MiMeDB: Showing metabocard for 2-Hydroxy-3-oxosuccinate (MMDBc0029783)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:41:28 UTC

Update Date

2022-08-31 17:16:55 UTC

Metabolite ID

MMDBc0029783

Metabolite Identification

Common Name

2-Hydroxy-3-oxosuccinate

Description

2-hydroxy-3-oxosuccinate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2-hydroxy-3-oxosuccinate is invovled in Glyoxylate and dicarboxylate metabolism. (KEGG)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Oxaloglycolate	ChEBI
Oxaloglycolic acid	Generator
2-Hydroxy-3-oxosuccinic acid	Generator

Molecular Formula

C₄H₄O₆

Average Mass

148.071

Monoisotopic Mass

148.00078786

IUPAC Name

2-hydroxy-3-oxobutanedioic acid

Traditional Name

oxaloglycolate

CAS Registry Number

Not Available

SMILES

OC(C(O)=O)C(=O)C(O)=O

InChI Identifier

InChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h1,5H,(H,7,8)(H,9,10)

InChI Key

RMHHUKGVZFVHED-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Short-chain keto acid
Beta-hydroxy acid
Beta-keto acid
Acyloin
Alpha-hydroxy acid
Alpha-keto acid
1,3-dicarbonyl compound
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Beta-hydroxy ketone
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

C4-dicarboxylic acid (CHEBI:17778 )
oxo dicarboxylic acid (CHEBI:17778 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	36.2 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-0.76	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	2.12	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	25.67 m³·mol⁻¹	ChemAxon
Polarizability	10.95 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-9200000000-cd740f7e698301d2bbd3	2018-04-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000t-0900000000-e5e138e6e0d0007bf55b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pc1-6900000000-20b68b190053ee432e0c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-5d262ada67f1c3e91286	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fdk-4900000000-c122d4dc634dd6e7f216	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-8900000000-57efe7b6930de7669a6e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-6cf676ace412f8964d70	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, 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	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, 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	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	346.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	231.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	69.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	299.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	283.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	385.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	919.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	616.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	1010.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	226.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	296.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	248.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	57.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	443.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	809.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	95.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	318.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	922.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	657.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_1	C[Si](C)(C)OC(C(=O)O)C(=O)C(=O)O	standard non polar	2025-10-23	1566.93
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_2	C[Si](C)(C)OC(=O)C(O)C(=O)C(=O)O	standard non polar	2025-10-23	2022.77
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_3	C[Si](C)(C)OC(=O)C(=O)C(O)C(=O)O	standard non polar	2025-10-23	1251.52
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_4	C[Si](C)(C)OC(C(=O)O)=C(O)C(=O)O	standard non polar	2025-10-23	1886.76
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_5	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)C(=O)C(=O)O	standard non polar	2025-10-23	1855.04
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_6	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1908.68
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_7	C[Si](C)(C)OC(C(=O)O)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2464.56
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_8	C[Si](C)(C)OC(=O)C(=O)C(O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2138.34
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_9	C[Si](C)(C)OC(=O)C(O)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2078.99
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_10	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)C(=O)O	standard non polar	2025-10-23	1769.11
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_11	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1819.41
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_12	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1660.51
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_13	C[Si](C)(C)OC(=O)C(O)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1963.23
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_14	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2231.36
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_1	C[Si](C)(C)OC(C(=O)O)C(=O)C(=O)O	standard polar	2025-10-23	1632.38
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_2	C[Si](C)(C)OC(=O)C(O)C(=O)C(=O)O	standard polar	2025-10-23	2416.62
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_3	C[Si](C)(C)OC(=O)C(=O)C(O)C(=O)O	standard polar	2025-10-23	2102.15
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_4	C[Si](C)(C)OC(C(=O)O)=C(O)C(=O)O	standard polar	2025-10-23	2076.25
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_5	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)C(=O)C(=O)O	standard polar	2025-10-23	2622.93
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_6	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1888.68
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_7	C[Si](C)(C)OC(C(=O)O)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2272.63
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_8	C[Si](C)(C)OC(=O)C(=O)C(O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2353.97
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_9	C[Si](C)(C)OC(=O)C(O)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2180.33
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_10	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O)C(=O)O	standard polar	2025-10-23	2291.34
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_11	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2132.15
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_12	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1778.55
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_13	C[Si](C)(C)OC(=O)C(O)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2149.07
Gas Chromatography	2-Hydroxy-3-oxosuccinate_TMS_14	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1878.44

