MiMeDB: Showing metabocard for 3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid (MMDBc0055351)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:49:50 UTC

Update Date

2025-10-07 16:09:04 UTC

Metabolite ID

MMDBc0055351

Metabolite Identification

Common Name

3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid

Description

3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid is a furan derivative and belongs to the class of organic acids. There is little literature available on this metabolite, indicating that it may not be extensively studied or characterized in biomedical contexts.

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C-1
HETATM    2  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.795   0.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.475  -0.886   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.260   1.096   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
CONECT    1    3    6                                                       
CONECT    2    4    5                                                       
CONECT    3    1    4    7                                                  
CONECT    4    2    3   13                                                  
CONECT    5    2    8    9                                                  
CONECT    6    1   10   13                                                  
CONECT    7    3   11   12                                                  
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    4    6                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate trianion	ChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate(3-)	ChEBI
3-Carboxy-2,5-dihydro-5-oxofuran-2-acetate	ChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acid trianion	Generator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acid(3-)	Generator
3-Carboxy-2,5-dihydro-5-oxofuran-2-acetic acid	Generator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acid	Generator

Molecular Formula

C₇H₃O₆

Average Mass

183.097

Monoisotopic Mass

182.994608556

IUPAC Name

5-(carboxymethyl)-2-oxo-2,3-dihydrofuran-3-ide-4-carboxylate

Traditional Name

5-(carboxymethyl)-2-oxo-3H-furan-3-ide-4-carboxylate

CAS Registry Number

Not Available

SMILES

[O-]C(=O)CC1=C([CH-]C(=O)O1)C([O-])=O

InChI Identifier

InChI=1S/C7H5O6/c8-5(9)2-4-3(7(11)12)1-6(10)13-4/h1H,2H2,(H,8,9)(H,11,12)/q-1/p-2

InChI Key

YTGSUEIQIFKYDP-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acids

Alternative Parents

Substituents

Furan-3-carboxylic acid
Furan-3-carboxylic acid or derivatives
Furoic acid
2-furanone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Dihydrofuran
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dicarboxylic acid anion (CHEBI:57976 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-0.97	ChemAxon
pKa (Strongest Acidic)	2.7	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	106.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.7 m³·mol⁻¹	ChemAxon
Polarizability	14.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26330990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

57976

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid (MMDBc0055351)

MOL for #<Metabolite:0x00007fadb847eab0>

3D MOL for #<Metabolite:0x00007fadb847eab0>

3D SDF for #<Metabolite:0x00007fadb847eab0>

3D-SDF for #<Metabolite:0x00007fadb847eab0>

PDB for #<Metabolite:0x00007fadb847eab0>

3D PDB for #<Metabolite:0x00007fadb847eab0>

SMILES for #<Metabolite:0x00007fadb847eab0>

INCHI for #<Metabolite:0x00007fadb847eab0>

Structure for #<Metabolite:0x00007fadb847eab0>

3D Structure for #<Metabolite:0x00007fadb847eab0>