MiMeDB: Showing metabocard for (S,S)-tartrate (MMDBc0055051)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:40:48 UTC

Update Date

2025-10-07 16:08:53 UTC

Metabolite ID

MMDBc0055051

Metabolite Identification

Common Name

(S,S)-tartrate

Description

(S,S)-tartrate is a dicarboxylic acid and a member of the tartrate chemical class. It features a central carbon backbone with two hydroxyl groups and two carboxyl groups, which contribute to its chiral nature and biological activity. This compound plays a role in various metabolic pathways, particularly in microbial metabolism. For instance, the enzyme FH from Methanocaldococcus jannaschii specifically utilizes (S)-malate and (S,S)-tartrate as substrates, highlighting its importance in the organism's metabolic processes. In contrast, the structurally related enzyme L-TTD from Escherichia coli shows specificity for (R)-malate and (R,R)-tartrate, indicating a divergence in substrate preference among different species. This specificity underscores the role of (S,S)-tartrate in biochemical pathways, particularly in the context of microbial energy production and carbon metabolism. The unique structural features of (S,S)-tartrate not only facilitate its interaction with specific enzymes but also reflect its potential significance in the broader context of metabolic networks. (PMID:37695939 )

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       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.874   2.310   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.541   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O-1
HETATM   11  H   UNK     0       2.874  -0.770   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0       1.540   1.540   0.000  0.00  0.00           H+0
CONECT    1    2    3    5   11                                             
CONECT    2    1    4    6   12                                             
CONECT    3    1    7    8                                                  
CONECT    4    2    9   10                                                  
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    4                                                            
CONECT   11    1                                                            
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Value	Source
(2S,3S)-2,3-Dihydroxysuccinate	ChEBI
(2S,3S)-Tartrate	ChEBI
(S,S)-Tartrate	ChEBI
D-Threarate	ChEBI
(2S,3S)-2,3-Dihydroxysuccinic acid	Generator
(2S,3S)-Tartric acid	Generator
(S,S)-Tartric acid	Generator
D-Threaric acid	Generator
(-)-Tartric acid	Generator

Molecular Formula

C₄H₄O₆

Average Mass

148.071

Monoisotopic Mass

148.001885009

IUPAC Name

(2S,3S)-2,3-dihydroxybutanedioate

Traditional Name

(-)-tartrate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(C([O-])=O)[C@]([H])(O)C([O-])=O

InChI Identifier

InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m0/s1

InChI Key

FEWJPZIEWOKRBE-LWMBPPNESA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Short-chain hydroxy acid
Fatty acid
Dicarboxylic acid or derivatives
Monosaccharide
1,2-diol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tartrate(2-) (CHEBI:30927 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-1.8	ChemAxon
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.72 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.89 m³·mol⁻¹	ChemAxon
Polarizability	10.77 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

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
Bacteria	Proteobacteria	1
Bacteria/Eubacteria	Proteobacteria	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

4573872

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5460284

PDB ID

Not Available

ChEBI ID

30927

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 (S,S)-tartrate (MMDBc0055051)

MOL for #<Metabolite:0x00007faddcc3e498>

3D MOL for #<Metabolite:0x00007faddcc3e498>

3D SDF for #<Metabolite:0x00007faddcc3e498>

3D-SDF for #<Metabolite:0x00007faddcc3e498>

PDB for #<Metabolite:0x00007faddcc3e498>

3D PDB for #<Metabolite:0x00007faddcc3e498>

SMILES for #<Metabolite:0x00007faddcc3e498>

INCHI for #<Metabolite:0x00007faddcc3e498>

Structure for #<Metabolite:0x00007faddcc3e498>

3D Structure for #<Metabolite:0x00007faddcc3e498>