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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:nordihydroguaiaretic acid
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Accession:CHEBI:7625 term browser browse the term
Definition:A tetrol that is butane which is substituted at positions 2 and 3 by 3,4-dihydroxybenzyl groups. Masoprocol, the meso-form found in the leaves of the creosote bush (Larrea divaricata), is a potent lipoxygenase inhibitor.
Synonyms:exact_synonym: 4,4'-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol
 related_synonym: 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane;   2,3-bis(3,4-dihydroxyphenylmethyl)butane;   4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol);   4,4'-(2,3-dimethyltetramethylene)dipyrocatechol;   Formula=C18H22O4;   InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3;   InChIKey=HCZKYJDFEPMADG-UHFFFAOYSA-N;   NDGA;   NSC 4291;   SMILES=CC(Cc1ccc(O)c(O)c1)C(C)Cc1ccc(O)c(O)c1;   beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butane;   nordihydroguaiaretic acid (unspecified);   norhydroguaiaretic acid
 xref: CAS:500-38-9;   HMDB:HMDB0012270;   KEGG:C10719;   LINCS:LSM-6507;   MetaCyc:CPD-7661;   PMID:12375879;   PMID:14706572;   PMID:15389564;   PMID:15814253;   PMID:16061348;   PMID:18631321;   PMID:20848390;   PMID:21264886;   PMID:21858850;   PMID:22325100;   PMID:22432798;   PMID:23044922;   PMID:23053656;   PMID:23563831;   PMID:23603407;   PMID:25380600;   Reaxys:9803564;   Wikipedia:Nordihydroguaiaretic_acid


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nordihydroguaiaretic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acaca acetyl-Coenzyme A carboxylase alpha increases phosphorylation
decreases expression 		ISO NDGA increases phosphorylation in liver of high fructose fed rats
NDGA decreases expression of mRNA in liver of high fructose fed rats		 RGD PMID:26394137 PMID:26394137 RGD:329955565, RGD:329955565 NCBI chr11:84,020,461...84,292,477
Ensembl chr11:84,020,498...84,292,477 		JBrowse link
G Acacb acetyl-Coenzyme A carboxylase beta decreases expression ISO NDGA decreases expression of Acacb protein in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 5:114,284,748...114,388,822
Ensembl chr 5:114,284,596...114,388,822 		JBrowse link
G Acox1 acyl-Coenzyme A oxidase 1, palmitoyl increases expression ISO NDGA increases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr11:116,062,714...116,089,605
Ensembl chr11:116,062,714...116,089,871 		JBrowse link
G Akt1 thymoma viral proto-oncogene 1 increases phosphorylation ISO NDGA increases phosphorylation in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr12:112,620,260...112,641,266
Ensembl chr12:112,620,255...112,641,318 		JBrowse link
G Cd36 CD36 molecule increases expression ISO NDGA increases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 5:17,986,680...18,093,828
Ensembl chr 5:17,986,688...18,093,799 		JBrowse link
G Cpt2 carnitine palmitoyltransferase 2 increases expression ISO NDGA increases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 4:107,761,179...107,780,786
Ensembl chr 4:107,761,178...107,780,807 		JBrowse link
G Dgat2 diacylglycerol O-acyltransferase 2 decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 7:98,802,870...98,831,920
Ensembl chr 7:98,802,865...98,831,926 		JBrowse link
G Fabp2 fatty acid binding protein 2, intestinal increases expression ISO NDGA increases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 3:122,688,721...122,693,155
Ensembl chr 3:122,688,721...122,693,155 		JBrowse link
G Fasn fatty acid synthase decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr11:120,696,784...120,715,992
Ensembl chr11:120,696,672...120,715,373 		JBrowse link
G Gpam glycerol-3-phosphate acyltransferase, mitochondrial decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr19:55,056,067...55,115,666
Ensembl chr19:55,055,700...55,115,670 		JBrowse link
G Gsk3a glycogen synthase kinase 3 alpha increases phosphorylation ISO NDGA increases phosphorylation in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 7:24,927,683...24,937,276
