2679

Specifications & Purity

Moligand™, ≥98%, 100μg/ml in ethanol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of Peroxisome proliferator-activated receptor-α

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC=CC=CC(CC=CCCCC(=O)O)O
• IUPAC Name: (5Z,8S,9E,11Z,14Z)-8-hydroxyicosa-5,9,11,14-tetraenoic acid
• InChIKey: NLUNAYAEIJYXRB-VYOQERLCSA-N
• INCHI: 1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,14-11-,16-13+/t19-/m1/s1
• Isomeric SMILES: CCCCC/C=C\C/C=C\C=C\[C@H](C/C=C\CCCC(=O)O)O
• WGK Germany: 3
• Molecular Weight: 320.47
• Reaxy-Rn: 29201509
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29201509&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: Hydroxyeicosatetraenoic acids
• Alternative Parents: Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hydroxyeicosatetraenoic acid - Long-chain fatty acid - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl 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)

PPARA Tclin Peroxisome proliferator-activated receptor alpha (1 Activities)

Discover Target: PPARA

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

Chemical and Physical Properties

• Solubility: Soluble in ethanol, and DMSO. Insoluble in water.
• Flash Point(°F): 57.2 °F
• Flash Point(°C): 14 °C
• Boil Point(°C): 78° C
• Molecular Weight: 320.500 g/mol
• XLogP3: 5.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 320.235 Da
• Monoisotopic Mass: 320.235 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 392.000
• 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