MiMeDB: Showing metabocard for 2,3-Dimethylsuccinate (MMDBc0000733)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:47 UTC

Update Date

2025-10-07 16:04:14 UTC

Metabolite ID

MMDBc0000733

Metabolite Identification

Common Name

2,3-Dimethylsuccinate

Description

2,3-Dimethylsuccinate is a dicarboxylic acid derivative belonging to the class of metabolites. Its chemical structure features two methyl groups attached to the succinate backbone, influencing its interactions in various biochemical pathways. This compound has been identified as an inhibitor of basolateral dicarboxylate transport, affecting the uptake of succinate and citrate in cellular systems (PMID:36087010 , PMID:24652587 ). Additionally, 2,3-dimethylsuccinate plays a role in the formation of transition metal frameworks, where its isomers contribute to structural diversity and impact the exfoliation and magnetic properties of hybrid materials (PMID:23030279 ). The ligand's conformation is crucial, as it determines whether two-dimensional covalently bonded layers or three-dimensional structures are formed (PMID:23030279 ). Furthermore, 2,3-dimethylsuccinate has been shown to elicit inward currents in specific ion transport studies, indicating its potential interaction with transport proteins (PMID:15561973 ). Its affinity for the NaDC-3 transporter highlights its relevance in metabolic processes, as it competes with other substrates, thereby influencing transport dynamics (PMID:15944208 , PMID:12397032 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3-Dimethylsuccinate	ChEBI
2,3-Dimethylsuccinic acid dianion	ChEBI
2,3-Dimethylsuccinic acid	Generator
2,3-Dimethylsuccinate dianion	Generator
2,3-Dimethylsuccinic acid(2-)	Generator
2,3-Dimethylbutanedioic acid	Generator

Molecular Formula

C₆H₈O₄

Average Mass

144.127

Monoisotopic Mass

144.043355897

IUPAC Name

2,3-dimethylbutanedioate

Traditional Name

2,3-dimethylbutanedioate

CAS Registry Number

Not Available

SMILES

CC(C(C)C([O-])=O)C([O-])=O

InChI Identifier

InChI=1S/C6H10O4/c1-3(5(7)8)4(2)6(9)10/h3-4H,1-2H3,(H,7,8)(H,9,10)/p-2

InChI Key

KLZYRCVPDWTZLH-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid salt
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	44.5 g/L	ALOGPS
logP	0.37	ALOGPS
logP	0.69	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	80.26 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.36 m³·mol⁻¹	ChemAxon
Polarizability	12.96 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum

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

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

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
Bacteria/Eubacteria	Bacteroidetes	1	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Firmicutes	2		Indirect association between microbiota composition and metabolites measured in host biospecimen

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

HMDB0240327

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11207918

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22173943

PDB ID

Not Available

ChEBI ID

191384

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for 2,3-Dimethylsuccinate (MMDBc0000733)

MOL for #<Metabolite:0x00007fb4d564f848>

3D MOL for #<Metabolite:0x00007fb4d564f848>

3D SDF for #<Metabolite:0x00007fb4d564f848>

3D-SDF for #<Metabolite:0x00007fb4d564f848>

PDB for #<Metabolite:0x00007fb4d564f848>

3D PDB for #<Metabolite:0x00007fb4d564f848>

SMILES for #<Metabolite:0x00007fb4d564f848>

INCHI for #<Metabolite:0x00007fb4d564f848>

Structure for #<Metabolite:0x00007fb4d564f848>

3D Structure for #<Metabolite:0x00007fb4d564f848>