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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: 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 chr12:25,042,882...25,050,608
Ensembl chr12:25,043,461...25,050,410
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 chr13:87,261,964...87,286,911
Ensembl chr13:87,261,968...87,286,911
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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
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 chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
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 4:153,431,169...154,051,932
Ensembl chr 4:153,436,427...154,051,762
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 1:178,312,636...178,317,588
Ensembl chr 1:178,312,638...178,317,529
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:157,352,364...157,372,144
Ensembl chr  X:157,352,373...157,372,144
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 8:87,510,251...87,548,896
Ensembl chr 8:87,510,463...87,548,893
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 2:213,032,135...213,052,192
Ensembl chr 2:213,031,838...213,055,003
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 chr10:88,352,987...88,361,661
Ensembl chr10:88,352,986...88,361,685
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 2:7,073,737...7,083,548
Ensembl chr 2:7,073,759...7,083,543
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 chr13:58,032,199...58,055,061
Ensembl chr13:58,032,401...58,043,150
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 chr15:46,147,878...46,152,086
Ensembl chr15:46,148,301...46,148,977
Ensembl chr15:46,148,301...46,148,977
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 1:210,767,237...210,770,242
Ensembl chr 1:210,767,237...210,769,705
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 chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818
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 8:27,829,688...27,841,618
Ensembl chr 8:27,829,161...27,841,617
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 9:30,640,844...30,644,331
Ensembl chr 9:30,640,844...30,644,331
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 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610
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 1:42,410,099...42,425,414
Ensembl chr 1:42,410,130...42,426,386
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:8,490,405...8,594,065
Ensembl chr  X:8,490,344...8,594,375
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 chr10:89,638,618...89,736,108
Ensembl chr10:89,638,599...89,736,108
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 chr10:73,092,124...73,102,057
Ensembl chr10:73,092,400...73,102,056
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 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
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 chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880
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 chr19:52,205,374...52,220,267
Ensembl chr19:52,205,314...52,220,260
JBrowse link
G Pgd phosphogluconate dehydrogenase increases activity ISO Methylene Blue results in increased activity of PGD protein CTD PMID:1901343 NCBI chr 5:164,865,830...164,882,029
Ensembl chr 5:164,865,830...164,882,029
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 chr13:76,062,082...76,072,631
Ensembl chr13:76,061,554...76,072,657
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 6:13,718,050...14,204,931
Ensembl chr 6:13,718,050...14,204,288
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 5:138,002,522...138,030,742
Ensembl chr 5:138,002,522...138,030,742
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 chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link
G Tp53 tumor protein p53 affects activity ISO Methylene Blue affects the activity of TP53 protein CTD PMID:35435491 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299
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 5:77,507,455...77,519,685
Ensembl chr 5:77,507,321...77,520,307
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 7:111,377,338...111,390,940
Ensembl chr 7:111,386,805...111,390,022
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 7:22,717,620...22,802,553
Ensembl chr 7:22,719,317...22,739,817
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 chr11:96,024,321...96,072,475
Ensembl chr11:96,024,324...96,072,475
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 20849
    role 20820
      chemical role 20397
        antioxidant 16466
          methylene blue 35
Path 2
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  CHEBI ontology 20849
    subatomic particle 20847
      composite particle 20860
        hadron 20847
          baryon 20860
            nucleon 20847
              atomic nucleus 20847
                atom 20860
                  main group element atom 20781
                    p-block element atom 20768
                      halogen 19192
                        chlorine atom 18940
                          chlorine molecular entity 18958
                            elemental chlorine 10234
                              monoatomic chlorine 10235
                                chloride 10235
                                  chloride salt 10221
                                    organic chloride salt 1121
                                      methylene blue 35
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