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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:thiamine(1+)
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Accession:CHEBI:18385 term browser browse the term
Definition:A primary alcohol that is 1,3-thiazol-3-ium substituted by (4-amino-2-methylpyrimidin-5-yl)methyl, methyl and 2-hydroxyethyl groups at positions 3, 4 and 5, respectively.
Synonyms:related_synonym: 3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM;   3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium;   Aneurin;   Antiberiberi factor;   Formula=C12H17N4OS;   InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1;   InChIKey=JZRWCGZRTZMZEH-UHFFFAOYSA-N;   SMILES=CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N;   Thiamin;   Thiamine;   Vitamin B1;   thiamine cation;   thiamine ion;   thiamine(1+) ion;   thiaminium
 alt_id: CHEBI:15227;   CHEBI:26941;   CHEBI:46393;   CHEBI:9530
 xref: Beilstein:3595616;   CAS:70-16-6;   Chemspider:1098;   DrugBank:DB00152;   Drug_Central:2832;   FooDB:FDB008424;   Gmelin:334462;   HMDB:HMDB0000235;   KEGG:C00378;   KNApSAcK:C00000775;   LINCS:LSM-5996;   MetaCyc:THIAMINE;   PDBeChem:VIB;   PMID:10436256;   PMID:10542220;   PMID:10883001;   PMID:11015250;   PMID:11435118;   PMID:11899071;   PMID:11977806;   PMID:12111441;   PMID:1538220;   PMID:15451668;   PMID:15862682;   PMID:16645728;   PMID:17964830;   PMID:18652651;   PMID:21706007;   PMID:21848803;   PMID:24079939;   PMID:24768306;   PMID:7291135;   PMID:7731897;   PMID:7733128;   PMID:8192530;   PMID:8205249;   PMID:8522961;   PMID:8619543;   PMID:9387133;   Wikipedia:Thiamine
 cyclic_relationship: is_conjugate_base_of CHEBI:49107


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benfotiamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions
increases expression		 ISO NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of GCLM mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of GCLM mRNA]
benphothiamine metabolite results in increased expression of GCLM mRNA; benphothiamine results in increased expression of GCLM mRNA		 CTD PMID:29860433 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535 		JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions
increases expression		 ISO NFE2L2 protein affects the reaction [benphothiamine results in increased expression of GSR mRNA] CTD PMID:29860433 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions		 ISO benphothiamine metabolite results in increased expression of HMOX1 mRNA; benphothiamine results in increased expression of HMOX1 mRNA
benphothiamine inhibits the reaction [MAPT protein results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of HMOX1 mRNA]		 CTD PMID:29860433 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [benphothiamine co-treated with MAPT protein] results in decreased expression of IL1B protein CTD PMID:29860433 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Mapt microtubule-associated protein tau decreases phosphorylation
multiple interactions		 ISO benphothiamine results in decreased phosphorylation of MAPT protein
[benphothiamine co-treated with MAPT protein] results in decreased expression of IL1B protein; [benphothiamine co-treated with MAPT protein] results in decreased expression of NOS2 protein; [benphothiamine co-treated with MAPT protein] results in decreased expression of PTGS2 protein; [benphothiamine co-treated with MAPT protein] results in decreased expression of RELA protein; [benphothiamine co-treated with MAPT protein] results in decreased expression of TNF protein; [benphothiamine co-treated with MAPT protein] results in increased expression of NQO1 mRNA; [benphothiamine co-treated with MAPT protein] results in increased expression of TXN mRNA; benphothiamine inhibits the reaction [MAPT protein results in decreased activity of TKT protein]; benphothiamine inhibits the reaction [MAPT protein results in decreased expression of NOS2 mRNA]; benphothiamine inhibits the reaction [MAPT protein results in decreased expression of PPARGC1A protein]; benphothiamine inhibits the reaction [MAPT protein results in decreased expression of SOD1 protein]; benphothiamine inhibits the reaction [MAPT protein results in increased expression of HMOX1 mRNA]		 CTD PMID:29860433 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of GCLM mRNA]; NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of NQO1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of GCLM mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of GSR mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of NQO1 mRNA] CTD PMID:29860433 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 [benphothiamine co-treated with MAPT protein] results in decreased expression of NOS2 protein; benphothiamine inhibits the reaction [MAPT protein results in decreased expression of NOS2 mRNA] CTD PMID:29860433 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 increases expression
multiple interactions		 ISO benphothiamine metabolite results in increased expression of NQO1 mRNA; benphothiamine results in increased expression of NQO1 mRNA
