CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: malonaldehyde
Accession: CHEBI:566274
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Definition: A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.
Synonyms: related_synonym: 1,3-Propanedial; 1,3-Propanedialdehyde; 1,3-Propanedione; Formula=C3H4O2; InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2; InChIKey=WSMYVTOQOOLQHP-UHFFFAOYSA-N; MDA; MDD; Malondialdehyde; Malonic aldehyde; Malonic dialdehyde; Malonodialdehyde; Malonyldialdehyde; Propanedial; SMILES=O=CCC=O
alt_id: CHEBI:43895
xref: Beilstein:1209262; CAS:542-78-9; DrugBank:DB03057; Gmelin:362229; KEGG:C19440
xref_mesh: MESH:D008315
xref: PDBeChem:MDD; PMID:15583011; PMID:17548130; PMID:23900424; PMID:24168430; PMID:28600633; PMID:28600933; PMID:28783520; PMID:29348025; Reaxys:1209262
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Abca1
ATP binding cassette subfamily A member 1
multiple interactions
ISO
iron(II)-ascorbic acid complex promotes the reaction [Malondialdehyde results in increased expression of ABCA1 protein]
CTD
PMID:17070507
NCBI chr 5:69,857,717...69,983,042
Ensembl chr 5:69,857,771...69,983,015
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Abcb1a
ATP binding cassette subfamily B member 1A
multiple interactions
ISO
[ABCB1A mutant form co-treated with triptolide] results in increased abundance of Malondialdehyde
CTD
PMID:26134275
NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
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Acta2
actin alpha 2, smooth muscle
increases expression
EXP
Malondialdehyde results in increased expression of ACTA2 protein
CTD
PMID:7593635
NCBI chr 1:252,537,614...252,550,394
Ensembl chr 1:252,537,615...252,550,394
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Agt
angiotensinogen
increases abundance multiple interactions affects binding
EXP ISO
AGT protein results in increased abundance of Malondialdehyde AGT protein modified form results in increased abundance of Malondialdehyde FNDC5 protein inhibits the reaction [AGT protein modified form results in increased abundance of Malondialdehyde] Malondialdehyde binds to AGT protein modified form Atorvastatin inhibits the reaction [AGT protein results in increased abundance of Malondialdehyde]; isorhapontigenin inhibits the reaction [AGT protein results in increased abundance of Malondialdehyde]
CTD
PMID:15607907 PMID:19451411 PMID:26111765 PMID:30354818 PMID:30703374
NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
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Alb
albumin
multiple interactions
ISO
ALB protein affects the reaction [[Iron co-treated with Bicarbonates] results in increased abundance of Malondialdehyde]; ALB protein inhibits the reaction [[Iron co-treated with Phosphates] results in increased abundance of Malondialdehyde]
CTD
PMID:16027354
NCBI chr14:19,176,275...19,191,793
Ensembl chr14:19,176,277...19,191,863
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Aldh1a1
aldehyde dehydrogenase 1 family, member A1
increases metabolic processing increases oxidation
ISO
ALDH1A1 protein results in increased metabolism of Malondialdehyde ALDH1A1 protein results in increased oxidation of Malondialdehyde
CTD
PMID:21256123 PMID:22339434
NCBI chr 1:238,222,689...238,264,381
Ensembl chr 1:238,222,521...238,264,330
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Aldh2
aldehyde dehydrogenase 2 family member
increases oxidation
ISO
ALDH2 protein results in increased oxidation of Malondialdehyde
CTD
PMID:22339434
NCBI chr12:40,466,418...40,498,813
Ensembl chr12:40,466,495...40,498,752
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Aldh3a1
aldehyde dehydrogenase 3 family, member A1
increases metabolic processing
ISO
ALDH3A1 protein results in increased metabolism of Malondialdehyde
CTD
PMID:21256123
NCBI chr10:47,490,168...47,499,855
Ensembl chr10:47,490,153...47,499,876
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Aldh3b1
aldehyde dehydrogenase 3 family, member B1
affects binding
ISO
Malondialdehyde binds to ALDH3B1 protein
CTD
PMID:20699116
NCBI chr 1:219,145,457...219,181,536
Ensembl chr 1:219,145,459...219,186,860
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Apc
APC regulator of WNT signaling pathway
affects abundance multiple interactions
ISO
