MiMeDB: Showing metabocard for 3-Sulfinylpyruvic acid (MMDBc0029644)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:35:52 UTC

Update Date

2022-08-31 14:16:19 UTC

Metabolite ID

MMDBc0029644

Metabolite Identification

Common Name

3-Sulfinylpyruvic acid

Description

3-Sulfinylpyruvic acid is found in E.coli's cysteine amd methionine metobolic pathway. It is the deaminated form of Cysteine sulfinic acid (PMID: 3925121 ), which subsequently spontaneously reacts to form pyruvate while releasing sulfur dioxide. It is the byproduct of oxidoreductases (EC 1.4.1.-), and aspartate transaminase (EC 2.6.1.1).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Sulfinylpyruvate	Generator
3-Sulphinylpyruvate	Generator
3-Sulphinylpyruvic acid	Generator
3-Sulfinopyruvate	HMDB
3-Sulfinyl-pyruvate	HMDB
3-Sulphinyl-pyruvate	HMDB
beta-Sulfinylpyruvate	HMDB

Molecular Formula

C₃H₃O₅S

Average Mass

151.118

Monoisotopic Mass

150.970118896

IUPAC Name

2-carboxy-2-oxoethane-1-sulfinate

Traditional Name

2-carboxy-2-oxoethanesulfinate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C3H4O5S/c4-2(3(5)6)1-9(7)8/h1H2,(H,5,6)(H,7,8)/p-1

InChI Key

JXYLQEMXCAAMOL-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Alpha-keto acids and derivatives

Direct Parent

Alpha-keto acids and derivatives

Alternative Parents

Substituents

Alpha-keto acid
Alpha-hydroxy ketone
Ketone
Sulfinic acid derivative
Alkanesulfinic acid
Alkanesulfinic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	15.7 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-0.34	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	-9.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	25.77 m³·mol⁻¹	ChemAxon
Polarizability	11.35 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	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-2900000000-5dc0d79c5085e66b6be2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-8900000000-51c27247dd3089973bc6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-9200000000-037900bbf3c791ecef65	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-3f36febe04999bc99129	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-3900000000-db39126e856a94a9f5ba	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0230-9100000000-6530a70aaf1ffd96d527	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000083	3-Sulfinoalanine	3-Sulfinylpyruvic acid	glutamic-oxaloacetic transaminase 1, soluble	VMH	3346220
MMDBr0000084	3-Sulfinoalanine	3-Sulfinylpyruvic acid	glutamic-oxaloacetic transaminase 2, mitochondrial	VMH	3346220
MMDBr0000085	3-Sulfinylpyruvic acid	Hydrogen Ion	Not Available	VMH	3346220
MMDBr0000086	3-Sulfinylpyruvic acid	Hydrogen Ion	Not Available	VMH	3346220

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	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022603

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6398963

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Weinstein CL, Griffith OW: Cysteinesulfonate and beta-sulfopyruvate metabolism. Partitioning between decarboxylation, transamination, and reduction pathways. J Biol Chem. 1988 Mar 15;263(8):3735-43. [PubMed:3346220 ]

Showing metabocard for 3-Sulfinylpyruvic acid (MMDBc0029644)

MOL for #<Metabolite:0x00007fec9497fd28>

3D MOL for #<Metabolite:0x00007fec9497fd28>

3D SDF for #<Metabolite:0x00007fec9497fd28>

3D-SDF for #<Metabolite:0x00007fec9497fd28>

PDB for #<Metabolite:0x00007fec9497fd28>

3D PDB for #<Metabolite:0x00007fec9497fd28>

SMILES for #<Metabolite:0x00007fec9497fd28>

INCHI for #<Metabolite:0x00007fec9497fd28>

Structure for #<Metabolite:0x00007fec9497fd28>

3D Structure for #<Metabolite:0x00007fec9497fd28>