Metabolite

KNApSAcK Entry

id C00000769
Name alpha-Oxoglutaric acid / alpha-Ketoglutaric acid
CAS RN 328-50-7
Standard InChI InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
Standard InChI (Main Layer) InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

Cluster

Phytochemical cluster
KCF-S cluster No. 2414

Link

ChEMBL

By standard InChI CHEMBL1686
By standard InChI Main Layer CHEMBL1686

KEGG

By LinkDB C00026

CTD

By CAS RN C029743

Human Protein / Gene in interaction

13 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
Q9H6Z9 Egl nine homolog 3 Enzyme CHEMBL1686 CHEMBL1243626 (1)
0 / 0
Q9Y694 Solute carrier family 22 member 7 Unclassified protein CHEMBL1686 CHEMBL2077536 (1) CHEMBL2075465 (1)
0 / 0
P08183 Multidrug resistance protein 1 drug CHEMBL1686 CHEMBL2077338 (1)
1 / 0
Q9GZT9 Egl nine homolog 1 Enzyme CHEMBL1686 CHEMBL1047005 (1) CHEMBL1047006 (1)
CHEMBL1047007 (1) CHEMBL1047008 (1)
CHEMBL1047009 (1) CHEMBL1047010 (1)
CHEMBL1243625 (1) CHEMBL2318594 (1)
CHEMBL2318595 (1)
1 / 1
P13674 Prolyl 4-hydroxylase subunit alpha-1 Enzyme CHEMBL1686 CHEMBL1243628 (1)
0 / 0
Q96KS0 Egl nine homolog 2 Enzyme CHEMBL1686 CHEMBL1243624 (1)
0 / 0
Q9NWT6 Hypoxia-inducible factor 1-alpha inhibitor Enzyme CHEMBL1686 CHEMBL1243627 (1)
0 / 0
Q8TCC7 Solute carrier family 22 member 8 Antiporter CHEMBL1686 CHEMBL2077090 (1)
0 / 0
Q4U2R8 Solute carrier family 22 member 6 Antiporter CHEMBL1686 CHEMBL2076900 (1) CHEMBL2077164 (1)
CHEMBL2077170 (1) CHEMBL2077864 (1)
0 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL1686 CHEMBL1613808 (1)
0 / 0
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL1686 CHEMBL2114890 (1)
0 / 0
P10275 Androgen receptor NR3C4 CHEMBL1686 CHEMBL1794560 (1)
3 / 4
O76082 Solute carrier family 22 member 5 Unclassified protein CHEMBL1686 CHEMBL2078097 (1)
1 / 2

CTD interaction (13)

