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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: 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 5:72,473,676...72,596,563
Ensembl chr 5:67,681,297...67,801,170
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 4:26,312,403...26,488,456
Ensembl chr 4:25,158,362...25,442,709
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 1:241,159,723...241,172,503
Ensembl chr 1:231,746,548...231,759,554
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 chr19:69,426,540...69,447,017
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO [AKT1 gene mutant form co-treated with MET gene mutant form] results in increased abundance of Malondialdehyde; Orlistat inhibits the reaction [[AKT1 gene mutant form co-treated with MET gene mutant form] results in increased abundance of Malondialdehyde] CTD PMID:32045588 NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:131,713,720...131,733,921
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 chr14:17,891,564...17,907,043
Ensembl chr14:17,607,381...17,622,836
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 1:227,426,939...227,579,497
Ensembl chr 1:218,042,127...218,152,961
JBrowse link
G Aldh2 aldehyde dehydrogenase 2 family member increases oxidation ISO ALDH2 protein results in increased oxidation of Malondialdehyde CTD PMID:22339434 NCBI chr12:40,610,244...40,643,220
Ensembl chr12:34,901,219...34,982,521
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 chr10:46,392,464...46,402,151
Ensembl chr10:45,892,924...45,902,681
JBrowse link
G Aldh3b1 aldehyde dehydrogenase 3 family, member B1 affects binding ISO Malondialdehyde binds to ALDH3B1 protein CTD PMID:20699116 NCBI chr 1:210,574,545...210,605,188
Ensembl chr 1:201,145,309...201,163,921
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 chr18:26,138,382...26,196,021
Ensembl chr18:25,864,222...25,922,696
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 chr11:37,506,207...37,724,351
Ensembl chr11:24,019,778...24,236,561
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 chr16:76,654,725...76,726,092
Ensembl chr16:69,951,778...70,023,636
JBrowse link
G Bgn biglycan multiple interactions ISO [[BGN mRNA alternative form binds to OTUB1 protein] which binds to and results in decreased ubiquitination of and results in increased stability of SLC7A11 protein] which results in decreased abundance of Malondialdehyde CTD PMID:35234341 NCBI chr  X:156,348,633...156,360,797
Ensembl chr  X:151,197,273...151,209,461
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 3:110,297,340...110,329,526
Ensembl chr 3:89,842,399...89,874,478
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 4:18,209,088...18,302,142
Ensembl chr 4:17,354,466...17,513,903
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 chr10:80,380,458...80,397,461
Ensembl chr10:79,883,622...79,900,624
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 4:33,518,557...33,553,484
Ensembl chr 4:32,563,381...32,598,867
JBrowse link
G Cp ceruloplasmin affects abundance ISO CP protein affects the abundance of Malondialdehyde CTD PMID:12572680 NCBI chr 2:104,368,336...104,427,119
Ensembl chr 2:102,439,624...102,498,075
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:16,030,596...16,065,065
Ensembl chr  X:13,359,430...13,392,586
JBrowse link
G Ddah2 DDAH family member 2, ADMA-independent multiple interactions ISO DDAH2 promotes the reaction [tetramethylpyrazine inhibits the reaction [Iron-Dextran Complex results in increased abundance of Malondialdehyde]] CTD PMID:32135237 NCBI chr20:3,761,460...3,764,718
Ensembl chr20:3,761,465...3,764,511
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 7:9,183,836...9,196,255
Ensembl chr 7:8,533,116...8,559,183
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 chr12:15,824,431...15,858,266
Ensembl chr12:10,705,874...10,744,573
JBrowse link
G Epo erythropoietin decreases abundance ISO EPO protein results in decreased abundance of Malondialdehyde CTD PMID:22013135 NCBI chr12:24,841,285...24,844,725
Ensembl chr12:19,204,508...19,207,946
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 5:146,765,951...146,775,611
Ensembl chr 5:141,481,590...141,490,731
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 chr20:47,251,968...47,348,254
Ensembl chr20:45,672,995...45,764,561
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 2:213,032,135...213,052,192
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Ghrl ghrelin and obestatin prepropeptide decreases abundance EXP GHRL results in decreased abundance of Malondialdehyde CTD PMID:16868036 NCBI chr 4:148,421,315...148,431,128
Ensembl chr 4:146,865,712...146,869,621
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:70,541,845...70,549,776
Ensembl chr  X:66,501,820...66,509,925
JBrowse link
G Gstt1 glutathione S-transferase theta 1 affects abundance ISO GSTT1 gene polymorphism affects the abundance of Malondialdehyde CTD PMID:25728017 NCBI chr20:12,856,068...12,873,020
Ensembl chr20:12,856,669...12,873,585
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 5:165,717,456...165,753,158
Ensembl chr 5:160,438,697...160,470,171
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 chr19:13,452,365...13,479,823
Ensembl chr19:13,467,244...13,474,079
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 7:55,789,180...55,793,216
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il1b interleukin 1 beta increases abundance ISO IL1B gene mutant form results in increased abundance of Malondialdehyde CTD PMID:37540211 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il1rn interleukin 1 receptor antagonist decreases abundance ISO IL1RN protein results in decreased abundance of Malondialdehyde CTD PMID:18474811 NCBI chr 3:27,509,836...27,525,738
Ensembl chr 3:7,111,550...7,127,445
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 2:121,932,968...121,937,672
Ensembl chr 2:120,004,862...120,009,566
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 chr12:5,326,003...5,367,016
Ensembl chr12:490,399...530,080
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 chr16:8,645,171...8,728,225
Ensembl chr16:8,638,924...8,721,981
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 chr10:89,638,618...89,736,108
