Leukotriene B4 - analytical standard, Moligand™, ≥95%, ~100 µg/ml in ethanol , CAS No.71160-24-2

CAS: 71160-24-2 Cat. No.: L759260 Molecular Weight: 336.47

GRADE & PURITY Analytical standard, Moligand™, ≥95%, ~100 µg/ml in ethanol

Synonyms

(5S,6Z,8E,10E,12R,14Z)-5,12-Dihydroxyicosa-6,8,10,14-tetraenoicacid | （5S，6Z，8E，10E，12R，14Z）-5,12-Dihydroxyicosa-6,8,10,14-tetraenoicacid | 5,12-Dihydroxyicosa-6,8,10,14-Tetraenoic Acid | (6Z,8E,10E,14Z)-(5S,12R)-5,12-Dihydroxyicosa-6,8,10,14-Tetraenoate

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

LTB is a dihydroxy fatty acid derived from arachidonic acid through the 5-lipoxygenase pathway.1-3 itpromotes a number of leukocyte functions, including, aggregation, stimulation of ion fluxes, enhancementof lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis. in subnanomolarranges (3.9 x 10-10 M), LTB, causes chemotaxis and chemokinesis in human polymorphonuclear leukocytes.At higher concentrations, (1.0 x 10-7 ), LTB, leads to neutrophil aggregation and degranulation as well assuperoxide anion production.

Specifications

Synonyms

(5S, 6Z, 8E, 10E, 12R, 14Z)-5, 12-Dihydroxyicosa-6, 8, 10, 14-tetraenoicacid | （5S，6Z，8E，10E，12R，14Z）-5, 12-Dihydroxyicosa-6, 8, 10, 14-tetraenoicacid | 5, 12-Dihydroxyicosa-6, 8, 10, 14-Tetraenoic Acid | (6Z, 8E, 10E, 14Z)-(5S, 12R)-5, 12-Dihydroxyicosa-6, 8, 10, 14-Tetraenoate

Specifications & Purity

analytical standard, Moligand™, ≥95%, ~100 µg/ml in ethanol

Biochemical and Physiological Mechanisms

Potent chemoattractant (EC 50 = 300 nM). Also acts as a leukotriene B 4 , BLT 1 and BLT 2 receptor agonist (K d values are 1.2 and 23 nM, respectively). A lipid derivative of arachidonic acid. Proinflammatory mediator in vivo .

Storage

Protected from light, 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

Analytical standard, Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -80°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC(C=CC=CC=CC(CCCC(=O)O)O)O
• IUPAC Name: (5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
• InChIKey: VNYSSYRCGWBHLG-AMOLWHMGSA-N
• INCHI: 1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1
• Isomeric SMILES: CCCCC/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O
• Molecular Weight: 336.47
• Reaxy-Rn: 14529478
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14529478&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: Leukotrienes
• Alternative Parents: Hydroxyeicosatetraenoic acids 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: Leukotriene - Hydroxyeicosatetraenoic acid - Long-chain fatty acid - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.
• External Descriptors: Leukotrienes

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

• Solubility: DMF: 50 mg/ml；DMSO: 50 mg/ml；Ethanol: 50 mg/ml；PBS pH 7.2: 1 mg/ml
• Sensitivity: light sensitive
• Molecular Weight: 336.500 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 336.23 Da
• Monoisotopic Mass: 336.23 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 421.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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