compound gene gene name gene description interaction interaction type form reference
pmid
C029743 8424 BBOX1
BBH
BBOX
G-BBH
gamma-BBH
butyrobetaine (gamma), 2-oxoglutarate dioxygenase (gamma-butyrobetaine hydroxylase) 1 (EC:1.14.11.1) alpha-ketoglutaric acid inhibits the reaction [Aluminum inhibits the reaction [BBOX1 protein results in increased chemical synthesis of Carnitine]] decreases reaction
/ increases chemical synthesis
protein 21439360
C029743 8424 BBOX1
BBH
BBOX
G-BBH
gamma-BBH
butyrobetaine (gamma), 2-oxoglutarate dioxygenase (gamma-butyrobetaine hydroxylase) 1 (EC:1.14.11.1) alpha-ketoglutaric acid inhibits the reaction [Hydrogen Peroxide inhibits the reaction [BBOX1 protein results in increased chemical synthesis of Carnitine]] decreases reaction
/ increases chemical synthesis
protein 21439360
C029743 8424 BBOX1
BBH
BBOX
G-BBH
gamma-BBH
butyrobetaine (gamma), 2-oxoglutarate dioxygenase (gamma-butyrobetaine hydroxylase) 1 (EC:1.14.11.1) [BBOX1 protein co-treated with alpha-ketoglutaric acid] results in increased metabolism of gamma-butyrobetaine affects cotreatment
/ increases metabolic processing
protein 21439360
C029743 728294 D2HGDH
D2HGD
D-2-hydroxyglutarate dehydrogenase (EC:1.1.99.-) D2HGDH protein results in increased chemical synthesis of alpha-ketoglutaric acid increases chemical synthesis
protein 15609246
C029743 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) [benzyloxycarbonylleucyl-leucyl-leucine aldehyde co-treated with alpha-ketoglutaric acid co-treated with Ascorbic Acid co-treated with ferrous chloride] promotes the reaction [VHL protein binds to HIF1A protein] affects binding
/ affects cotreatment
/ increases reaction
protein 19263519
C029743 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) manganese chloride inhibits the reaction [[benzyloxycarbonylleucyl-leucyl-leucine aldehyde co-treated with alpha-ketoglutaric acid co-treated with Ascorbic Acid co-treated with ferrous chloride] promotes the reaction [VHL protein binds to HIF1A protein]] affects binding
/ affects cotreatment
/ decreases reaction
/ increases reaction
protein 19263519
C029743 8290 HIST3H3
H3.4
H3/g
H3FT
H3t
histone cluster 3, H3 [[Iron co-treated with alpha-ketoglutaric acid] results in increased activity of KDM3A protein] which results in decreased methylation of HIST3H3 protein affects cotreatment
/ decreases methylation
/ increases activity
protein 16603237
C029743 55818 KDM3A
JHDM2A
JHMD2A
JMJD1
JMJD1A
TSGA
lysine (K)-specific demethylase 3A [[Iron co-treated with alpha-ketoglutaric acid] results in increased activity of KDM3A protein] which results in decreased methylation of HIST3H3 protein affects cotreatment
/ decreases methylation
/ increases activity
protein 16603237
C029743 54681 P4HTM
EGLN4
HIFPH4
P4H-TM
PH-4
PH4
PHD4
prolyl 4-hydroxylase, transmembrane (endoplasmic reticulum) [alpha-ketoglutaric acid co-treated with Ascorbic Acid co-treated with ferrous chloride] results in increased activity of P4HTM protein affects cotreatment
/ increases activity
protein 19263519
C029743 9356 SLC22A6
HOAT1
OAT1
PAHT
ROAT1
solute carrier family 22 (organic anion transporter), member 6 alpha-ketoglutaric acid inhibits the reaction [SLC22A6 protein affects the transport of Uric Acid] affects transport
/ decreases reaction
protein 12472777
C029743 9356 SLC22A6
HOAT1
OAT1
PAHT
ROAT1
solute carrier family 22 (organic anion transporter), member 6 alpha-ketoglutaric acid inhibits the reaction [SLC22A6 protein results in increased susceptibility to [mercuric oxide co-treated with Acetylcysteine]] affects cotreatment
/ decreases reaction
/ increases response to substance
protein 12606766
C029743 7428 VHL
HRCA1
RCA1
VHL1
pVHL
von Hippel-Lindau tumor suppressor, E3 ubiquitin protein ligase [benzyloxycarbonylleucyl-leucyl-leucine aldehyde co-treated with alpha-ketoglutaric acid co-treated with Ascorbic Acid co-treated with ferrous chloride] promotes the reaction [VHL protein binds to HIF1A protein] affects binding
/ affects cotreatment
/ increases reaction
protein 19263519
C029743 7428 VHL
HRCA1
RCA1
VHL1
pVHL
von Hippel-Lindau tumor suppressor, E3 ubiquitin protein ligase manganese chloride inhibits the reaction [[benzyloxycarbonylleucyl-leucyl-leucine aldehyde co-treated with alpha-ketoglutaric acid co-treated with Ascorbic Acid co-treated with ferrous chloride] promotes the reaction [VHL protein binds to HIF1A protein]] affects binding
/ affects cotreatment
/ decreases reaction
/ increases reaction
protein 19263519

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (6)

OMIM preferred title UniProt
#300068 Androgen insensitivity syndrome; ais P10275
#312300 Androgen insensitivity, partial; pais P10275
#212140 Carnitine deficiency, systemic primary; cdsp O76082
#609820 Erythrocytosis, familial, 3; ecyt3 Q9GZT9
#612244 Inflammatory bowel disease 13; ibd13 P08183
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275

KEGG DISEASE (7)

KEGG disease name UniProt
H00286 Crohn's disease O76082 (related)
H00525 Disorders of fatty-acid oxidation O76082 (related)
H00024 Prostate cancer P10275 (related)
H00062 Spinal and bulbar muscular atrophy (SBMA) P10275 (related)
H00608 46,XY disorders of sex development (Disorders in androgen synthesis or action) P10275 (related)
H00609 46,XY disorders of sex development (Other) P10275 (related)
H00236 Congenital polycythemia Q9GZT9 (related)