Glutaconic acid - ≥97%(HPLC), used for Glutaconic acid has been used in the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA. It may be used in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PC

CAS: 1724-02-3 Cat. No.: G167880 Formula: C₅H₆O₄ Peso molecolare: 130.1 Beilstein Registry Number: 1759560

GRADE & PURITY ≥97%(HPLC)

Synonyms

HMS1786D22 | 1-Propene-1,3-dicarboxylic acid | Pentenedioate | MFCD00002784 | bmse000435 | trans-Glutaconate | (E)-2-Pentenedioic acid | GLUTACONATE | A868340 | CHEBI:15670 | CHEBI:24309 | SCHEMBL12230 | C02214 | A811411 | (2E)-2-Pentenedioic acid | F2136

Storage

Store at 2-8°C

Shipped In

Wet ice

Panoramica

Glutaconic acid, also known as 2-pentenedioic acid, is an unsaturated dicarboxylic acid. It is formed as one of the degradation products during the partial wet oxidation (PWO) of alkali lignin. The analysis of its crystal structure indicates that the compound exists predominantly in the trans-conformation. The geometric bond lengths and bond angles of glutaconic acid have been obtained using Hartree–Fock (HF), density functional calculations and IR spectral data.

Specifications

Sinonimi

HMS1786D22 | 1-Propene-1,3-dicarboxylic acid | Pentenedioate | MFCD00002784 | bmse000435 | trans-Glutaconate | (E)-2-Pentenedioic acid | GLUTACONATE | A868340 | CHEBI:15670 | CHEBI:24309 | SCHEMBL12230 | C02214 | A811411 | (2E)-2-Pentenedioic acid | F2136

Specifiche e purezza

≥97%(HPLC)

Applicazione

Glutaconic acid has been used in the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA. It may be used in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PCl5).

Condizioni di conservazione di stoccaggio

Store at 2-8°C

Spedito in

Wet ice

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Purezza

≥97%(HPLC)

Nomi e identificatori

• Sorrisi canonici: C(C=CC(=O)O)C(=O)O
• IUPAC Name: (E)-pent-2-enedioic acid
• InChIKey: XVOUMQNXTGKGMA-OWOJBTEDSA-N
• INCHI: 1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+
• Isomeri SMILES: C(/C=C/C(=O)O)C(=O)O
• WGK Germania: 3
• Peso molecolare: 130.1
• Beilstein: 1759560
• Reaxy-Rn: 1759560
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1759560&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Unsaturated fatty acids Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acyl - Fatty acid - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• External Descriptors: Dicarboxylic acids

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

Meccanismi d'azione

Proprietà chimiche e fisiche

• Peso molecolare: 130.100 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 130.027 Da
• Monoisotopic Mass: 130.027 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 147.000
• 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

Riferimenti

1. Mengyu Dou, Yan Qiao, Xu Hu, Hengyang Miao, Ligong Zhou, Xuekuan Li, Xianglin Hou, Yingxiong Wang, Mingxing Tang.  (2023)  Gradient porous biochar materials with high specific surface area as supports for Pd/C catalysts for efficient maleic acid hydrogenation.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2023.113218]

2. Wenhao Hou, Qian Xu, Yuqing Niu, Yaqi Liu, Yun Ju, Jing He, Jie Jiang, Lina Qiao, Hongbin Xie, Hong Zhang.  (2026)  Regulating CO and CC reduction by positively charged ions in water microdroplets.  Journal of Environmental Chemical Engineering,  14  (1): (121009).  [PMID:] [10.1016/j.jece.2025.121009]

3. Weiwei Yu, Ruya Sun, Xiaoyang Lu, Qiqi Deng, Heng Zhang, Sheng Chen, Siqi Dai, Tianyi Hu, Xiangyuan Li, Yidong Yang, Lihao Chen, Zhexu Chi, Jian Zhang, Siwen Zhang, Yiyi Zhu, Dehang Yang, Qianzhou Yu, Zhen Wang, Quanquan Wang, Fan Yang, Qian Xiao, Kefeng Ding, Di Wang.  (2026)  Dynamic regulation of lysine and arginine metabolism promotes immune evasion by limiting T cell function in cancer.  Science Immunology,  11  (121):   [PMID:42497246] [10.1126/sciimmunol.aeb7315]