[benphothiamine co-treated with MAPT protein] results in increased expression of NQO1 mRNA; NFE2L2 protein affects the reaction [benphothiamine metabolite results in increased expression of NQO1 mRNA]; NFE2L2 protein affects the reaction [benphothiamine results in increased expression of NQO1 mRNA]		 CTD PMID:29860433 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Ppargc1a PPARG coactivator 1 alpha multiple interactions ISO benphothiamine inhibits the reaction [MAPT protein results in decreased expression of PPARGC1A protein] CTD PMID:29860433 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO [benphothiamine co-treated with MAPT protein] results in decreased expression of PTGS2 protein CTD PMID:29860433 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO [benphothiamine co-treated with MAPT protein] results in decreased expression of RELA protein CTD PMID:29860433 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions ISO benphothiamine inhibits the reaction [MAPT protein results in decreased expression of SOD1 protein] CTD PMID:29860433 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Tkt transketolase multiple interactions EXP
ISO		 [benphothiamine co-treated with Streptozocin] results in increased activity of TKT protein
benphothiamine inhibits the reaction [MAPT protein results in decreased activity of TKT protein]		 CTD PMID:12592403 PMID:29860433 NCBI chr16:5,723,764...5,748,702
Ensembl chr16:5,723,762...5,748,698 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [benphothiamine co-treated with MAPT protein] results in decreased expression of TNF protein CTD PMID:29860433 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Txn1 thioredoxin 1 multiple interactions ISO [benphothiamine co-treated with MAPT protein] results in increased expression of TXN mRNA CTD PMID:29860433 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629 		JBrowse link
thiamine(1+) chloride term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in decreased phosphorylation of AKT1 protein] CTD PMID:31419397 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Aqp7 aquaporin 7 increases expression
multiple interactions		 EXP
ISO		 Thiamine results in increased expression of AQP7 mRNA
Thiamine inhibits the reaction [citreoviridin results in decreased expression of AQP7 mRNA]		 CTD PMID:31419397 NCBI chr 5:56,171,649...56,186,642
Ensembl chr 5:56,172,519...56,186,642 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in increased expression of BAX protein] CTD PMID:31419397 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 ISO
EXP		 Thiamine inhibits the reaction [citreoviridin results in decreased expression of BCL2 protein] CTD PMID:31419397 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 Casp1 caspase 1 multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased cleavage of CASP1 protein] CTD PMID:36690085 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383 		JBrowse link
G Casp3 caspase 3 multiple interactions EXP Thiamine inhibits the reaction [Pentylenetetrazole results in increased expression of CASP3 protein] CTD PMID:33771525 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ckb creatine kinase B multiple interactions ISO
EXP		 Thiamine inhibits the reaction [citreoviridin results in increased secretion of [CKM protein binds to CKB protein]] CTD PMID:31419397 NCBI chr 6:130,729,420...130,732,301
Ensembl chr 6:130,729,423...130,732,315 		JBrowse link
G Ckm creatine kinase, M-type multiple interactions EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in increased secretion of [CKM protein binds to CKB protein]]; Thiamine inhibits the reaction [Glycerol results in increased secretion of CKM protein] CTD PMID:31419397 PMID:36690085 NCBI chr 1:79,061,390...79,071,721
Ensembl chr 1:79,061,456...79,071,720 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions EXP [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased activity of CYP2E1 protein]; [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP2E1 mRNA] CTD PMID:27919644 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions EXP [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP3A2 mRNA] CTD PMID:27919644 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Fabp4 fatty acid binding protein 4 multiple interactions
increases expression		 EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in decreased expression of FABP4 mRNA]
Thiamine results in increased expression of FABP4 mRNA		 CTD PMID:31419397 NCBI chr 2:91,580,879...91,585,567
Ensembl chr 2:91,580,885...91,585,578 		JBrowse link
G Gsdmd gasdermin D multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased cleavage of GSDMD protein] CTD PMID:36690085 NCBI chr 7:107,542,489...107,547,051
Ensembl chr 7:107,542,083...107,547,055 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased cleavage of IL1B protein] CTD PMID:36690085 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta multiple interactions ISO
EXP		 Thiamine inhibits the reaction [citreoviridin results in increased expression of MAP1LC3B protein modified form] CTD PMID:31419397 NCBI chr19:49,665,795...49,673,655