APC protein affects the abundance of Malondialdehyde bis(2-guanidinoethyl)disulfide inhibits the reaction [APC protein affects the abundance of Malondialdehyde]; FeCl tetrakis-2-(triethyleneglycolmonomethylether)pyridylporphyrin inhibits the reaction [APC protein affects the abundance of Malondialdehyde]; N-(oxo-5,6-dihydrophenanthridin-2-yl)-N,N-dimethylacetamide hydrochloride inhibits the reaction [APC protein affects the abundance of Malondialdehyde]
CTD
PMID:15063141
NCBI chr18:27,011,710...27,106,323
Ensembl chr18:27,047,382...27,105,531
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App
amyloid beta precursor protein
multiple interactions increases abundance
ISO
vitexin inhibits the reaction [APP protein modified form results in increased abundance of Malondialdehyde]
CTD
PMID:29545167
NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
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Atp7b
ATPase copper transporting beta
increases abundance
EXP
ATP7B gene mutant form results in increased abundance of Malondialdehyde
CTD
PMID:17303181
NCBI chr16:74,865,516...74,944,935
Ensembl chr16:74,865,516...74,945,286
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Cat
catalase
decreases abundance multiple interactions
EXP
CAT protein modified form results in decreased abundance of Malondialdehyde [SOD1 protein modified form co-treated with CAT protein modified form] results in decreased abundance of Malondialdehyde
CTD
PMID:21600015
NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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Cd36
CD36 molecule
multiple interactions
ISO
iron(II)-ascorbic acid complex promotes the reaction [Malondialdehyde results in increased expression of CD36 protein]
CTD
PMID:17070507
NCBI chr 4:14,150,309...14,191,498
Ensembl chr 4:14,001,761...14,249,749
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Col1a1
collagen type I alpha 1 chain
decreases expression
ISO
Malondialdehyde results in decreased expression of COL1A1 mRNA
CTD
PMID:28760545
NCBI chr10:82,745,801...82,762,790
Ensembl chr10:82,745,801...82,762,789
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Col1a2
collagen type I alpha 2 chain
increases expression multiple interactions
EXP
Malondialdehyde results in increased expression of COL1A2 mRNA MAPK8 protein promotes the reaction [Malondialdehyde results in increased expression of COL1A2 mRNA]
CTD
PMID:11295527
NCBI chr 4:31,534,225...31,569,152
Ensembl chr 4:31,534,225...31,569,151
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Cp
ceruloplasmin
affects abundance
ISO
CP protein affects the abundance of Malondialdehyde
CTD
PMID:12572680
NCBI chr 2:104,744,249...104,803,034
Ensembl chr 2:104,744,461...104,799,853
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Cybb
cytochrome b-245 beta chain
increases abundance
ISO
CYBB protein results in increased abundance of Malondialdehyde
CTD
PMID:19417757
NCBI chr X:14,578,330...14,610,049
Ensembl chr X:14,578,264...14,612,547
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Eef2
eukaryotic translation elongation factor 2
decreases expression
EXP
Malondialdehyde results in decreased expression of EEF2 protein
CTD
PMID:16469450
NCBI chr 7:11,401,501...11,406,771
Ensembl chr 7:11,401,501...11,406,771
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Eif2ak1
eukaryotic translation initiation factor 2 alpha kinase 1
multiple interactions
ISO
[lead nitrate co-treated with EIF2AK1 gene mutant form] results in increased abundance of Malondialdehyde
CTD
PMID:25411909
NCBI chr12:12,749,026...12,782,078
Ensembl chr12:12,748,785...12,782,146
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Epo
erythropoietin
decreases abundance
ISO
EPO protein results in decreased abundance of Malondialdehyde
CTD
PMID:22013135
NCBI chr12:22,274,828...22,278,268
Ensembl chr12:22,274,828...22,278,266
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Fndc5
fibronectin type III domain containing 5
multiple interactions decreases abundance
ISO EXP
FNDC5 protein inhibits the reaction [AGT protein modified form results in increased abundance of Malondialdehyde] FNDC5 protein results in decreased abundance of Malondialdehyde NFE2L2 protein promotes the reaction [FNDC5 protein results in decreased abundance of Malondialdehyde]
CTD
PMID:30703374 PMID:32165127
NCBI chr 5:147,323,240...147,330,266
Ensembl chr 5:147,323,240...147,330,266
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Foxo3
forkhead box O3
multiple interactions
ISO
FOXO3 protein inhibits the reaction [SRT1720 inhibits the reaction [Tobacco Smoke Pollution results in increased abundance of Malondialdehyde]]
