(Q306140)

Gene Ontology release 2020-05-02

chemical structure

Alpha-ketoglutaric acid.png
1,633 × 740; 14 KB

1 reference

imported from Wikimedia project

German Wikipedia

mass

146.022 dalton

1 reference

2-ketoglutaric acid (English)

19 October 2016

chemical formula

C₅H₆O₅

1 reference

2-ketoglutaric acid (English)

19 November 2016

canonical SMILES

C(CC(=O)O)C(=O)C(=O)O

1 reference

2-ketoglutaric acid (English)

19 November 2016

melting point

115.0 degree Celsius

1 reference

Jean-Claude Bradley Open Melting Point Dataset

found in taxon

Pycnandra acuminata

1 reference

LC–MS and GC–MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

Chlamydomonas reinhardtii

1 reference

The response of Chlamydomonas reinhardtii to nitrogen deprivation: a systems biology analysis

Phycomyces blakesleeanus

1 reference

Acidic metabolites from Phycomyces blakesleeanus

Fasciola hepatica

1 reference

Some Acids Belonging to the Citric Acid Cycle in the Liver Fluke, Fasciola hepatica, L.

Streptomyces albus

1 reference

Über die Bildung von DL-Alanin in Kulturen einer Mutante vonStreptomyces albus var. metamycinusJA 3626

Homo sapiens

2 references

Recon 2.2: from reconstruction to model of human metabolism

A community-driven global reconstruction of human metabolism.

Streptomyces venezuelae

1 reference

Excretion of alpha-keto acids by strains of Streptomyces venezuelae

Streptomyces hygroscopicus

1 reference

Induzierbare Akkumulation von α-Ketoglutarsäure in Kulturen eines Makrolidantibioticum-bildenden Stammes vonStreptomyces hygroscopicus JA 6599

Caenorhabditis elegans

3 references

Modeling Meets Metabolomics-The WormJam Consensus Model as Basis for Metabolic Studies in the Model Organism

Metabotyping of the C. elegans sir-2.1 mutant using in vivo labeling and (13)C-heteronuclear multidimensional NMR metabolomics

Comparison of proteomic and metabolomic profiles of mutants of the mitochondrial respiratory chain in Caenorhabditis elegans

Murraya paniculata

1 reference

Metabolomic comparative analysis of the phloem sap of curry leaf tree (Bergera koenegii), orange jasmine (Murraya paniculata), and Valencia sweet orange (Citrus sinensis) supports their differential responses to Huanglongbing.

Escherichia coli

1 reference

Investigation on response of the metabolites in tricarboxylic acid cycle of Escherichi coli and Pseudomonas aeruginosa to antibiotic perturbation by capillary electrophoresis.

common sunflower

1 reference

Metabolic profiles of sunflower genotypes with contrasting response to Sclerotinia sclerotiorum infection

Humulus lupulus

1 reference

Transcriptome analysis of bitter acid biosynthesis and precursor pathways in hop (Humulus lupulus).

Spinacia oleracea

1 reference

Differences in the metabolite profiles of spinach (Spinacia oleracea L.) leaf in different concentrations of nitrate in the culture solution

Cucurbita

1 reference

Separation and characterisation of three 2-oxoglutarate-dependent dioxygenases from Cucurbita maxima L. endosperm involved in gibberellin biosynthesis

Phaseolus vulgaris

1 reference

Metabolomics and Transcriptomics Identify Multiple Downstream Targets of Paraburkholderia phymatum σ54 During Symbiosis with Phaseolus vulgaris.

Pisum sativum

1 reference

Products of Dark CO(2) Fixation in Pea Root Nodules Support Bacteroid Metabolism

Oryza sativa

2 references

Simultaneous determination of the main metabolites in rice leaves using capillary electrophoresis mass spectrometry and capillary electrophoresis diode array detection

Metabolic Plasticity and Inter-Compartmental Interactions in Rice Metabolism: An Analysis from Reaction Deletion Study

Streptomyces caespitosus

1 reference

Effect of sodium arsenite on the biosynthesis of mitomycins by Streptomyces caespitosus and mode of action of mitomycin C on Bacillus subtilis NRRL B-543

tomato

1 reference

Metabolite content of harvested Micro-Tom tomato (Solanum lycopersicum L.) fruit is altered by chilling and protective heat-shock treatments as shown by GC–MS metabolic profiling

medical condition treated

kidney failure

approved by

Food and Drug Administration

1 reference

Inxight: Drugs Database

https://drugs.ncats.io/drug/8ID597Z82X

2 November 2018

reference URL

http://naturaldatabase.therapeuticresearch.com/nd/PrintVersion.aspx?id=144&AspxAutoDetectCookieSupport=1

http://www.webmd.com/vitamins-supplements/ingredientmono-144-alpha-ketoglutarate.aspx?activeingredientid=144&activeingredientname=alpha-ketoglutarate

physically interacts with

Oxoglutarate receptor 1

subject has role

agonist

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

3636

InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

17 August 2016

0 references

0 references

Alpha-ketoglutaric acid

0 references

Identifiers

InChI

1 reference

2-ketoglutaric acid (English)