Ensembl chr 7:24,927,683...24,937,276 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta increases phosphorylation ISO NDGA increases phosphorylation in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr16:37,909,363...38,066,446
Ensembl chr16:37,909,363...38,066,446 		JBrowse link
G Mlxipl MLX interacting protein-like decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 5:135,118,744...135,168,622
Ensembl chr 5:135,118,744...135,167,236 		JBrowse link
G Mlycd malonyl-CoA decarboxylase increases expression ISO NDGA increases expression of Mlycd protein in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 8:120,121,591...120,148,577
Ensembl chr 8:120,121,617...120,137,841 		JBrowse link
G Pklr pyruvate kinase liver and red blood cell decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 3:89,043,429...89,054,122
Ensembl chr 3:89,043,449...89,054,091 		JBrowse link
G Ppargc1a peroxisome proliferative activated receptor, gamma, coactivator 1 alpha increases expression ISO NDGA increases expression of Ppara protein in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 5:51,611,591...52,273,316
Ensembl chr 5:51,611,592...51,725,068 		JBrowse link
G Prkaa2 protein kinase, AMP-activated, alpha 2 catalytic subunit increases phosphorylation ISO NDGA increases phosphorylation in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr 4:104,886,846...104,967,095
Ensembl chr 4:104,887,071...104,967,087 		JBrowse link
G Scd1 stearoyl-Coenzyme A desaturase 1 decreases expression ISO NDGA decreases expression of mRNA, protein in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr19:44,382,889...44,396,148
Ensembl chr19:44,382,894...44,396,318 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 decreases expression ISO NDGA decreases expression of mRNA in liver of high fructose fed rats RGD PMID:26394137 RGD:329955565 NCBI chr11:60,089,910...60,113,407
Ensembl chr11:60,089,915...60,113,407 		JBrowse link
masoprocol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Afp alpha fetoprotein affects binding ISO Masoprocol binds to AFP protein CTD PMID:23013281 PMID:25349334 NCBI chr 5:90,638,573...90,656,766
Ensembl chr 5:90,638,596...90,656,766 		JBrowse link
G Akt1 thymoma viral proto-oncogene 1 decreases phosphorylation ISO Masoprocol results in decreased phosphorylation of AKT1 protein CTD PMID:19503098 NCBI chr12:112,620,260...112,641,266
Ensembl chr12:112,620,255...112,641,318 		JBrowse link
G Alk anaplastic lymphoma kinase multiple interactions
decreases activity		 ISO Masoprocol affects the phosphorylation of and affects the activity of ALK protein mutant form
Masoprocol results in decreased activity of ALK protein		 CTD PMID:19503098 NCBI chr17:72,174,206...72,911,719
Ensembl chr17:72,175,967...72,911,622 		JBrowse link
G Alox12 arachidonate 12-lipoxygenase multiple interactions
decreases activity		 ISO Masoprocol inhibits the reaction [ALOX12 protein results in increased chemical synthesis of 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid]
Masoprocol results in decreased activity of ALOX12 protein		 CTD PMID:3928952 PMID:6240459 PMID:9258337 PMID:17027136 PMID:23238474 NCBI chr11:70,132,283...70,146,206
Ensembl chr11:70,132,283...70,146,179 		JBrowse link
G Alox15 arachidonate 15-lipoxygenase multiple interactions
decreases activity		 ISO Masoprocol inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA]
Masoprocol results in decreased activity of ALOX15 protein
[Masoprocol results in decreased activity of ALOX15 protein] which results in increased abundance of 13-hydroxy-9,11-octadecadienoic acid		 CTD PMID:15574791 PMID:18984061 NCBI chr11:70,234,973...70,279,465
Ensembl chr11:70,234,978...70,242,857 		JBrowse link
G Alox5 arachidonate 5-lipoxygenase affects response to substance
decreases activity
multiple interactions		 ISO ALOX5 protein affects the susceptibility to Masoprocol
Masoprocol results in decreased activity of ALOX5 protein
Masoprocol inhibits the reaction [[CCL5 protein co-treated with Calcimycin] results in increased expression of ALOX5 mRNA]; Masoprocol inhibits the reaction [[CCL5 protein co-treated with Calcimycin] results in increased expression of ALOX5 protein]
