(±)18-HETE - Moligand™, A solution in ethanol , CAS No.133268-58-3

CAS: 133268-58-3 Cat. No.: H345921 Molecular Weight: 320.5 PubChem CID: 6442778

GRADE & PURITY Moligand™, A solution in ethanol

Synonyms

DTXSID50928028 | (??)18-HETE | CHEBI:63579 | DTXSID30424154 | (5Z,8Z,11Z,14Z)-18-hydroxyicosa-5,8,11,14-tetraenoate | (+/-)18-HETE | (5Z,8Z,11Z,14Z)-18-hydroxy-5,8,11,14-icosatetraenoic acid | (Z,Z,Z,Z)-18-hydroxy-5,8,11,14-eicosatetraenoic acid | 18-Hydr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(±)18-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid. When formed by the CYP2E1 isoform, 18-HETE is comprised 100% of the (R) isomer. It stimulates vasodilation of the rabbit kidney, in a dose dependent manner, where 18(S)-HETE does not affect perfusion pressure. 18-HETE has negligible effects on ATPase activity. At 1 μM (±)18-HETE has shown to completely blocks 20-HETE-induced vasoconstriction of renal arterioles.

Specifications

Synonyms

DTXSID50928028 | (??)18-HETE | CHEBI:63579 | DTXSID30424154 | (5Z, 8Z, 11Z, 14Z)-18-hydroxyicosa-5, 8, 11, 14-tetraenoate | (+/-)18-HETE | (5Z, 8Z, 11Z, 14Z)-18-hydroxy-5, 8, 11, 14-icosatetraenoic acid | (Z, Z, Z, Z)-18-hydroxy-5, 8, 11, 14-eicosatetraenoic acid | 18-Hydr

Specifications & Purity

Moligand™, A solution 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™

Names and Identifiers

• Canonical Smiles: CCC(CCC=CCC=CCC=CCC=CCCCC(=O)O)O
• IUPAC Name: (5Z,8Z,11Z,14Z)-18-hydroxyicosa-5,8,11,14-tetraenoic acid
• InChIKey: PPCHNRUZQWLEMF-XBOCNYGYSA-N
• INCHI: 1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)/b6-4-,7-5-,12-10-,13-11-
• Isomeric SMILES: CCC(CC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O
• PubChem CID: 6442778
• UN Number: 1170
• Packing Group: II
• Molecular Weight: 320.5

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

Chemical and Physical Properties

• Molecular Weight: 320.500 g/mol
• XLogP3: 4.800
• 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: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1