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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:methylene blue
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Accession:CHEBI:6872 term browser browse the term
Definition:An organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties.
Synonyms:exact_synonym: 3,7-bis(dimethylamino)phenothiazin-5-ium chloride
 related_synonym: Basic Blue 9;   C.I. 52015;   Formula=C16H18N3S.Cl;   InChI=1S/C16H18N3S.ClH/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;/h5-10H,1-4H3;1H/q+1;/p-1;   InChIKey=CXKWCBBOMKCUKX-UHFFFAOYSA-M;   Methylenblau;   Methylene Blue anhydrous;   SMILES=[Cl-].CN(C)c1ccc2nc3ccc(cc3[s+]c2c1)N(C)C;   Solvent blue 8;   Swiss blue;   azul de metileno;   bleu de methylene;   chlorure de methylthioninium;   cloruro de metiltioninio;   methylthioninii chloridum;   methylthioninium chloride
 xref: Beilstein:3599847;   CAS:61-73-4;   KEGG:C00220
 xref_mesh: MESH:D008751
 xref: PMID:11145393;   PMID:11246319;   PMID:11287762;   PMID:11376884;   PMID:11427637;   PMID:12068762;   PMID:12830064;   PMID:12845393;   PMID:15120287;   PMID:16054909;   PMID:16380099;   PMID:16464752;   PMID:17499345;   PMID:17597293;   PMID:17645185;   PMID:17692516;   PMID:17721552;   PMID:17826794;   PMID:17941276;   PMID:18873190;   PMID:18980251;   PMID:19189650;   PMID:19193212;   PMID:19212058;   PMID:19277479;   PMID:19562136;   PMID:19596056;   PMID:19746714;   PMID:24788930;   PMID:25150147;   PMID:25285998;   PMID:25356528;   PMID:25440279;   PMID:25441767;   PMID:25499271;   PMID:25613051;   PMID:25679473;   PMID:25687361;   PMID:25707443;   PMID:25791029;   PMID:25913699;   PMID:26165999;   PMID:26192785;   PMID:26213475;   PMID:26221301;   PMID:26310944;   PMID:26463954;   PMID:26572462;   Reaxys:3599847;   Wikipedia:Methylene_blue



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methylene blue term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase decreases activity ISO Methylene Blue results in decreased activity of ACHE protein CTD PMID:33844597 NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Atp1a2 ATPase Na+/K+ transporting subunit alpha 2 multiple interactions ISO Methylene Blue inhibits the reaction [Sodium Cyanide results in increased phosphorylation of ATP1A2 protein] CTD PMID:31173149 NCBI chr13:84,729,597...84,754,544
Ensembl chr13:84,729,601...84,754,544
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of BAX protein] CTD PMID:31428839 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of BCL2 protein] CTD PMID:31428839 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Cacna1c calcium voltage-gated channel subunit alpha1 C multiple interactions ISO Methylene Blue inhibits the reaction [Sodium Cyanide results in increased phosphorylation of CACNA1C protein] CTD PMID:31173149 NCBI chr 4:151,764,138...152,379,454
Ensembl chr 4:151,764,138...152,379,648
JBrowse link
G Calca calcitonin-related polypeptide alpha multiple interactions EXP Methylene Blue inhibits the reaction [Nitroglycerin results in increased expression of CALCA mRNA] CTD PMID:11919648 NCBI chr 1:168,878,212...168,883,176
Ensembl chr 1:168,878,214...168,883,105
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase increases activity ISO Methylene Blue results in increased activity of G6PD protein CTD PMID:1901343 NCBI chr  X:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions
increases expression
ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GCLC mRNA; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of GCLC mRNA] CTD PMID:24556215 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GCLM mRNA CTD PMID:24556215 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Gfap glial fibrillary acidic protein multiple interactions ISO Methylene Blue inhibits the reaction [MAPT protein mutant form results in increased expression of GFAP mRNA]; Methylene Blue inhibits the reaction [MAPT protein mutant form results in increased expression of GFAP protein] CTD PMID:24556215 NCBI chr10:87,852,891...87,861,631
Ensembl chr10:87,852,890...87,861,589
JBrowse link
G Glrx glutaredoxin multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GLRX mRNA CTD PMID:24556215 NCBI chr 2:5,341,873...5,351,686
Ensembl chr 2:5,341,885...5,351,680
JBrowse link
G Glrx2 glutaredoxin 2 multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GLRX2 mRNA CTD PMID:24556215 NCBI chr13:55,481,875...55,504,737
Ensembl chr13:55,482,694...55,492,831
JBrowse link
G Gnrh1 gonadotropin releasing hormone 1 multiple interactions EXP Methylene Blue inhibits the reaction [manganese chloride results in increased secretion of GNRH1 protein] CTD PMID:17290048 NCBI chr15:41,972,482...41,976,690
Ensembl chr15:41,972,905...41,973,581
Ensembl chr15:41,972,905...41,973,581
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Methylene Blue inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
ISO
EXP
[Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of HMOX1 mRNA; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of HMOX1 mRNA]
Methylene Blue results in increased expression of HMOX1 protein
CTD PMID:24556215 PMID:25943564 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions EXP Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of ICAM1 protein] CTD PMID:31428839 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il17a interleukin 17A multiple interactions EXP Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL17A protein] CTD PMID:31428839 NCBI chr 9:23,144,402...23,147,889
Ensembl chr 9:23,144,402...23,147,889
JBrowse link
G Il6 interleukin 6 multiple interactions EXP Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of IL6 protein] CTD PMID:31428839 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Iyd iodotyrosine deiodinase multiple interactions ISO Methylene Blue inhibits the reaction [IYD protein results in increased metabolism of Monoiodotyrosine] CTD PMID:33352258 NCBI chr 1:40,003,999...40,019,323
Ensembl chr 1:40,004,041...40,019,319
JBrowse link
G Maob monoamine oxidase B multiple interactions
decreases activity
ISO Methylene Blue inhibits the reaction [MAOB protein results in increased oxidation of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine]
