DDMS - Moligand™, ≥98% , CAS No.206052-03-1

CAS: 206052-03-1 Cat. No.: D344397 Formula: C₁₃H₂₃Br₂NO₃S Molecular Weight: 433.2

GRADE & PURITY Moligand™, ≥98%

Synonyms

11-Dodecenamide, 12,12-dibromo-N-(methylsulfonyl)-|12,12-Dibromo-N-(methylsulfonyl)-11-dodecenamide|dibromo-dodecenyl-methylsulfimide|12,12-dibromo-N-methylsulfonyldodec-11-enamide

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DDMS is a mechanism-based, irreversible inhibitor that has about 10-fold selectivity for the CYP4A11 (CYP450 4A2) enzyme which predominantly synthesizes 20-HETE in the mammalian kidney. DDMS administration in whole anesthetized rats (10 mg/kg) largely ablates the hypotension and vasodilation induced by nitric oxide donors such as NONOates. Biosynthesis of 20-HETE from arachidonic acid by the CYP4A11 (cytochrome P450 4A) isoforms is an important component of vascular homeostasis, especially in renal circulation.

Specifications

Synonyms

11-Dodecenamide, 12,12-dibromo-N-(methylsulfonyl)- | 12,12-Dibromo-N-(methylsulfonyl)-11-dodecenamide | dibromo-dodecenyl-methylsulfimide | 12,12-dibromo-N-methylsulfonyldodec-11-enamide

Specifications & Purity

Moligand™, ≥98%

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

INHIBITOR

Purity

≥98%

Product Properties

pKa

pKa: 4.69 (Predicted)

Names and Identifiers

Canonical Smiles

CS(=O)(=O)NC(=O)CCCCCCCCCC=C(Br)Br

IUPAC Name

12,12-dibromo-N-methylsulfonyldodec-11-enamide

InChIKey

BDCZFOHEQGRTBW-UHFFFAOYSA-N

INCHI

1S/C13H23Br2NO3S/c1-20(18,19)16-13(17)11-9-7-5-3-2-4-6-8-10-12(14)15/h10H,2-9,11H2,1H3,(H,16,17)

Isomeric SMILES

CS(=O)(=O)NC(=O)CCCCCCCCCC=C(Br)Br

Molecular Weight

433.2

Reaxy-Rn

9145215

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9145215&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic sulfonic acids and derivatives
      • Subclass Organosulfonic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic sulfonic acids and derivatives
• Subclass: Organosulfonic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Organosulfonic acids and derivatives
• Alternative Parents: Aminosulfonyl compounds Ketene acetals Vinyl bromides Carboxylic acids and derivatives Bromoalkenes Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Ketene acetal or derivatives - Carboxylic acid derivative - Vinyl bromide - Vinyl halide - Haloalkene - Bromoalkene - Organic oxide - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organobromide - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organohalogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organosulfonic acids and derivatives. These are compounds containing a sulfonic acid or derivative, with the general structure RS(=O)2X (R=alkyl, aryl; X=any heteroatom).
• External Descriptors: Not available

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 water (0.5 mg/ml at 25.0° C), ethanol (~20 mg/ml), DMSO (~20 mg/ml), DMF (~20 mg/ml), and 1: 10 solution of DMF: PBS (pH 7.2) (0.5 mg/ml).
• Refractive Index: n20D1.53 (Predicted)
• Molecular Weight: 433.200 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 432.974 Da
• Monoisotopic Mass: 430.977 Da
• Topological Polar Surface Area: 71.600 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 398.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1