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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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 JBrowse link
G Mapt microtubule-associated protein tau decreases expression
multiple interactions
decreases phosphorylation
increases expression		 ISO Methylene Blue results in decreased expression of MAPT protein
[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]
Methylene Blue results in decreased phosphorylation of MAPT protein modified form
Methylene Blue results in increased expression of MAPT mRNA		 CTD PMID:16930453 PMID:24556215 NCBI chr10:89,138,644...89,236,137 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 chr10:72,594,458...72,608,862 JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 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...60,621,785 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 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 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 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 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 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 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 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 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 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 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 JBrowse link
Term paths to the root
Path 1
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  CHEBI ontology 19762
    role 19708
      chemical role 19254
        antioxidant 14376
          methylene blue 33
Path 2
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  CHEBI ontology 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    p-block element atom 19651
                      halogen 18112
                        chlorine atom 17940
                          chlorine molecular entity 17940
                            elemental chlorine 8442
                              monoatomic chlorine 8426
                                chloride 8426
                                  chloride salt 8426
                                    organic chloride salt 898
                                      methylene blue 33
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