Methylglyoxal - Moligand™, 40% solution , CAS No.78-98-8

CAS: 78-98-8 Cat. No.: M109035 Formula: C₃H₄O₂ Molecular Weight: 72.06 Beilstein Registry Number: 906750 EC Number: 201-164-8

GRADE & PURITY Moligand™, 40% solution

Synonyms

Glyoxal, methyl | Propanolone | acetylformaldehyde | 2-Oxopropanal | pyruvaldehyde | pyruvic aldehyde | METHYL GLYOXAL | Acetylformyl | methylglyoxal | Pyroracemic aldehyde | Propanedione | 2-Ketopropionaldehyde | 2-Oxopropionaldehyde | Propanal, 2-oxo-

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Methylglyoxal (MG) is a glucose metabolite, which is linked to peripheral neuropathy and pain in diabetic patients. It enhances intracellular calcium in sensory neurons and produces behavioral nociception. Methylglyoxal has antibacterial property. MG functions as a protein-glycating agent and precursor of advanced glycation end products. It impairs diabetic wound healing.

Methylglyoxal solution has been used:to assess glyoxalase 1 (GLO1) enzymatic activity；as an advanced glycation end (AGE) forming agent for the preparation of albumin in vitro；to regulate anxiety like behavior in mice；to induce peritoneal fibrosis in rats；to study the chromatographic retention characteristics of organic chemicals and metal DNA adducts；for intraplantar injection in mice to investigate peripheral and central components of methylglyoxal (MG)-transient receptor potential ankyrin 1 (TRPA1)-adenylyl cyclase 1 isoform (AC1) pathway.Pyruvic aldehyde is used in the synthesis and cytotoxicity evaluation of N-terminal analogues of tubulysin-U an antimitotic compound. Also used in the synthesis of imidazoles as potent calcitonin gene-related CGRP antagonists.

Specifications

Synonyms

Glyoxal, methyl | Propanolone | acetylformaldehyde | 2-Oxopropanal | pyruvaldehyde | pyruvic aldehyde | METHYL GLYOXAL | Acetylformyl | methylglyoxal | Pyroracemic aldehyde | Propanedione | 2-Ketopropionaldehyde | 2-Oxopropionaldehyde | Propanal, 2-oxo-

Specifications & Purity

Moligand™, 40% solution

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

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

Grade

Moligand™

Names and Identifiers

Pubchem Sid

508811716

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508811716

Canonical Smiles

CC(=O)C=O

IUPAC Name

2-oxopropanal

InChIKey

AIJULSRZWUXGPQ-UHFFFAOYSA-N

INCHI

1S/C3H4O2/c1-3(5)2-4/h2H,1H3

Isomeric SMILES

CC(=O)C=O

WGK Germany

3

UN Number

1993

Packing Group

I

Molecular Weight

72.06

Beilstein

906750

Reaxy-Rn

906750

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=906750&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Aldehydes
          • Level6 Alpha ketoaldehydes

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Aldehydes
• Direct Parent: Alpha ketoaldehydes
• Alternative Parents: Ketones Short-chain aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-ketoaldehyde - Ketone - Organic oxide - Hydrocarbon derivative - Short-chain aldehyde - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
• External Descriptors: a ketoaldehyde

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

Associated Targets(Human)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (0 Activities)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FBP1 Tchem Fructose-1,6-bisphosphatase (1199 Activities)

Discover Target: FBP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, water.
• Sensitivity: Moisture & air sensitive.
• Refractive Index: 1.4209
• Boil Point(°C): 72°C
• Melt Point(°C): 25°C
• Molecular Weight: 72.060 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 72.0211 Da
• Monoisotopic Mass: 72.0211 Da
• Topological Polar Surface Area: 34.100 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 55.900
• 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