Ensembl chr10:89,138,627...89,236,129
JBrowse link
G Met MET proto-oncogene, receptor tyrosine kinase multiple interactions ISO [AKT1 gene mutant form co-treated with MET gene mutant form] results in increased abundance of Malondialdehyde; Orlistat inhibits the reaction [[AKT1 gene mutant form co-treated with MET gene mutant form] results in increased abundance of Malondialdehyde] CTD PMID:32045588 NCBI chr 4:46,756,823...46,864,041
Ensembl chr 4:45,790,791...45,897,876
JBrowse link
G Mettl14 methyltransferase 14, N6-adenosine-methyltransferase non-catalytic subunit multiple interactions ISO METTL14 protein promotes the reaction [Doxorubicin results in increased abundance of Malondialdehyde] CTD PMID:34648132 NCBI chr 2:214,215,165...214,231,412
Ensembl chr 2:211,530,602...211,546,821
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 1:175,780,441...175,965,157
Ensembl chr 1:166,345,859...166,471,719
Ensembl chr 1:166,345,859...166,471,719
JBrowse link
G Mir141 microRNA 141 increases abundance ISO MIR141 mRNA results in increased abundance of Malondialdehyde CTD PMID:26548909 NCBI chr 4:159,209,525...159,209,618
Ensembl chr 4:157,523,239...157,523,332
JBrowse link
G Mir203-2 microRNA 203-2 multiple interactions ISO MIR203 mRNA inhibits the reaction [Carbon Tetrachloride results in increased abundance of Malondialdehyde] CTD PMID:32659284 NCBI chr 6:137,020,691...137,020,805
Ensembl chr 6:131,199,542...131,199,656
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 1:17,759,309...17,793,306
Ensembl chr 1:15,939,761...15,973,057
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 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 3:81,001,529...81,031,165
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO Malondialdehyde results in decreased expression of NOS2 protein CTD PMID:20940037 NCBI chr10:64,313,335...64,349,221
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Otub1 OTU deubiquitinase, ubiquitin aldehyde binding 1 multiple interactions ISO [[BGN mRNA alternative form binds to OTUB1 protein] which binds to and results in decreased ubiquitination of and results in increased stability of SLC7A11 protein] which results in decreased abundance of Malondialdehyde CTD PMID:35234341 NCBI chr 1:213,816,400...213,824,679
Ensembl chr 1:204,387,215...204,395,483
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 4:34,261,312...34,292,327
Ensembl chr 4:33,294,722...33,321,360
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 4:34,323,546...34,350,244
Ensembl chr 4:33,349,168...33,383,855
JBrowse link
G Prkd2 protein kinase D2 multiple interactions ISO [PRKD2 protein affects the susceptibility to [erastin co-treated with bafilomycin A1]] which affects the abundance of Malondialdehyde; [PRKD2 protein affects the susceptibility to erastin] which affects the abundance of Malondialdehyde CTD PMID:37951334 NCBI chr 1:86,640,095...86,670,476
Ensembl chr 1:77,513,986...77,542,376
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 1:240,043,707...240,110,330
Ensembl chr 1:230,630,338...230,696,838
JBrowse link
G Selenom selenoprotein M multiple interactions ISO [SELENOM protein affects the susceptibility to Melatonin] which affects the abundance of Malondialdehyde CTD PMID:36504304 NCBI chr14:78,395,826...78,398,429
Ensembl chr14:78,395,826...78,398,429
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 2:177,135,649...177,147,257
Ensembl chr 2:174,837,930...174,849,536
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 chr20:25,305,953...25,328,000
Ensembl chr20:25,306,917...25,329,260
JBrowse link
G Slc7a11 solute carrier family 7 member 11 multiple interactions ISO [[BGN mRNA alternative form binds to OTUB1 protein] which binds to and results in decreased ubiquitination of and results in increased stability of SLC7A11 protein] which results in decreased abundance of Malondialdehyde CTD PMID:35234341 NCBI chr 2:136,532,912...136,668,560
Ensembl chr 2:133,963,107...134,517,536
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 chr11:42,942,742...42,948,399
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Tbx2 T-box transcription factor 2 multiple interactions EXP TBX2 protein promotes the reaction [Sevoflurane results in increased abundance of Malondialdehyde] CTD PMID:37494465 NCBI chr10:71,177,082...71,186,275
Ensembl chr10:70,679,518...70,688,529
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 1:90,324,312...90,340,627
Ensembl chr 1:81,196,532...81,212,847
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 chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 increases mutagenesis ISO Malondialdehyde results in increased mutagenesis of TP53 gene CTD PMID:30658077 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,300,048...54,311,524
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 1:89,268,721...89,296,619
Ensembl chr 1:80,141,207...80,168,701
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19899
    role 19870
      application 19713
        indicator 8788
          biomarker 6597
            malonaldehyde 62
Path 2
Term Annotations click to browse term
  CHEBI ontology 19899
    subatomic particle 19897
      composite particle 19897
        hadron 19897
          baryon 19897
            nucleon 19897
              atomic nucleus 19897
                atom 19897
                  main group element atom 19836
                    p-block element atom 19836
                      carbon group element atom 19776
                        carbon atom 19772
                          organic molecular entity 19772
                            heteroorganic entity 19537
                              organochalcogen compound 19297
                                organooxygen compound 19215
                                  carbon oxoacid 18693
                                    carboxylic acid 18690
                                      carboacyl group 17730
                                        univalent carboacyl group 17730
                                          formyl group 9388
                                            aldehyde 9388
                                              dialdehyde 141
                                                malonaldehyde 62
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