[Masoprocol results in decreased activity of ALOX5 protein] which results in decreased chemical synthesis of Leukotriene B4; [Masoprocol results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid; Masoprocol inhibits the reaction [ALOX5 protein promotes the reaction [lysophosphatidic acid results in increased abundance of Hydrogen Peroxide]]		 CTD PMID:2724698 PMID:2849922 PMID:3928952 PMID:6240459 PMID:10698703 More... NCBI chr 6:116,387,030...116,438,139
Ensembl chr 6:116,387,038...116,438,139 		JBrowse link
G Ar androgen receptor affects binding ISO Masoprocol binds to AR protein CTD PMID:14565775 NCBI chr  X:97,192,363...97,366,824
Ensembl chr  X:97,192,375...97,366,821 		JBrowse link
G Bax BCL2-associated X protein increases expression
multiple interactions		 ISO Masoprocol results in increased expression of BAX protein
MYC affects the reaction [Masoprocol results in increased expression of BAX protein]		 CTD PMID:15034932 NCBI chr 7:45,111,124...45,116,332
Ensembl chr 7:45,111,121...45,116,322 		JBrowse link
G Bid BH3 interacting domain death agonist multiple interactions ISO [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of BID protein CTD PMID:17645780 NCBI chr 6:120,870,080...120,894,074
Ensembl chr 6:120,868,891...120,893,814 		JBrowse link
G Casp3 caspase 3 increases cleavage
multiple interactions
increases activity		 ISO
EXP		 Masoprocol results in increased cleavage of CASP3 protein
Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased cleavage of and results in increased activity of CASP3 protein]; Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of CASP3 protein]
acetyl-aspartyl-glutamyl-valyl-aspartal inhibits the reaction [Masoprocol results in increased activity of CASP3 protein]; Masoprocol inhibits the reaction [FASL protein results in increased activity of CASP3 protein]
[Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of CASP3 protein		 CTD PMID:10203695 PMID:10653524 PMID:11470254 PMID:15034932 PMID:17645780 More... NCBI chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724 		JBrowse link
G Casp8 caspase 8 multiple interactions
increases expression		 ISO
EXP		 [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of CASP8 protein
Masoprocol inhibits the reaction [FASL protein results in increased activity of CASP8 protein]
Masoprocol results in increased expression of CASP8 protein		 CTD PMID:10203695 PMID:17645780 NCBI chr 1:58,834,553...58,886,663
Ensembl chr 1:58,834,533...58,886,662 		JBrowse link
G Casp9 caspase 9 increases activity ISO Masoprocol results in increased activity of CASP9 protein CTD PMID:15034932 NCBI chr 4:141,520,923...141,543,289
Ensembl chr 4:141,520,923...141,543,287 		JBrowse link
G Ccl5 C-C motif chemokine ligand 5 multiple interactions ISO Masoprocol inhibits the reaction [[Calcimycin co-treated with CCL5 protein] results in increased secretion of Leukotriene B4]; Masoprocol inhibits the reaction [[CCL5 protein co-treated with Calcimycin] results in increased expression of ALOX5 mRNA]; Masoprocol inhibits the reaction [[CCL5 protein co-treated with Calcimycin] results in increased expression of ALOX5 protein] CTD PMID:18083043 NCBI chr11:83,416,604...83,421,344
Ensembl chr11:83,416,604...83,421,344 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Masoprocol results in decreased expression of CCND1 protein CTD PMID:11953870 NCBI chr 7:144,483,668...144,493,568
Ensembl chr 7:144,483,668...144,493,662 		JBrowse link
G Cdh1 cadherin 1 decreases methylation
increases expression		 ISO Masoprocol results in decreased methylation of CDH1 promoter
Masoprocol results in increased expression of CDH1 mRNA; Masoprocol results in increased expression of CDH1 protein		 CTD PMID:18418215 NCBI chr 8:107,329,982...107,396,879
Ensembl chr 8:107,329,983...107,396,878 		JBrowse link
G Cdkn2a cyclin dependent kinase inhibitor 2A decreases methylation
increases expression		 ISO Masoprocol results in decreased methylation of CDKN2A promoter
Masoprocol results in increased expression of CDKN2A mRNA; Masoprocol results in increased expression of CDKN2A protein		 CTD PMID:18164318 NCBI chr 4:89,192,710...89,212,856
Ensembl chr 4:89,192,708...89,212,890 		JBrowse link