19 November 2016

2 references

2-ketoglutaric acid (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

328-50-7

2 references

oxogluric acid (English)

19 November 2016

https://commonchemistry.cas.org/detail?cas_rn=328-50-7

10 April 2021

1 reference

alpha-Ketoglutaric acid (English)

19 November 2016

2 references

2-ketoglutaric acid (English)

19 November 2016

156274072

1 reference

Reaxys registry number

1705689

1 reference

2-oxoglutaric acid (English)

19 October 2016

Gmelin number

602480

0 references

ChEBI ID

30915

mapping relation type

2 references

ALPHA-KETOGLUTARIC ACID (English)

19 November 2016

International Chemical Identifier

InChI

InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

1 reference

MSBNK-Osaka_Univ-OUF00113

ALPHA-KETOGLUTARIC ACID (English)

19 November 2016

1 reference

MassBank accession ID

0 references

0 references

0 references

0 references

0 references

0 references

0 references

MSBNK-RIKEN-PR010210

0 references

MSBNK-Kazusa-KZ000080

0 references

MSBNK-Keio_Univ-KO001528

0 references

MSBNK-Keio_Univ-KO001529

0 references

MSBNK-Keio_Univ-KO001530

0 references

MSBNK-Keio_Univ-KO001531

0 references

SPLASH

splash10-0002-0900000000-c3c62f83bff99f44f7ab

0 references

splash10-0zfr-6900000000-b6d8379db3e3f1480b14

0 references

splash10-0a4i-9300000000-4fde39bb93cde5a27f23

0 references

splash10-00i0-9000000000-4343832f3a55842423a9

0 references

splash10-0002-0925200000-37db185093f01ca47a55

0 references

splash10-0a4i-9000000000-6e43f767847790112b65

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splash10-0udi-0900000000-1367eeeb6ad64c67a0aa

0 references

splash10-000t-0915051100-f82c99c58327e411a2bc

0 references

splash10-0a4i-9000000000-4f842c3673925d29c402

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splash10-0udi-0900000000-5e751351656f6eb62de3

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splash10-0002-1910000000-3277227b9c4da4baa1f7

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splash10-00di-9300000000-974bce546caa4fbe6b0f

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splash10-0002-0900000000-ac1341c26718f471f281

0 references

splash10-000b-2900000000-e514f7afea2490bbe9ed

0 references

splash10-0zfr-6900000000-7fc343a243ce5d2a4f39

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splash10-052s-4920000000-bf7ed92c68fd4c8dbb6b

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splash10-000i-9710000000-d0aea11e947b042571f9

0 references

splash10-0fba-9200000000-4e367c66e94c51eb1a1b

0 references

splash10-0a4l-9800000000-30495b2afdd3526854e7

0 references

splash10-0a4i-9200000000-1a7af9946604baa8b3d2

0 references

NMRShiftDB structure ID

30095876

1 reference

DSSTox substance ID

DTXSID5033179

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

0 references

206-330-3

1 reference

oxogluric acid (English)

ECHA Substance Infocard ID

19 November 2016

100.005.756

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.005.756

27 December 2018

Guide to Pharmacology Ligand ID

2-oxoglutaric acid (English)

quotation

CAS no.: 328-50-7 (English)

FL number

08.037

1 reference

quotation

CAS no.: 328-50-7 (English)

23 January 2021

08.037

1 reference

28 December 2019

KETOGLUTARIC ACID (English)

quotation

CAS no.: 328-50-7 (English)

1 reference

0 references

3636

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

3636

α-ketoglutaric acid (English)

19 November 2016

1 reference

oxogluric acid (English)

19 November 2016

DrugBank ID

DB08845

1 reference

Human Metabolome Database ID

HMDB0000208

2 references

based on heuristic

inferred from InChIKey

3 references

2-oxoglutaric acid (English)

19 October 2016

based on heuristic

inferred from InChIKey

2 references

oxogluric acid (English)

19 November 2016

imported from Wikimedia project

0 references

1 reference

English Wikipedia

PDB ligand ID

AKG

0 references

Encyclopædia Britannica Online ID

topic/alpha-oxoglutarate

subject named as

alpha-oxoglutarate

0 references

1 reference

28 October 2013

Google Knowledge Graph ID

/g/11jp2r8t5d

0 references

Great Russian Encyclopedia portal ID

al-fa-ketoglutarovaia-kislota-854344

0 references

JECFA number

634

1 reference

Evaluations of the Joint FAO/WHO Expert Committee on Food Additives (JECFA)