CTD
PMID:24633890
NCBI chr20:46,428,078...46,519,156
Ensembl chr20:46,428,124...46,519,144
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Gclm
glutamate cysteine ligase, modifier subunit
affects abundance
ISO
GCLM gene polymorphism affects the abundance of Malondialdehyde
CTD
PMID:25728017
NCBI chr 2:225,827,504...225,847,876
Ensembl chr 2:225,827,504...225,847,874
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Ghrl
ghrelin and obestatin prepropeptide
decreases abundance
EXP
GHRL results in decreased abundance of Malondialdehyde
CTD
PMID:16868036
NCBI chr 4:145,674,157...145,678,066
Ensembl chr 4:145,674,157...145,678,066
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Gjb1
gap junction protein, beta 1
decreases abundance
ISO
GJB1 protein results in decreased abundance of Malondialdehyde
CTD
PMID:27859493
NCBI chr X:71,272,030...71,279,973
Ensembl chr X:71,272,042...71,279,977
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Gstt1
glutathione S-transferase theta 1
affects abundance
ISO
GSTT1 gene polymorphism affects the abundance of Malondialdehyde
CTD
PMID:25728017
NCBI chr20:13,799,102...13,816,527
Ensembl chr20:13,799,102...13,816,526
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H6pd
hexose-6-phosphate dehydrogenase (glucose 1-dehydrogenase)
decreases activity
ISO
Malondialdehyde results in decreased activity of H6PD protein
CTD
PMID:20211231
NCBI chr 5:166,994,683...167,030,441
Ensembl chr 5:166,998,881...167,030,441
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Hmox1
heme oxygenase 1
multiple interactions
ISO
[cobaltiprotoporphyrin results in increased expression of HMOX1 protein] inhibits the reaction [Ethanol results in increased abundance of Malondialdehyde]; zinc protoporphyrin inhibits the reaction [[cobaltiprotoporphyrin results in increased expression of HMOX1 protein] inhibits the reaction [Ethanol results in increased abundance of Malondialdehyde]]
CTD
PMID:15602829
NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
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Ifng
interferon gamma
multiple interactions
ISO
[Trichloroethylene co-treated with Malondialdehyde analog] results in increased expression of IFNG protein
CTD
PMID:18267128
NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
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Il1rn
interleukin 1 receptor antagonist
decreases abundance
ISO
IL1RN protein results in decreased abundance of Malondialdehyde
CTD
PMID:18474811
NCBI chr 3:1,449,778...1,468,624
Ensembl chr 3:1,452,644...1,468,614
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Il2
interleukin 2
multiple interactions
ISO
[Trichloroethylene co-treated with Malondialdehyde analog] results in increased expression of IL2 protein
CTD
PMID:18267128
NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
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Kl
Klotho
multiple interactions increases abundance
ISO
Amino Acids inhibits the reaction [KL gene mutant form results in increased abundance of Malondialdehyde]; H 1356 inhibits the reaction [Amino Acids inhibits the reaction [KL gene mutant form results in increased abundance of Malondialdehyde]]
CTD
PMID:25309793
NCBI chr12:942,974...987,206
Ensembl chr12:943,006...987,551
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Mapk8
mitogen-activated protein kinase 8
multiple interactions
EXP
MAPK8 protein promotes the reaction [Malondialdehyde results in increased expression of COL1A2 mRNA]
CTD
PMID:11295527
NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
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Mapt
microtubule-associated protein tau
multiple interactions
ISO
Malondialdehyde promotes the reaction [MAPT protein binds to MAPT protein]
CTD
PMID:17082178
NCBI chr10:92,289,002...92,386,517
Ensembl chr10:92,288,910...92,386,517
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Mical2
microtubule associated monooxygenase, calponin and LIM domain containing 2
multiple interactions
ISO
MICAL2 mRNA promotes the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde]
CTD
PMID:32659284
NCBI chr 1:177,048,607...177,173,729
Ensembl chr 1:177,048,655...177,173,995
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Mir141
microRNA 141
increases abundance
ISO
MIR141 mRNA results in increased abundance of Malondialdehyde
CTD
PMID:26548909
NCBI chr 4:157,236,346...157,236,439
