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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:plumbagin
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Accession:CHEBI:8273 term browser browse the term
Definition:A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively.
Synonyms:exact_synonym: 5-hydroxy-2-methylnaphthalene-1,4-dione
 related_synonym: 2-methyljuglone;   5-hydroxy-2-methyl-1,4-naphthalenedione;   5-hydroxy-2-methyl-1,4-naphthoquinone;   Formula=C11H8O3;   InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3;   InChIKey=VCMMXZQDRFWYSE-UHFFFAOYSA-N;   SMILES=CC1=CC(=O)c2c(O)cccc2C1=O;   plumbaein;   plumbagine;   plumbagone
 xref: Beilstein:1870475;   CAS:481-42-5;   Gmelin:959690;   KEGG:C10387;   KNApSAcK:C00002852;   LINCS:LSM-37061
 xref_mesh: MESH:C014758
 xref: MetaCyc:CPD-4461;   PMID:14727919;   PMID:14762525;   PMID:16078700;   PMID:16624823;   PMID:18974148;   PMID:19748668;   PMID:20858709;   PMID:21064184;   PMID:21559086;   PMID:21658027;   PMID:21741707;   Patent:CN1473468;   Patent:IN183682;   Patent:IN191797;   Reaxys:1870475;   Wikipedia:Plumbagin

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plumbagin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
multiple interactions		 ISO
EXP		 plumbagin results in increased phosphorylation of AKT1 protein
plumbagin inhibits the reaction [Doxorubicin results in increased phosphorylation of AKT1 protein]		 CTD PMID:20028456 PMID:32691977 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Bad BCL2-associated agonist of cell death multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of BAD protein] CTD PMID:32691977 NCBI chr 1:222,198,516...222,207,459
Ensembl chr 1:222,198,534...222,207,453 		JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions		 ISO
EXP		 plumbagin results in increased activity of CASP3 protein
NFE2L2 protein mutant form affects the reaction [plumbagin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased activity of CASP3 protein]]; plumbagin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased activity of CASP3 protein]; plumbagin inhibits the reaction [Doxorubicin results in increased expression of CASP3 protein]		 CTD PMID:20028456 PMID:20576514 PMID:32691977 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Casp8 caspase 8 increases activity
multiple interactions		 ISO plumbagin results in increased activity of CASP8 protein
Acetylcysteine inhibits the reaction [plumbagin results in increased activity of CASP8 protein]		 CTD PMID:20576514 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106 		JBrowse link
G Casp9 caspase 9 multiple interactions
increases activity		 ISO Acetylcysteine inhibits the reaction [plumbagin results in increased activity of CASP9 protein] CTD PMID:20576514 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778 		JBrowse link
G Cat catalase multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in decreased expression of CAT protein] CTD PMID:32691977 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of CCL2 protein] CTD PMID:32691977 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870 		JBrowse link
G Ctrl chymotrypsin-like multiple interactions
decreases activity		 ISO Acetylcysteine inhibits the reaction [plumbagin results in decreased activity of CTRL protein] CTD PMID:31276663 NCBI chr19:37,905,864...37,907,714
Ensembl chr19:37,905,864...37,907,714 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression
multiple interactions		 ISO plumbagin results in increased expression of DDIT3 protein
Acetylcysteine inhibits the reaction [plumbagin results in increased expression of DDIT3 protein]; Cycloheximide inhibits the reaction [plumbagin results in increased expression of DDIT3 protein]		 CTD PMID:31276663 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084 		JBrowse link
G Dhodh dihydroorotate dehydrogenase (quinone) decreases activity ISO
EXP		 plumbagin results in decreased activity of DHODH protein CTD PMID:10658902 NCBI chr19:42,066,103...42,087,906
Ensembl chr19:42,066,351...42,082,012 		JBrowse link
G Fabp3 fatty acid binding protein 3 multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of FABP3 protein] CTD PMID:32691977 NCBI chr 5:148,528,854...148,535,597
Ensembl chr 5:148,528,725...148,535,565 		JBrowse link
G Fas Fas cell surface death receptor increases expression ISO plumbagin results in increased expression of FAS mRNA; plumbagin results in increased expression of FAS protein CTD PMID:20576514 NCBI chr 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790 		JBrowse link
G G6pc1 glucose-6-phosphatase catalytic subunit 1 multiple interactions EXP plumbagin inhibits the reaction [Streptozocin results in increased activity of G6PC protein] CTD PMID:22960630 NCBI chr10:89,286,009...89,296,213
Ensembl chr10:89,285,855...89,296,213 		JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO plumbagin results in increased expression of GCLM mRNA CTD PMID:20028456 NCBI chr 2:225,827,504...225,847,876
Ensembl chr 2:225,827,504...225,847,874 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression ISO plumbagin results in increased expression of GSTP1 mRNA CTD PMID:20028456 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147 		JBrowse link
G Hk1 hexokinase 1 multiple interactions EXP plumbagin inhibits the reaction [Streptozocin results in decreased activity of HK1 protein] CTD PMID:22960630 NCBI chr20:31,911,460...31,979,780
Ensembl chr20:31,912,262...31,956,649 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression		 ISO
EXP		 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [plumbagin results in increased expression of HMOX1 protein]; NFE2L2 mRNA affects the reaction [plumbagin results in increased expression of HMOX1 mRNA]; wortmannin inhibits the reaction [plumbagin results in increased expression of HMOX1 protein]
