11-Dehydro-TXB2 - Moligand™,≥98%,a 500 µg/ml solution in methyl acetate , CAS No.67910-12-7

CAS: 67910-12-7 Cat. No.: D345918 Molecular Weight: 368.47 PubChem CID: 5280891

GRADE & PURITY Moligand™, ≥98%, a 500 µg/ml solution in methyl acetate

Synonyms

11-keto TXB2 | 11-dehydro TXB2 | 11-dehydro Thromboxane B2 | 9α,15S-dihydroxy-11-oxothromba-5Z,13E-dien-1-oic acid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

11-Dehydro-TXB2 is a long-lived prominent metabolite and product of infused thromboxane B2 (TXB2), the hydration product of biologically active TXA2, in the urine and blood of several species. It is a reliable parameter for measuring thromboxane production in vivo. It is also an appropriate analytical tool for the detection of the phasic release of TXA2 in human circulation that might occur from platelet activation syndromes. It can be detected using radioimmunoassay.

11-dehydro TXB, is supplied as a solution in methyl acetate. To change the solvent, simply evaporate the methyI acetate under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as ethanol, DMSO, and dimethyl formamide purged with an inert gas can be used. The solubility of 11-dehydro TXB, in these solvents is approximately 100, 25, 50 mg/ml, respectively.

Specifications

Synonyms

11-keto TXB2 | 11-dehydro TXB2 | 11-dehydro Thromboxane B2 | 9α, 15S-dihydroxy-11-oxothromba-5Z, 13E-dien-1-oic acid

Specifications & Purity

Moligand™, ≥98%, a 500 µg/ml solution in methyl acetate

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™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCC[C@H](O)/C=C/[C@H]1OC(C[C@H](O)[C@@H]1C/C=C\CCCC(O)=O)=O
• IUPAC Name: (Z)-7-[(2R,3S,4S)-4-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid
• InChIKey: KJYIVXDPWBUJBQ-UHHGALCXSA-N
• INCHI: 1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+/m0/s1
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC(=O)O1)O)C/C=C\CCCC(=O)O)O
• PubChem CID: 5280891
• Molecular Weight: 368.47

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: Thromboxanes
• Alternative Parents: Long-chain fatty acids Hydroxy fatty acids Heterocyclic fatty acids Delta valerolactones Unsaturated fatty acids Oxanes Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Thromboxane - Long-chain fatty acid - Delta valerolactone - Heterocyclic fatty acid - Hydroxy fatty acid - Delta_valerolactone - Unsaturated fatty acid - Oxane - Fatty acid - Dicarboxylic acid or derivatives - Secondary alcohol - Lactone - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Carboxylic acid - Hydrocarbon derivative - Alcohol - Carbonyl group - Organic oxygen compound - Organooxygen compound - Organic oxide - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as thromboxanes. These are eicosanoids structurally characterized by the presence of a 6-member ether containing ring.
• External Descriptors: Thromboxanes

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol
• Boil Point(°C): 57° C
• Molecular Weight: 368.500 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 368.22 Da
• Monoisotopic Mass: 368.22 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 485.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1