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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
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Accession:CHEBI:566274 term browser browse the term
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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malonaldehyde term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
G 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 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19883
    role 19833
      application 19505
        indicator 8675
          biomarker 6446
            malonaldehyde 51
Path 2
Term Annotations click to browse term
  CHEBI ontology 19883
    subatomic particle 19881
      composite particle 19881
        hadron 19881
          baryon 19881
            nucleon 19881
              atomic nucleus 19881
                atom 19881
                  main group element atom 19771
                    p-block element atom 19771
                      carbon group element atom 19679
                        carbon atom 19668
                          organic molecular entity 19668
                            organic group 18580
                              organic divalent group 18571
                                organodiyl group 18571
                                  carbonyl group 18479
                                    carbonyl compound 18479
                                      carboxylic acid 18153
                                        carboacyl group 17410
                                          univalent carboacyl group 17410
                                            formyl group 8762
                                              aldehyde 8762
                                                dialdehyde 119
                                                  malonaldehyde 51
paths to the root