G Chuk conserved helix-loop-helix ubiquitous kinase multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of CHUK protein modified form] CTD PMID:17395008 NCBI chr19:44,061,773...44,095,940
Ensembl chr19:44,061,774...44,095,919 		JBrowse link
G Cryab crystallin, alpha B multiple interactions ISO Masoprocol promotes the reaction [sodium arsenite results in increased expression of CRYAB mRNA]; Masoprocol promotes the reaction [sodium arsenite results in increased expression of CRYAB protein] CTD PMID:8591993 NCBI chr 9:50,657,251...50,667,936
Ensembl chr 9:50,662,625...50,667,936 		JBrowse link
G Dio1 deiodinase, iodothyronine, type I decreases activity ISO Masoprocol results in decreased activity of DIO1 protein CTD PMID:30561685 NCBI chr 4:107,148,662...107,164,365
Ensembl chr 4:107,148,662...107,164,366 		JBrowse link
G Dio2 deiodinase, iodothyronine, type II decreases activity ISO Masoprocol results in decreased activity of DIO2 protein CTD PMID:30561685 NCBI chr12:90,691,326...90,705,812
Ensembl chr12:90,691,326...90,705,812 		JBrowse link
G Dio3 deiodinase, iodothyronine type III decreases activity ISO Masoprocol results in decreased activity of DIO3 protein CTD PMID:30561685 NCBI chr12:110,245,664...110,247,531
Ensembl chr12:110,245,502...110,247,531 		JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 multiple interactions ISO Masoprocol inhibits the reaction [IGF1 protein results in increased phosphorylation of ERBB2 protein] CTD PMID:18645000 NCBI chr11:98,303,310...98,328,542
Ensembl chr11:98,303,296...98,328,542 		JBrowse link
G Esr1 estrogen receptor 1 (alpha) multiple interactions ISO Masoprocol binds to and results in increased activity of ESR1 protein CTD PMID:19063592 NCBI chr10:4,561,989...4,955,633
Ensembl chr10:4,561,593...4,955,614 		JBrowse link
G Fas Fas cell surface death receptor increases expression ISO Masoprocol results in increased expression of FAS protein CTD PMID:17645780 NCBI chr19:34,267,926...34,305,175
Ensembl chr19:34,268,066...34,305,172 		JBrowse link
G Fasl Fas ligand multiple interactions EXP
ISO		 Masoprocol inhibits the reaction [FASL protein results in increased activity of CASP3 protein]; Masoprocol inhibits the reaction [FASL protein results in increased activity of CASP8 protein]
Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of FASLG protein]		 CTD PMID:10203695 PMID:17651887 NCBI chr 1:161,608,260...161,616,064
Ensembl chr 1:161,608,258...161,616,064 		JBrowse link
G Fn1 fibronectin 1 multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of and results in increased secretion of MMP13 protein]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of CHUK protein modified form]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of MAPK8 protein modified form]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of MAPK9 protein modified form]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of NFKBIA protein modified form]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of RELA protein modified form]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased phosphorylation of MAPK1 protein]; Masoprocol inhibits the reaction [FN1 protein modified form results in increased phosphorylation of MAPK3 protein] CTD PMID:17395008 NCBI chr 1:71,624,632...71,692,439
Ensembl chr 1:71,624,679...71,692,359 		JBrowse link
G Fos FBJ osteosarcoma oncogene multiple interactions EXP Masoprocol inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of [FOS protein co-treated with JUN protein]] CTD PMID:10692565 NCBI chr12:85,520,664...85,524,048
Ensembl chr12:85,520,664...85,524,047 		JBrowse link
G Fpr1 formyl peptide receptor 1 decreases activity ISO Masoprocol results in decreased activity of FPR1 protein CTD PMID:17520823 NCBI chr17:18,096,733...18,104,201
Ensembl chr17:18,096,733...18,104,202 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO
EXP		 Masoprocol results in increased expression of HMOX1 mRNA; Masoprocol results in increased expression of HMOX1 protein CTD PMID:18852027 PMID:23942037 NCBI chr 8:75,820,246...75,827,221
Ensembl chr 8:75,820,249...75,827,217 		JBrowse link
G Hsd11b2 hydroxysteroid 11-beta dehydrogenase 2 multiple interactions