Methylene Blue results in decreased activity of MAOB protein
CTD PMID:21554916 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003
JBrowse link
G Mapt microtubule-associated protein tau decreases expression
increases expression
decreases phosphorylation
multiple interactions
ISO Methylene Blue results in decreased expression of MAPT protein
Methylene Blue results in increased expression of MAPT mRNA
Methylene Blue results in decreased phosphorylation of MAPT protein modified form
[Methylene Blue co-treated with MAPT protein mutant form] affects the localization of NFE2L2 protein; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GCLC mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GCLM mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GLRX mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of GLRX2 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of HMOX1 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of NFE2L2 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of NQO1 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of PRDX6 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of TXN2 mRNA; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of TXNRD2 mRNA; Methylene Blue affects the reaction [MAPT protein mutant form affects the expression of TXNRD1 mRNA]; Methylene Blue affects the reaction [MAPT protein mutant form results in increased expression of TXN mRNA]; Methylene Blue co-treated with [MAPT protein mutant form results in increased expression of NOS2 mRNA]; Methylene Blue inhibits the reaction [MAPT protein mutant form results in increased expression of GFAP mRNA]; Methylene Blue inhibits the reaction [MAPT protein mutant form results in increased expression of GFAP protein]
CTD PMID:16930453 PMID:24556215 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP Methylene Blue inhibits the reaction [Paraquat results in increased expression of MPO protein]; Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased expression of MPO protein] CTD PMID:25943564 PMID:31428839 NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO
EXP
[Methylene Blue co-treated with MAPT protein mutant form] affects the localization of NFE2L2 protein; [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of NFE2L2 mRNA; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of GCLC mRNA]; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of HMOX1 mRNA]; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of NQO1 mRNA]
Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in decreased expression of NFE2L2 mRNA]
CTD PMID:24556215 PMID:31428839 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO
EXP
Methylene Blue co-treated with [MAPT protein mutant form results in increased expression of NOS2 mRNA]
Methylene Blue inhibits the reaction [Trinitrobenzenesulfonic Acid results in increased activity of NOS2 protein]
CTD PMID:24556215 PMID:31428839 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases expression
ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of NQO1 mRNA; NFE2L2 gene mutant form inhibits the reaction [Methylene Blue results in increased expression of NQO1 mRNA] CTD PMID:24556215 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Pgd phosphogluconate dehydrogenase increases activity ISO Methylene Blue results in increased activity of PGD protein CTD PMID:1901343 NCBI chr 5:159,582,746...159,598,945
Ensembl chr 5:159,561,271...159,742,778
JBrowse link
G Prdx6 peroxiredoxin 6 multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of PRDX6 mRNA CTD PMID:24556215 NCBI chr13:73,528,746...73,539,295
Ensembl chr13:73,528,210...73,539,355
JBrowse link
G Prkce protein kinase C, epsilon multiple interactions ISO Methylene Blue inhibits the reaction [Sodium Cyanide results in increased activity of and affects the localization of PRKCE protein] CTD PMID:31173149 NCBI chr 6:7,965,048...8,451,966
Ensembl chr 6:7,965,048...8,451,719
JBrowse link
G Slc2a1 solute carrier family 2 member 1 multiple interactions
increases activity
ISO oxophenylarsine inhibits the reaction [Methylene Blue results in increased activity of SLC2A1 protein] CTD PMID:19686715 NCBI chr 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Methylene Blue inhibits the reaction [Nitroglycerin results in decreased expression of TNF protein] CTD PMID:11744139 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 affects activity ISO Methylene Blue affects the activity of TP53 protein CTD PMID:35435491 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Txn1 thioredoxin 1 multiple interactions ISO Methylene Blue affects the reaction [MAPT protein mutant form results in increased expression of TXN mRNA] CTD PMID:24556215 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629
JBrowse link
G Txn2 thioredoxin 2 multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of TXN2 mRNA CTD PMID:24556215 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359
JBrowse link
G Txnrd1 thioredoxin reductase 1 multiple interactions ISO Methylene Blue affects the reaction [MAPT protein mutant form affects the expression of TXNRD1 mRNA] CTD PMID:24556215 NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863
JBrowse link
G Txnrd2 thioredoxin reductase 2 multiple interactions ISO [Methylene Blue co-treated with MAPT protein mutant form] results in increased expression of TXNRD2 mRNA CTD PMID:24556215 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156
JBrowse link

Term paths to the root
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  CHEBI ontology 19918
    role 19894
      chemical role 19512
        antioxidant 16062
          methylene blue 35
Path 2
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  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      halogen 18708
                        chlorine atom 18511
                          chlorine molecular entity 18511
                            elemental chlorine 8542
                              monoatomic chlorine 8527
                                chloride 8527
                                  chloride salt 8527
                                    organic chloride salt 1082
                                      methylene blue 35
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