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

Name	SMPDB/PathBank	Species
Glycolate and Glyoxylate Degradation II		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Escherichia coli CFT073 Myxococcus xanthus DK 1622 Pseudomonas stutzeri Bacillus cereus Pseudomonas fluorescens Pf-5 Streptomyces griseus subsp. griseus NBRC 13350 Roseburia intestinalis L1-82 Salmonella enterica Aromatoleum aromaticum EbN1 Saccharopolyspora erythraea NRRL 2338 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Anaerostipes caccae Anaerostipes hadrus Bacillus cereus AH187 (F4810/72) Bacillus halodurans C-125 Alkalihalobacillus pseudofirmus OF4 Bacillus timonensis 10403023 Bacteroides eggerthii Bacteroides stercoris Bacteroides stercoris ATCC 43183 Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Blautia hansenii DSM 20583 Blautia obeum A2-162 Blautia obeum ATCC 29174 Brevibacillus brevis NBRC 100599 Clostridium saccharolyticum Coprococcus catus GD/7 Dorea formicigenerans ATCC 27755 Dysgonomonas gadei ATCC BAA-286 Eubacterium rectale ATCC 33656 Odoribacter splanchnicus DSM 20712 Parabacteroides distasonis Parabacteroides distasonis ATCC 8503 Parabacteroides goldsteinii dnLKV18 Roseburia hominis A2-183 Campylobacter concisus Campylobacter curvus Campylobacter rectus Campylobacter showae Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Moraxella catarrhalis Citrobacter koseri Shigella boydii Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Rhodopseudomonas palustris Priestia megaterium Bacillus mycoides Moorella thermoacetica Cellulomonas flavigena Mycobacterium avium Pelobacter propionicus Eubacterium ventriosum Stenotrophomonas maltophilia Actinosynnema mirum Blautia hydrogenotrophica Burkholderia vietnamiensis Enterobacter cancerogenus Bacillus pseudofirmus Achromobacter xylosoxidans Burkholderia multivorans Dorea longicatena Burkholderia cenocepacia Citrobacter youngae Burkholderia ambifaria Prevotella copri Ilyobacter polytropus Marvinbryantia formatexigens Anaerotruncus colihominis Alicycliphilus denitrificans Shewanella denitrificans Escherichia albertii Bacteroides plebeius Geobacter lovleyi Bacteroides salanitronis Coprococcus comes Bacteroides faecis Blautia hansenii Blautia obeum Dorea formicigenerans Dysgonomonas gadei Odoribacter splanchnicus Parabacteroides goldsteinii Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus cereus B4264 Bacillus cereus AH820 Bacillus cereus G9842 Bacillus cereus Q1 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Campylobacter curvus 525.92 Campylobacter concisus 13826 Citrobacter koseri ATCC BAA-895 Corynebacterium kroppenstedtii DSM 44385 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Kocuria rhizophila DC2201 Laribacter hongkongensis HLHK9 Lysinibacillus sphaericus C3-41 Methylobacterium radiotolerans JCM 2831 Mycobacterium avium subsp. paratuberculosis K-10 Mycobacterium avium 104 Neisseria meningitidis MC58 Neisseria meningitidis Z2491 Neisseria meningitidis FAM18 Neisseria gonorrhoeae NCCP11945 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella flexneri 5 str. 8401 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Bacteroides eggerthii 1_2_48FAA Bacteroides intestinalis DSM 17393 Bacteroides pyogenes DSM 20611 = JCM 6294 Bacteroides sp. 1_1_14 Odoribacter laneus YIT 12061 Parabacteroides johnsonii DSM 18315 Parabacteroides sp. D13 Bacteroides coprophilus DSM 18228 = JCM 13818 Bacteroides dorei DSM 17855 Rhizobium etli Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Laribacter hongkongensis Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Neisseria meningitidis Methyloversatilis universalis Methyloversatilis universalis FAM5 Campylobacter rectus RM3267 Campylobacter showae CSUNSWCD Aeromonas caviae Aeromonas media Aeromonas veronii Succinatimonas hippei Succinatimonas hippei YIT 12066 Succinivibrio dextrinosolvens Allochromatium vinosum Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio mimicus Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Streptomyces avermitilis Thermomonospora curvata Bacillus infantis NRRL B-14911 Bacillus firmus DS1 Lysinibacillus sphaericus Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Eubacterium ventriosum ATCC 27560 [Eubacterium] cellulosolvens 6 Anaerostipes caccae DSM 14662 Blautia hydrogenotrophica DSM 10507 Blautia wexlerae