increases expression
increases activity		 ISO 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid inhibits the reaction [Masoprocol results in increased activity of HSD11B2 protein]; 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid inhibits the reaction [Masoprocol results in increased expression of HSD11B2 mRNA]; [Masoprocol co-treated with 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid] results in decreased expression of HSD11B2 protein; [Masoprocol co-treated with Leukotriene B4] results in decreased expression of HSD11B2 protein; Leukotriene B4 inhibits the reaction [Masoprocol results in increased activity of HSD11B2 protein]; Masoprocol inhibits the reaction [Progesterone results in decreased activity of HSD11B2 protein]; Masoprocol promotes the reaction [Mifepristone results in increased activity of HSD11B2 protein] CTD PMID:10377029 PMID:18032417 NCBI chr 8:106,245,378...106,250,620
Ensembl chr 8:106,245,387...106,250,620 		JBrowse link
G Igf1 insulin-like growth factor 1 multiple interactions ISO Masoprocol inhibits the reaction [IGF1 protein promotes the reaction [IGF1R protein results in increased phosphorylation of and results in increased activity of IGF1R protein]]; Masoprocol inhibits the reaction [IGF1 protein results in increased phosphorylation of ERBB2 protein]; Masoprocol inhibits the reaction [IGF1 protein results in increased phosphorylation of IGF1R protein] CTD PMID:18491370 PMID:18645000 NCBI chr10:87,694,127...87,772,909
Ensembl chr10:87,694,127...87,772,904 		JBrowse link
G Igf1r insulin-like growth factor I receptor multiple interactions
decreases activity		 ISO Masoprocol inhibits the reaction [Dihydrotestosterone results in increased expression of IGF1R mRNA]; Masoprocol inhibits the reaction [Dihydrotestosterone results in increased expression of IGF1R protein]; Masoprocol inhibits the reaction [IGF1 protein promotes the reaction [IGF1R protein results in increased phosphorylation of and results in increased activity of IGF1R protein]]; Masoprocol inhibits the reaction [IGF1 protein results in increased phosphorylation of IGF1R protein]
Masoprocol results in decreased activity of IGF1R protein		 CTD PMID:18491370 PMID:18645000 NCBI chr 7:67,601,486...67,883,416
Ensembl chr 7:67,602,575...67,883,416 		JBrowse link
G Il1b interleukin 1 beta multiple interactions
decreases response to substance		 ISO
EXP		 Masoprocol inhibits the reaction [Eicosapentaenoic Acid inhibits the reaction [IL1B protein results in increased expression of PTGS2 protein]]; Masoprocol inhibits the reaction [IL1B protein results in increased expression of MMP13 mRNA]; Masoprocol inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]
Masoprocol results in decreased susceptibility to IL1B protein
Masoprocol inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA]		 CTD PMID:8186192 PMID:12573452 PMID:21211511 NCBI chr 2:129,206,490...129,213,059
Ensembl chr 2:129,206,490...129,213,059 		JBrowse link
G Il6 interleukin 6 multiple interactions EXP Masoprocol inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] CTD PMID:8186192 NCBI chr 5:30,218,112...30,224,973
Ensembl chr 5:30,218,112...30,224,979 		JBrowse link
G Iyd iodotyrosine deiodinase multiple interactions ISO Masoprocol inhibits the reaction [IYD protein results in increased metabolism of Monoiodotyrosine] CTD PMID:33352258 NCBI chr10:3,490,274...3,504,880
Ensembl chr10:3,490,240...3,504,877 		JBrowse link
G Jun jun proto-oncogene decreases expression
multiple interactions		 ISO
EXP		 Masoprocol results in decreased expression of JUN mRNA
Masoprocol inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of [FOS protein co-treated with JUN protein]]		 CTD PMID:10692565 PMID:15034932 NCBI chr 4:94,937,273...94,940,459
Ensembl chr 4:94,937,271...94,940,459 		JBrowse link
G Kcna5 potassium voltage-gated channel, shaker-related subfamily, member 5 multiple interactions ISO Masoprocol inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA] CTD PMID:18984061 NCBI chr 6:126,509,514...126,512,518
Ensembl chr 6:126,509,514...126,512,375 		JBrowse link