plumbagin promotes the reaction [Doxorubicin results in increased expression of HMOX1 mRNA]
plumbagin results in increased expression of HMOX1 mRNA; plumbagin results in increased expression of HMOX1 protein		 CTD PMID:20028456 PMID:32691977 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression
multiple interactions		 ISO plumbagin results in increased expression of HSPA5 protein
Acetylcysteine inhibits the reaction [plumbagin results in increased expression of HSPA5 protein]; Cycloheximide inhibits the reaction [plumbagin results in increased expression of HSPA5 protein]		 CTD PMID:31276663 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762 		JBrowse link
G Ifng interferon gamma multiple interactions ISO
EXP		 plumbagin inhibits the reaction [IFNG protein results in increased abundance of Nitrites]
plumbagin inhibits the reaction [Doxorubicin results in increased expression of IFNG protein]		 CTD PMID:23942037 PMID:32691977 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO plumbagin results in increased phosphorylation of MAPK1 protein CTD PMID:20028456 PMID:20576514 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO plumbagin results in increased phosphorylation of MAPK3 protein CTD PMID:20028456 PMID:20576514 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975 		JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions
affects localization
affects response to substance		 ISO
EXP		 NFE2L2 mRNA affects the reaction [plumbagin results in decreased susceptibility to tert-Butylhydroperoxide]; NFE2L2 mRNA affects the reaction [plumbagin results in increased expression of HMOX1 mRNA]
plumbagin affects the localization of NFE2L2 protein
NFE2L2 protein mutant form affects the reaction [plumbagin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased activity of CASP3 protein]]
NFE2L2 mRNA affects the susceptibility to plumbagin		 CTD PMID:20028456 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996 		JBrowse link
G Nppb natriuretic peptide B multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of NPPB protein] CTD PMID:32691977 NCBI chr 5:164,796,176...164,797,538
Ensembl chr 5:164,796,185...164,797,531 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression
multiple interactions		 ISO plumbagin results in increased expression of NQO1 mRNA; plumbagin results in increased expression of NQO1 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [plumbagin results in increased expression of NQO1 protein]; wortmannin inhibits the reaction [plumbagin results in increased expression of NQO1 protein]		 CTD PMID:20028456 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180 		JBrowse link
G Pten phosphatase and tensin homolog multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in decreased phosphorylation of PTEN protein] CTD PMID:32691977 NCBI chr 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832 		JBrowse link
G Ptpn2 protein tyrosine phosphatase, non-receptor type 2 multiple interactions ISO plumbagin binds to and results in decreased activity of PTPN2 protein CTD PMID:31248982 NCBI chr18:63,415,298...63,489,240
Ensembl chr18:63,415,306...63,488,027 		JBrowse link
G Pygb glycogen phosphorylase B multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of PYGB protein] CTD PMID:32691977 NCBI chr 3:146,581,063...146,629,504
Ensembl chr 3:146,582,752...146,634,535 		JBrowse link
G Slc2a4 solute carrier family 2 member 4 multiple interactions EXP plumbagin inhibits the reaction [Streptozocin results in decreased expression of SLC2A4 mRNA]; plumbagin inhibits the reaction [Streptozocin results in decreased expression of SLC2A4 protein] CTD PMID:22960630 NCBI chr10:56,552,921...56,558,562
Ensembl chr10:56,552,983...56,558,487 		JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO plumbagin results in increased expression of SQSTM1 protein CTD PMID:31276663 NCBI chr10:35,704,728...35,716,316
Ensembl chr10:35,704,730...35,716,294 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of TGFB1 protein] CTD PMID:32691977 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199 		JBrowse link
G Tnni3 troponin I3, cardiac type multiple interactions EXP plumbagin inhibits the reaction [Doxorubicin results in increased expression of TNNI3 protein] CTD PMID:32691977 NCBI chr 1:72,882,806...72,886,490
Ensembl chr 1:72,882,806...72,886,488 		JBrowse link
G Txnrd1 thioredoxin reductase 1 increases expression ISO plumbagin results in increased expression of TXNRD1 mRNA CTD PMID:20028456 NCBI chr 7:26,946,124...26,984,400
Ensembl chr 7:26,946,125...26,984,400 		JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of plumbagin CTD PMID:14557274 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822 		JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 increases glucuronidation ISO UGT1A8 protein results in increased glucuronidation of plumbagin CTD PMID:14557274 NCBI chr 9:95,221,474...95,302,822
Ensembl chr 9:95,161,157...95,302,822 		JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation ISO UGT1A9 protein results in increased glucuronidation of plumbagin CTD PMID:14557274 NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        biochemical role 19304
          metabolite 19285
            plumbagin 35
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      ketone 16171
                                        cyclic ketone 13874
                                          quinone 8341
                                            naphthoquinone 1428
                                              1,4-naphthoquinones 1404
                                                hydroxy-1,4-naphthoquinone 124
                                                  plumbagin 35
paths to the root