cis-Aconitic anhydride - ≥98% , CAS No.6318-55-4

CAS: 6318-55-4 Cat. No.: A304216 Molecular Weight: 156.09 EC Number: 228-663-3

GRADE & PURITY ≥98%

Synonyms

2-(2,5-dioxo-2,5-dihydrofuran-3-yl)acetic acid | 2-(2,5-dioxofuran-3-yl)acetic acid | (2,5-Dioxo-3-furyl)acetic acid | 1-Propene-1,2,3-tricarboxylic acid, cyclic 1,2-anhydride | 2,5-DIHYDRO-2,5-DIOXO-3-FURANACETIC ACID | cis-Aconitic acid anhydride | EINE

Storage

Store at 2-8°C,Argon charged,Desiccated

Shipped In

Wet ice

Specifications

Synonyms

2-(2, 5-dioxo-2, 5-dihydrofuran-3-yl)acetic acid | 2-(2, 5-dioxofuran-3-yl)acetic acid | (2, 5-Dioxo-3-furyl)acetic acid | 1-Propene-1, 2, 3-tricarboxylic acid, cyclic 1, 2-anhydride | 2, 5-DIHYDRO-2, 5-DIOXO-3-FURANACETIC ACID | cis-Aconitic acid anhydride | EINE

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged, Desiccated

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183671
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183671
• Canonical Smiles: C1=C(C(=O)OC1=O)CC(=O)O
• IUPAC Name: 2-(2,5-dioxofuran-3-yl)acetic acid
• InChIKey: GVJRTUUUJYMTNQ-UHFFFAOYSA-N
• INCHI: 1S/C6H4O5/c7-4(8)1-3-2-5(9)11-6(3)10/h2H,1H2,(H,7,8)
• Isomeric SMILES: C1=C(C(=O)OC1=O)CC(=O)O
• Molecular Weight: 156.09
• Reaxy-Rn: 127575
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=127575&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Tricarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Tricarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Tricarboxylic acids and derivatives
• Alternative Parents: Butenolides Carboxylic acid anhydrides Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Tricarboxylic acid or derivatives - 2-furanone - Dihydrofuran - Carboxylic acid anhydride - Oxacycle - Organoheterocyclic compound - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
• 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

• Sensitivity: Moisture sensitive
• Melt Point(°C): 75-78 °C
• Molecular Weight: 156.090 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 156.006 Da
• Monoisotopic Mass: 156.006 Da
• Topological Polar Surface Area: 80.700 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 262.000
• 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

References

1. Mengjun Zhang, Shasha Jing, Jie Zhang, Jiulong Zhang, Xinlong Zang, Mingxi Qiao, Xiuli Zhao, Haiyang Hu, Dawei Chen.  (2017)  Intracellular release of PluronicL64 unimers into MCF-7/ADR cells to overcome multidrug resistance by surface-modified PAMAM.  Journal of Materials Chemistry B,  5  (21): (3970-3981).  [PMID:32264258] [10.1039/C7TB00659D]

2. Zhoujiang Chen, Lianlin Long, Ji Wang, Mingli Jiang, Wei Li, Wenguo Cui, Liang Zou.  (2024)  Enhanced Tumor Site Accumulation and Therapeutic Efficacy of Extracellular Matrix-Drug Conjugates Targeting Tumor Cells.  Small,      [PMID:38829027] [10.1002/smll.202402040]

3. Songyan Guo, Youbei Qiao, Chaoli Wang, Yuming Zhang, Tiehong Yang, Hong Wu.  (2024)  Enzyme/pH-sensitive nanoparticles based on poly(β-L-malic acid) for drug delivery with enhanced endocytosis.  Journal of Materials Chemistry B,  12  (45): (11696-11707).  [PMID:39428822] [10.1039/D4TB01681E]

4. Lin Yang, Yongxiang Zeng, Na Wu, Wei Wu, Liang Chen, Li Zhu.  (2025)  A pH-responsive prodrug biomimetic nanoplatform based on cis-aconitic anhydride-modified methotrexate for targeting therapy of oral squamous cell carcinoma.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.170412]