Ensembl chr19:49,665,791...49,677,690 		JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased expression of MYC protein] CTD PMID:36690085 NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 protein affects the reaction [Thiamine results in increased expression of NQO1 mRNA] CTD PMID:29860433 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased expression of NLRP3 protein] CTD PMID:36690085 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases expression		 ISO NFE2L2 protein affects the reaction [Thiamine results in increased expression of NQO1 mRNA] CTD PMID:29860433 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases activity
multiple interactions		 EXP Thiamine results in increased activity of PPARG protein
Thiamine inhibits the reaction [citreoviridin results in decreased activity of PPARG protein]		 CTD PMID:31419397 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression EXP [Thiamine deficiency results in increased expression of PTGS2 mRNA] which results in increased expression of Dinoprostone; Thiamine deficiency results in increased expression of PTGS2 mRNA CTD PMID:18481165 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Slc19a2 solute carrier family 19 member 2 increases uptake
multiple interactions
increases expression		 ISO SLC19A2 protein results in increased uptake of Thiamine
[4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone results in decreased expression of SLC19A2 protein] which results in decreased uptake of Thiamine
Thiamine deficiency results in increased expression of SLC19A2 mRNA; Thiamine deficiency results in increased expression of SLC19A2 protein		 CTD PMID:16705148 PMID:24244374 NCBI chr13:76,601,975...76,616,175
Ensembl chr13:76,601,900...76,616,172 		JBrowse link
G Slc19a3 solute carrier family 19 member 3 increases expression
multiple interactions
increases uptake		 ISO Thiamine deficiency results in increased expression of SLC19A3 mRNA; Thiamine deficiency results in increased expression of SLC19A3 protein
Amprolium inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]; Chloroquine inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]; Famotidine inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]; Metformin inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]; Phenformin inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]; Verapamil inhibits the reaction [SLC19A3 protein results in increased uptake of Thiamine]
[4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone results in decreased expression of SLC19A3 protein] which results in decreased uptake of Thiamine		 CTD PMID:16705148 PMID:24244374 PMID:26528626 NCBI chr 9:84,275,722...84,299,368
Ensembl chr 9:84,277,024...84,299,337 		JBrowse link
G Sqstm1 sequestosome 1 multiple interactions EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in decreased expression of SQSTM1 protein] CTD PMID:31419397 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673 		JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased expression of TLR4 protein] CTD PMID:36690085 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Thiamine inhibits the reaction [Glycerol results in increased expression of TNF protein] CTD PMID:36690085 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnnt2 troponin T2, cardiac type multiple interactions EXP
ISO		 Thiamine inhibits the reaction [citreoviridin results in increased secretion of TNNT2 protein] CTD PMID:31419397 NCBI chr13:47,267,325...47,285,390
Ensembl chr13:47,267,204...47,285,388 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    chemical entity 19920
      molecular entity 19920
        ion 17101
          organic ion 11448
            organic cation 8950
              1,3-thiazolium cation 36
                vitamin B1 36
                  thiamine(1+) 36
                    adenosine thiamine triphosphate 0
                    benfotiamine 15
                    thiamine phosphate + 0
                    thiamine(1+) chloride 26
Path 2
Term Annotations click to browse term
  CHEBI ontology 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            organic molecule 19755
                              organic cyclic compound 19545
                                organic heterocyclic compound 18906
                                  heteroarene 17171
                                    monocyclic heteroarene 14975
                                      azole 14499
                                        thiazoles 1797
                                          1,3-thiazoles 1229
                                            1,3-thiazolium cation 36
                                              vitamin B1 36
                                                thiamine(1+) 36
                                                  adenosine thiamine triphosphate 0
                                                  benfotiamine 15
                                                  thiamine phosphate + 0
                                                  thiamine(1+) chloride 26
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