Ensembl chr 4:157,236,346...157,236,439
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Mir3545
microRNA 3545
multiple interactions
ISO
MIR203 mRNA inhibits the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde]
CTD
PMID:32659284
NCBI chr 6:136,704,947...136,705,061
Ensembl chr 6:136,704,947...136,705,061
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Myb
MYB proto-oncogene, transcription factor
increases expression
EXP
Malondialdehyde results in increased expression of MYB protein
CTD
PMID:7593635
NCBI chr 1:16,658,178...16,690,135
Ensembl chr 1:16,659,442...16,687,817
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Nfe2l2
nuclear factor, erythroid 2-like 2
multiple interactions
ISO EXP
NFE2L2 protein inhibits the reaction [Tobacco Smoke Pollution results in increased abundance of Malondialdehyde] NFE2L2 protein promotes the reaction [FNDC5 protein results in decreased abundance of Malondialdehyde]
CTD
PMID:24633890 PMID:32165127
NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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Nos2
nitric oxide synthase 2
decreases expression
ISO
Malondialdehyde results in decreased expression of NOS2 protein
CTD
PMID:20940037
NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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Pon1
paraoxonase 1
multiple interactions
ISO
PON1 protein inhibits the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde]
CTD
PMID:20079818
NCBI chr 4:30,249,749...30,276,297
Ensembl chr 4:30,249,742...30,276,372
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Pon3
paraoxonase 3
multiple interactions
ISO
PON3 protein inhibits the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde]
CTD
PMID:20079818
NCBI chr 4:30,311,981...30,338,679
Ensembl chr 4:30,311,982...30,338,679
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Pten
phosphatase and tensin homolog
increases abundance
ISO
PTEN mutant form results in increased abundance of Malondialdehyde
CTD
PMID:26548909
NCBI chr 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832
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Shc1
SHC adaptor protein 1
multiple interactions
ISO
SHC1 protein promotes the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde]
CTD
PMID:32659284
NCBI chr 2:188,745,503...188,757,066
Ensembl chr 2:188,745,503...188,757,066
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Sirt1
sirtuin 1
multiple interactions
ISO
SIRT1 protein inhibits the reaction [Tobacco Smoke Pollution results in increased abundance of Malondialdehyde]
CTD
PMID:24633890
NCBI chr20:26,831,971...26,851,587
Ensembl chr20:26,833,357...26,852,199
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Sod1
superoxide dismutase 1
multiple interactions decreases abundance
EXP
[SOD1 protein modified form co-treated with CAT protein modified form] results in decreased abundance of Malondialdehyde SOD1 protein modified form results in decreased abundance of Malondialdehyde
CTD
PMID:21600015
NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
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Tgfb1
transforming growth factor, beta 1
multiple interactions increases abundance
ISO
delphinidin inhibits the reaction [TGFB1 results in increased abundance of Malondialdehyde]
CTD
PMID:30365941
NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
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Tnf
tumor necrosis factor
multiple interactions increases abundance
ISO
Acetylcysteine inhibits the reaction [TNF results in increased abundance of Malondialdehyde]
CTD
PMID:17026986
NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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Tp53
tumor protein p53
increases mutagenesis
ISO
Malondialdehyde results in increased mutagenesis of TP53 gene
CTD
PMID:30658077
NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
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Xrcc1
X-ray repair cross complementing 1
decreases abundance multiple interactions increases abundance
ISO
XRCC1 protein results in decreased abundance of Malondialdehyde Acetylcysteine inhibits the reaction [XRCC1 gene mutant form results in increased abundance of Malondialdehyde]; Acetylcysteine promotes the reaction [XRCC1 protein results in decreased abundance of Malondialdehyde]
CTD
PMID:30998386
NCBI chr 1:81,412,635...81,441,680
Ensembl chr 1:81,413,353...81,441,678
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