G Krt1 keratin 1 multiple interactions EXP Masoprocol inhibits the reaction [Calcium results in increased expression of KRT1 mRNA] CTD PMID:12069687 NCBI chr15:101,753,861...101,759,221
Ensembl chr15:101,753,861...101,759,229 		JBrowse link
G Lhb luteinizing hormone beta multiple interactions ISO Masoprocol inhibits the reaction [LHB protein results in increased abundance of Cyclic AMP]; Masoprocol inhibits the reaction [LHB protein results in increased abundance of Pregnenolone]; Masoprocol inhibits the reaction [LHB protein results in increased abundance of Testosterone] CTD PMID:6430271 NCBI chr 7:45,070,370...45,071,278
Ensembl chr 7:45,070,244...45,071,321 		JBrowse link
G Mapk1 mitogen-activated protein kinase 1 multiple interactions
decreases phosphorylation		 ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased phosphorylation of MAPK1 protein]
Masoprocol results in decreased phosphorylation of MAPK1 protein		 CTD PMID:17395008 PMID:19503098 NCBI chr16:16,801,246...16,865,317
Ensembl chr16:16,801,246...16,865,317 		JBrowse link
G Mapk3 mitogen-activated protein kinase 3 decreases phosphorylation
multiple interactions		 ISO Masoprocol results in decreased phosphorylation of MAPK3 protein
Masoprocol inhibits the reaction [FN1 protein modified form results in increased phosphorylation of MAPK3 protein]		 CTD PMID:17395008 PMID:19503098 NCBI chr 7:126,358,798...126,364,988
Ensembl chr 7:126,358,773...126,364,991 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of MAPK8 protein modified form] CTD PMID:17395008 NCBI chr14:33,099,855...33,169,213
Ensembl chr14:33,099,855...33,169,115 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of MAPK9 protein modified form] CTD PMID:17395008 NCBI chr11:49,737,558...49,777,248
Ensembl chr11:49,737,578...49,777,248 		JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of and results in increased secretion of MMP13 protein]; Masoprocol inhibits the reaction [IL1B protein results in increased expression of MMP13 mRNA]; Masoprocol inhibits the reaction [IL1B protein results in increased expression of MMP13 protein]; Masoprocol inhibits the reaction [TNF protein results in increased expression of MMP13 mRNA]; Masoprocol inhibits the reaction [TNF protein results in increased expression of MMP13 protein] CTD PMID:17395008 PMID:21211511 NCBI chr 9:7,272,514...7,283,333
Ensembl chr 9:7,272,514...7,283,331 		JBrowse link
G Myc myelocytomatosis oncogene increases expression
multiple interactions		 ISO Masoprocol results in increased expression of MYC protein
MYC affects the reaction [Masoprocol results in increased expression of BAX protein]; MYC affects the reaction [Masoprocol results in increased expression of MYC protein]; MYC affects the reaction [Masoprocol results in increased expression of TP53 protein]		 CTD PMID:15034932 NCBI chr15:61,857,190...61,862,210
Ensembl chr15:61,857,240...61,862,223 		JBrowse link
G Nfe2l2 nuclear factor, erythroid derived 2, like 2 multiple interactions ISO Masoprocol affects the localization of and results in increased activity of NFE2L2 protein CTD PMID:18852027 NCBI chr 2:75,505,860...75,535,007
Ensembl chr 2:75,505,857...75,534,985 		JBrowse link
G Nfkbia nuclear factor of kappa light polypeptide gene enhancer in B cells inhibitor, alpha multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of NFKBIA protein modified form] CTD PMID:17395008 NCBI chr12:55,536,194...55,539,432
Ensembl chr12:55,536,195...55,539,432 		JBrowse link
G Ngf nerve growth factor multiple interactions ISO Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of NGF mRNA]; Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of NGF protein] CTD PMID:17651887 NCBI chr 3:102,377,235...102,428,329
Ensembl chr 3:102,377,235...102,428,329 		JBrowse link
G Ngfr nerve growth factor receptor (TNFR superfamily, member 16) multiple interactions ISO Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of NGFR mRNA]; Masoprocol inhibits the reaction [pentaacetyl geniposide results in increased expression of NGFR protein] CTD PMID:17651887 NCBI chr11:95,459,644...95,478,524
Ensembl chr11:95,459,644...95,478,561 		JBrowse link
