MAHMA NONOate , CAS No.146724-86-9

CAS: 146724-86-9 Cat. No.: M753222 Molecular Weight: 204.27

Synonyms

NOC-9

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

NOC-9 is a diazeniumdiolate (NONOate) small molecule NO donor with a short NO release half-life of 1 min at 37°C and 3 min between 22 and 25°C. NOC-9 will deliver a quick burst of NO to the system, and is useful for investigation of the effect on cells and tissues of acute NO exposure. Both NOC-9 and NOC-18 are believed to prevent low density lipoprotein peroxidation by Cu|2+|, although the quicker release of NOC-9 displayed less effective protection against LDL peroxidation than NOC-18 (half-life 20 hr). NOC-9 has also been used to elucidate the bifunctional effect of NO on skeletal muscle Ca|2+|release channels. Oxidation of thiol moeities to form disulfide bonds across subunits of the Ca|2+|release channels leads to an increase in channel activity. Low concentrations of NO resulting from slow release from the donor or low concentration of the donor blocks this oxidation and attenuates channel activity. High concentrations of NO, provided in the report by the rapid release of NO from NOC-9, demonstrates oxidation of the thiols and an increase in Ca|2+|channel activity.

Specifications

Synonyms

NOC-9

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Product Properties

• pKa: pKa: 0.45 (Predicted), pKa: 10.76 (Predicted)

Names and Identifiers

• Pubchem Sid: 528765416
• Canonical Smiles: CNCCCCCCN(C)[N+](=NO)[O-]
• IUPAC Name: (Z)-hydroxyimino-[methyl-[6-(methylamino)hexyl]amino]-oxidoazanium
• InChIKey: KQHAZGURWZYZJG-BENRWUELSA-N
• INCHI: 1S/C8H20N4O2/c1-9-7-5-3-4-6-8-11(2)12(14)10-13/h9,13H,3-8H2,1-2H3/b12-10-
• Isomeric SMILES: CNCCCCCCN(C)/[N+](=N/O)/[O-]
• WGK Germany: 3
• RTECS: MO1355000
• Molecular Weight: 204.27
• Reaxy-Rn: 8143421
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8143421&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Amines
        • Level5 Secondary amines
          • Level6 Dialkylamines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Secondary amines
• Direct Parent: Dialkylamines
• Alternative Parents: Allyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Secondary aliphatic amine - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.
• 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

Chemical and Physical Properties

• Solubility: Soluble in water, and 0.1 N NaOH (≥ pH 10).
• Sensitivity: Light sensitive
• Refractive Index: n20D1.50 (Predicted)
• Boil Point(°C): 301.71° C at 760 mmHg (Predicted)
• Melt Point(°C): 106-107° C
• Molecular Weight: 204.270 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 204.159 Da
• Monoisotopic Mass: 204.159 Da
• Topological Polar Surface Area: 76.600 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 163.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1