Coprococcus comes ATCC 27758 Dorea longicatena DSM 13814 Clostridium asparagiforme DSM 15981 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Clostridium] symbiosum WAL-14163 [Ruminococcus] gnavus ATCC 29149 [Ruminococcus] lactaris ATCC 29176 [Ruminococcus] torques ATCC 27756 Roseburia inulinivorans DSM 16841 Anaerotruncus colihominis DSM 17241 Pseudoflavonifractor capillosus ATCC 29799 [Bacteroides] pectinophilus ATCC 43243 Kandleria vitulina Kandleria vitulina DSM 20405 Streptomyces coelicolor A3(2) Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Amycolatopsis mediterranei U32 Anoxybacillus flavithermus WK1 Cellulomonas flavigena DSM 20109 Clostridium thermocellum ATCC 27405 Geobacillus kaustophilus HTA426 Geobacillus thermodenitrificans NG80-2 Intrasporangium calvum DSM 43043 Kribbella flavida DSM 17836 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Rubrobacter xylanophilus DSM 9941 Saccharomonospora viridis DSM 43017 Sphaerobacter thermophilus DSM 20745 Stackebrandtia nassauensis DSM 44728 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Aspergillus nomiae NRRL 13137 Aspergillus terreus NIH2624 Aspergillus fischeri NRRL 181 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus tamarii Penicillium canescens Penicillium nalgiovense Verticillium alfalfae VaMs.102 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium equiseti Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Schaalia turicensis ACS-279-V-Col4 Rhodococcus hoagii ATCC 33707 Bacteroides salanitronis DSM 18170 Klebsiella aerogenes KCTC 2190 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Anaeromyxobacter dehalogenans 2CP-C Anaeromyxobacter sp. Fw109-5 Anaeromyxobacter sp. K Anaeromyxobacter dehalogenans 2CP-1 Arcobacter nitrofigilis DSM 7299 Azotobacter vinelandii DJ Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Cellvibrio gilvus ATCC 13127 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Cronobacter turicensis z3032 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Ferrimonas balearica DSM 9799 Geobacter lovleyi SZ Gluconacetobacter diazotrophicus PAl 5 Hahella chejuensis KCTC 2396 Halothermothrix orenii H 168 Heliobacterium modesticaldum Ice1 Herminiimonas arsenicoxydans Idiomarina loihiensis L2TR Ilyobacter polytropus DSM 2926 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Leptothrix cholodnii SP-6 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Neisseria meningitidis alpha14 Bordetella bronchiseptica RB50 Xanthomonas axonopodis pv. citri str. 306 Sorangium cellulosum 'So ce 56' Alteromonas macleodii str. 'Deep ecotype' Calditerrivibrio nitroreducens DSM 19672 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pelobacter propionicus DSM 2379 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Psychrobacter arcticus 273-4 Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Rhodopseudomonas palustris BisB5 Ruegeria pomeroyi DSS-3 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Sphingomonas wittichii RW1 Teredinibacter turnerae T7901 Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Zymomonas mobilis subsp. pomaceae ATCC 29192 Neisseria meningitidis serogroup C Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479

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
MMDBr0019153	Tartaric acid	2-Hydroxy-3-oxosuccinate	D-malate dehydrogenase [decarboxylating]	Dehydrogenation	PathBank	31602464

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	Proteobacteria	3	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown
Bacteria/Eubacteria	Firmicutes	1	Human feces

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

HMDB0149325

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C03459

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

524

PDB ID

Not Available

ChEBI ID

17778

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 2-Hydroxy-3-oxosuccinate (MMDBc0029783)

MOL for #<Metabolite:0x00007f2e24c8c6a8>

3D MOL for #<Metabolite:0x00007f2e24c8c6a8>

3D SDF for #<Metabolite:0x00007f2e24c8c6a8>

3D-SDF for #<Metabolite:0x00007f2e24c8c6a8>

PDB for #<Metabolite:0x00007f2e24c8c6a8>

3D PDB for #<Metabolite:0x00007f2e24c8c6a8>

SMILES for #<Metabolite:0x00007f2e24c8c6a8>

INCHI for #<Metabolite:0x00007f2e24c8c6a8>

Structure for #<Metabolite:0x00007f2e24c8c6a8>

3D Structure for #<Metabolite:0x00007f2e24c8c6a8>