G Nos3 nitric oxide synthase 3, endothelial cell multiple interactions ISO Masoprocol inhibits the reaction [Ritonavir results in decreased expression of NOS3 mRNA] CTD PMID:22037733 NCBI chr 5:24,569,772...24,589,472
Ensembl chr 5:24,569,808...24,589,472 		JBrowse link
G Odc1 ornithine decarboxylase, structural 1 multiple interactions EXP Masoprocol inhibits the reaction [Benzoyl Peroxide results in increased activity of ODC1 protein] CTD PMID:2105358 NCBI chr12:17,594,906...17,601,503
Ensembl chr12:17,594,795...17,601,506 		JBrowse link
G Otc ornithine transcarbamylase multiple interactions ISO Masoprocol promotes the reaction [PRL protein results in increased activity of OTC protein] CTD PMID:3097147 NCBI chr  X:10,118,584...10,187,275
Ensembl chr  X:10,118,544...10,187,263 		JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP Masoprocol affects the reaction [[9,10-Dimethyl-1,2-benzanthracene co-treated with Tetradecanoylphorbol Acetate] affects the expression of PCNA protein] CTD PMID:25770929 NCBI chr 2:132,091,206...132,095,100
Ensembl chr 2:132,091,082...132,095,234 		JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions EXP Masoprocol inhibits the reaction [POR protein affects the reaction [Benzo(a)pyrene results in increased chemical synthesis of benzo(a)pyrene-7,8-dihydrodiol-9,10-epoxide-DNA]] CTD PMID:28111842 NCBI chr 5:135,698,894...135,764,180
Ensembl chr 5:135,698,887...135,764,180 		JBrowse link
G Prl prolactin multiple interactions ISO Masoprocol promotes the reaction [PRL protein results in increased activity of OTC protein] CTD PMID:3097147 NCBI chr13:27,241,553...27,249,187
Ensembl chr13:27,241,553...27,249,188 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO Masoprocol inhibits the reaction [Eicosapentaenoic Acid inhibits the reaction [IL1B protein results in increased expression of PTGS2 protein]]; Masoprocol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] CTD PMID:7575673 PMID:12573452 NCBI chr 1:149,975,851...149,983,978
Ensembl chr 1:149,975,782...149,983,978 		JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases phosphorylation ISO Masoprocol results in decreased phosphorylation of RB1 protein CTD PMID:18164318 NCBI chr14:73,430,298...73,563,446
Ensembl chr14:73,421,113...73,563,262 		JBrowse link
G Rela v-rel reticuloendotheliosis viral oncogene homolog A (avian) multiple interactions ISO Masoprocol inhibits the reaction [FN1 protein modified form results in increased expression of RELA protein modified form] CTD PMID:17395008 NCBI chr19:5,686,993...5,698,162
Ensembl chr19:5,687,511...5,698,158 		JBrowse link
G Shbg sex hormone binding globulin affects binding ISO Masoprocol binds to SHBG protein CTD PMID:25349334 NCBI chr11:69,501,108...69,508,852
Ensembl chr11:69,505,630...69,508,731 		JBrowse link
G Slc5a5 solute carrier family 5 (sodium iodide symporter), member 5 multiple interactions ISO Masoprocol inhibits the reaction [TSHB protein results in increased expression of SLC5A5 mRNA] CTD PMID:17962351 NCBI chr 8:71,335,529...71,345,429
Ensembl chr 8:71,335,533...71,345,401 		JBrowse link
G Sod2 superoxide dismutase 2, mitochondrial multiple interactions ISO Masoprocol inhibits the reaction [Arachidonic Acid results in increased expression of SOD2 mRNA]; Masoprocol inhibits the reaction [Arachidonic Acid results in increased expression of SOD2 protein]; Masoprocol inhibits the reaction [TNF protein results in increased expression of SOD2 mRNA] CTD PMID:8760145 PMID:12031898 NCBI chr17:13,226,726...13,237,006
Ensembl chr17:13,225,733...13,258,950 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases phosphorylation ISO Masoprocol results in decreased phosphorylation of STAT3 protein CTD PMID:19503098 NCBI chr11:100,777,632...100,830,447
Ensembl chr11:100,775,924...100,830,366 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO Masoprocol inhibits the reaction [Puromycin Aminonucleoside results in increased expression of TGFB1 mRNA] CTD PMID:19194550 NCBI chr 7:25,386,406...25,404,503
Ensembl chr 7:25,386,427...25,404,502 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases response to substance		 ISO
