2,5-Dihydro-4-methyl-2,5-dioxo-3-furanpropanoic Acid - ≥97%(T) , CAS No.487-66-1

CAS: 487-66-1 Cat. No.: D154464 Molecular Weight: 184.15 Beilstein Registry Number: 18(5)8,532 EC Number: 679-873-0

GRADE & PURITY ≥97%(T)

Synonyms

3-Furanpropanoic acid, 2,5-dihydro-4-methyl-2,5-dioxo- | D3955 | AS-68989 | T70957 | 2-(2-Carboxyethyl)-3-methylmaleic | 3-(4-Methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoic acid | 3-(4-Methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoicacid | SCHEMBL733215

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

3-Furanpropanoic acid, 2, 5-dihydro-4-methyl-2, 5-dioxo- | D3955 | AS-68989 | T70957 | 2-(2-Carboxyethyl)-3-methylmaleic | 3-(4-Methyl-2, 5-dioxo-2, 5-dihydrofuran-3-yl)propanoic acid | 3-(4-Methyl-2, 5-dioxo-2, 5-dihydrofuran-3-yl)propanoicacid | SCHEMBL733215

Specifications & Purity

≥97%(T)

Storage

Room temperature

Shipped In

Normal

Purity

≥97%(T)

Names and Identifiers

• Pubchem Sid: 504766131
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766131
• Canonical Smiles: CC1=C(C(=O)OC1=O)CCC(=O)O
• IUPAC Name: 3-(4-methyl-2,5-dioxofuran-3-yl)propanoic acid
• InChIKey: FWBJLYXRIRBVQG-UHFFFAOYSA-N
• INCHI: 1S/C8H8O5/c1-4-5(2-3-6(9)10)8(12)13-7(4)11/h2-3H2,1H3,(H,9,10)
• Isomeric SMILES: CC1=C(C(=O)OC1=O)CCC(=O)O
• Molecular Weight: 184.15
• Beilstein: 18(5)8,532
• Reaxy-Rn: 161962
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=161962&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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive
• Melt Point(°C): 99 °C
• Molecular Weight: 184.150 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 184.037 Da
• Monoisotopic Mass: 184.037 Da
• Topological Polar Surface Area: 80.700 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 312.000
• 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. Ting Wang, Qiong Yin, Hao yang Huang, Zhenyu Wang, Haixing Song, Xiaoming Luo.  (2023)  Probiotic Escherichia coli Nissle 1917 propelled micro-robot with pH sensitivity for hypoxia targeted intestinal tumor therapy.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:36996630] [10.1016/j.colsurfb.2023.113277]

2. Ying Qian, Jiarong Mao, Xuejiao Leng, Ling Zhu, Xue Rui, Zhetong Jin, Houzhe Jiang, Heng Liu, Fengguang Zhang, Xiaolin Bi, Zhipeng Chen, Jingjing Wang.  (2022)  Co-delivery of proanthocyanidin and mitoxantrone induces synergistic immunogenic cell death to potentiate cancer immunotherapy.  Biomaterials Science,  10  (16): (4549-4560).  [PMID:35790120] [10.1039/D2BM00611A]