Dihydroxyfumaric acid hydrate - 10mM in DMSO , CAS No.199926-38-0

CAS: 199926-38-0 Cat. No.: D422432 Molecular Weight: 148.07 (anhydrous basis)

GRADE & PURITY 10mM in DMSO

Synonyms

Dihydroxyfumaric acid hydrate|199926-38-0|(E)-2,3-Dihydroxybut-2-enedioic acid;hydrate|(2E)-2,3-Dihydroxy-2-butenedioic Acid Hydrate (1:?)|Dihydroxyfumaric acid (hydrate)|2,3-Dihydroxyfumaricacidhydrate|SCHEMBL2494050|SCHEMBL2494054|DTXSID201036030|2,3-Di

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Dihydroxyfumaric acid is a known generator of superoxide anions and by hydroxyl free radicals. Dihydroxyfumarate exposure can cause insulin inhibitory effects. It can spontaneously convert to hydroxypyruvate or to oxaloglycolate；

Specifications

Synonyms

Dihydroxyfumaric acid hydrate | 199926-38-0 | (E)-2, 3-Dihydroxybut-2-enedioic acid;hydrate | (2E)-2, 3-Dihydroxy-2-butenedioic Acid Hydrate (1:?) | Dihydroxyfumaric acid (hydrate) | 2, 3-Dihydroxyfumaricacidhydrate | SCHEMBL2494050 | SCHEMBL2494054 | DTXSID201036030 | 2, 3-Di

Specifications & Purity

10mM in DMSO

Storage

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.

Names and Identifiers

• Canonical Smiles: C(=C(C(=O)O)O)(C(=O)O)O.O
• IUPAC Name: (E)-2,3-dihydroxybut-2-enedioic acid;hydrate
• InChIKey: DDYHTXQJGPQZGN-TYYBGVCCSA-N
• INCHI: 1S/C4H4O6.H2O/c5-1(3(7)8)2(6)4(9)10;/h5-6H,(H,7,8)(H,9,10);1H2/b2-1+
• Isomeric SMILES: C(=C(/C(=O)O)\O)(\C(=O)O)/O.O
• WGK Germany: 3
• Alternate CAS: 133-38-0
• Molecular Weight: 148.07 (anhydrous basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxy fatty acids
• Alternative Parents: Unsaturated fatty acids Dicarboxylic acids and derivatives Vinylogous acids Enediols Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hydroxy fatty acid - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Vinylogous acid - Enediol - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
• 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

• Melt Point(°C): 156°C
• Molecular Weight: 166.090 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 166.011 Da
• Monoisotopic Mass: 166.011 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 180.000
• 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: 2

XLogP3

References

1. Min Zhou, Wei Wu, Hong Pu, Feng Chen, Chaofan Yi, Yuande Long.  (2024)  A drug–excipient interaction impurity of bromhexine hydrochloride injection: Structure and formation mechanism elucidation.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:38850847] [10.1016/j.jpba.2024.116256]