EXP		 Masoprocol inhibits the reaction [TNF protein results in increased expression of MMP13 mRNA]; Masoprocol inhibits the reaction [TNF protein results in increased expression of MMP13 protein]; Masoprocol inhibits the reaction [TNF protein results in increased expression of SOD2 mRNA]
Masoprocol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]
Masoprocol results in decreased susceptibility to TNF protein		 CTD PMID:8186192 PMID:8760145 PMID:21211511 NCBI chr17:35,418,343...35,420,983
Ensembl chr17:35,418,357...35,420,983 		JBrowse link
G Tnfsf10 tumor necrosis factor (ligand) superfamily, member 10 multiple interactions ISO [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of BID protein; [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of CASP10 protein; [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of CASP3 protein; [Masoprocol co-treated with TNFSF10 protein] results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:17645780 NCBI chr 3:27,371,226...27,393,814
Ensembl chr 3:27,371,177...27,396,576 		JBrowse link
G Trp53 transformation related protein 53 multiple interactions
increases expression		 ISO MYC affects the reaction [Masoprocol results in increased expression of TP53 protein] CTD PMID:15034932 NCBI chr11:69,471,174...69,482,699
Ensembl chr11:69,471,185...69,482,699 		JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions ISO Masoprocol inhibits the reaction [[Melitten results in increased activity of TRPV1 protein] which results in increased transport of Calcium] CTD PMID:21453681 NCBI chr11:73,124,975...73,152,148
Ensembl chr11:73,125,118...73,152,068 		JBrowse link
G Tshb thyroid stimulating hormone, beta subunit multiple interactions ISO Masoprocol inhibits the reaction [TSHB protein results in increased expression of SLC5A5 mRNA] CTD PMID:17962351 NCBI chr 3:102,684,621...102,718,175
Ensembl chr 3:102,682,781...102,690,034 		JBrowse link
G Ugt1a1 UDP glucuronosyltransferase 1 family, polypeptide A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of Masoprocol CTD PMID:14557274 NCBI chr 1:88,139,681...88,147,724
Ensembl chr 1:88,139,681...88,146,719 		JBrowse link
G Ugt1a10 UDP glycosyltransferase 1 family, polypeptide A10 increases glucuronidation ISO UGT1A10 protein results in increased glucuronidation of Masoprocol CTD PMID:14557274 NCBI chr 1:87,983,133...88,147,724
Ensembl chr 1:87,983,110...88,146,726 		JBrowse link
G Ugt1a9 UDP glucuronosyltransferase 1 family, polypeptide A9 increases glucuronidation ISO UGT1A9 protein results in increased glucuronidation of Masoprocol CTD PMID:14557274 NCBI chr 1:87,998,501...88,147,724
Ensembl chr 1:87,998,522...88,146,719 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO Masoprocol inhibits the reaction [N-Formylmethionine Leucyl-Phenylalanine results in increased expression of VEGFA mRNA]; Masoprocol inhibits the reaction [N-Formylmethionine Leucyl-Phenylalanine results in increased secretion of VEGFA protein] CTD PMID:17520823 NCBI chr17:46,327,919...46,343,303
Ensembl chr17:46,327,919...46,343,295 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 22194
    role 22179
      chemical role 21425
        antioxidant 16416
          nordihydroguaiaretic acid 90
            masoprocol 72
Path 2
Term Annotations click to browse term
  CHEBI ontology 22194
    subatomic particle 22186
      composite particle 22186
        hadron 22186
          baryon 22186
            nucleon 22186
              atomic nucleus 22186
                atom 22186
                  main group element atom 22120
                    p-block element atom 22120
                      carbon group element atom 21921
                        carbon atom 21847
                          organic molecular entity 21847
                            organic molecule 21664
                              organic cyclic compound 21273
                                organic aromatic compound 20757
                                  phenols 19230
                                    benzenediols 9324
                                      catechols 3467
                                        nordihydroguaiaretic acid 90
                                          masoprocol 72
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