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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)C2=C(O)C=CC=C2C1=O;   plumbaein;   plumbagine;   plumbagone
 xref: CAS:481-42-5;   Gmelin:959690;   KEGG:C10387;   KNApSAcK:C00002852;   LINCS:LSM-37061
 xref_mesh: MESH:C014758
 xref: MetaCyc:CPD-4461;   PDBeChem:90R;   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
decreases phosphorylation
decreases expression 		ISO
EXP 		plumbagin results in increased phosphorylation of AKT1 protein
plumbagin inhibits the reaction [Doxorubicin results in increased phosphorylation of AKT1 protein]
plumbagin results in decreased phosphorylation of AKT1 protein
plumbagin results in decreased expression of AKT1 mRNA 		CTD PMID:20028456 PMID:32691977 PMID:36336213 NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:137,535,390...137,552,610 		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 1:213,562,719...213,572,034
Ensembl chr 1:213,562,187...213,572,034 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression EXP plumbagin results in decreased expression of BCL2 protein CTD PMID:34302802 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO [Plumbagin alone or cotreated with IL-6] decreases expression of BCL2L1 mRNA in liver RGD PMID:25815436 RGD:126925996 NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:161,745,540...161,764,907
Ensembl chr 1:161,745,540...161,764,907 		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 PMID:34302802 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		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 9:67,747,109...67,806,699
Ensembl chr 9:67,758,033...67,806,699 		JBrowse link
G Casp9 caspase 9 multiple interactions
increases activity
decreases expression
increases expression 		ISO
EXP 		Acetylcysteine inhibits the reaction [plumbagin results in increased activity of CASP9 protein]
plumbagin results in decreased expression of CASP9 protein
plumbagin results in increased expression of CASP9 mRNA 		CTD PMID:20576514 PMID:34302802 PMID:36336213 Ensembl chr 5:159,391,188...159,409,648 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 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526 		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 chr10:67,503,077...67,504,875
Ensembl chr10:67,503,077...67,504,875 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO [Plumbagin alone or cotreated with IL-6] decreases expression of CCND1 mRNA in liver RGD PMID:25815436 RGD:126925996 NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:209,518,288...209,527,810 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO plumbagin results in increased expression of CDKN1A mRNA CTD PMID:36336213 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969 		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 chr19:50,737,078...50,740,659
Ensembl chr19:50,737,079...50,738,979 		JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 decreases expression EXP plumbagin results in decreased expression of CYP19A1 mRNA CTD PMID:34302802 NCBI chr 8:63,449,148...63,476,534
Ensembl chr 8:63,449,148...63,476,917 		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 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509 		JBrowse link
G Dhodh dihydroorotate dehydrogenase decreases activity ISO
EXP 		plumbagin results in decreased activity of DHODH protein CTD PMID:10658902 NCBI chr19:54,460,636...54,483,049
Ensembl chr19:54,468,690...54,514,496 		JBrowse link
G E2f1 E2F transcription factor 1 decreases expression ISO plumbagin results in decreased expression of E2F1 mRNA CTD PMID:36336213 NCBI chr 3:163,524,739...163,535,563
Ensembl chr 3:163,524,739...163,535,563 		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 5:147,936,027...147,942,870
Ensembl chr 5:147,936,119...147,942,881 		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 1:241,212,155...241,245,774
Ensembl chr 1:241,205,935...241,246,104 		JBrowse link
G Fshr follicle stimulating hormone receptor decreases expression EXP plumbagin results in decreased expression of FSHR mRNA CTD PMID:34302802 NCBI chr 6:10,952,329...11,160,288
Ensembl chr 6:10,952,329...11,160,288 		JBrowse link
G G6pc1 glucose-6-phosphatase catalytic subunit 1 multiple interactions EXP plumbagin inhibits the reaction [Streptozocin results in increased activity of G6PC1 protein] CTD PMID:22960630 NCBI chr10:86,807,659...86,819,023
Ensembl chr10:86,757,899...86,818,033 		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 2:213,032,135...213,052,192
Ensembl chr 2:213,031,838...213,055,003 		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 1:210,767,237...210,770,242
Ensembl chr 1:210,767,237...210,769,705 		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 chr20:30,773,222...30,874,814
Ensembl chr20:30,773,220...30,874,814 		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 results in increased expression of HMOX1 mRNA; plumbagin results in increased expression of HMOX1 protein
plumbagin promotes the reaction [Doxorubicin results in increased expression of HMOX1 mRNA] 		CTD PMID:20028456 PMID:32691977 NCBI chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818 		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 3:38,453,016...38,457,475
Ensembl chr 3:38,453,041...38,458,790 		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 7:55,789,180...55,793,216
Ensembl chr 7:55,761,736...55,793,216 		JBrowse link
G Ins1 insulin 1 multiple interactions EXP plumbagin inhibits the reaction [Streptozocin results in decreased expression of INS1 protein] CTD PMID:22960630 NCBI chr 1:261,186,119...261,186,686
Ensembl chr 1:261,186,119...261,186,682 		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 chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		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 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions
decreases expression 		ISO plumbagin results in decreased expression of and results in decreased activity of MMP2 protein
plumbagin results in decreased expression of MMP2 mRNA 		CTD PMID:36336213 NCBI chr19:30,327,643...30,355,856
Ensembl chr19:30,327,643...30,355,856 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression ISO [Plumbagin alone and cotreated with IL-6] decreases expression of MMP9 in liver
plumbagin results in decreased expression of MMP9 mRNA 		CTD
RGD		 PMID:36336213 PMID:25815436 RGD:126925996 NCBI chr 3:174,103,474...174,111,434
Ensembl chr 3:174,084,123...174,111,442 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions
affects response to substance
affects localization 		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]
NFE2L2 mRNA affects the susceptibility to plumbagin
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 affects the localization of NFE2L2 protein 		CTD PMID:20028456 NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090 		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 5:163,699,955...163,701,314
Ensembl chr 5:163,699,839...163,701,310 		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 chr19:52,205,374...52,220,267
Ensembl chr19:52,205,314...52,220,260 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 decreases expression ISO plumbagin results in decreased expression of PARP1 mRNA; plumbagin results in decreased expression of PARP1 protein CTD PMID:36336213 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567 		JBrowse link
G Per2 period circadian regulator 2 decreases response to substance ISO PER2 protein mutant form results in decreased susceptibility to plumbagin CTD PMID:25628599 NCBI chr 9:99,454,828...99,497,069
Ensembl chr 9:99,454,830...99,496,993 		JBrowse link
G Pgr progesterone receptor decreases expression EXP plumbagin results in decreased expression of PGR mRNA CTD PMID:34302802 NCBI chr 8:14,354,398...14,413,271
Ensembl chr 8:14,354,398...14,413,271 		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 1:240,043,707...240,110,330
Ensembl chr 1:240,043,707...240,110,330 		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 chr18:63,498,890...63,564,571
Ensembl chr18:63,498,890...63,564,481 		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 3:160,072,141...160,118,930
Ensembl chr 3:160,072,115...160,123,961 		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 chr10:55,164,721...55,170,289
Ensembl chr10:55,164,721...55,170,270 		JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO plumbagin results in increased expression of SQSTM1 protein CTD PMID:31276663 NCBI chr10:35,026,598...35,037,750
Ensembl chr10:35,026,598...35,037,750 		JBrowse link
G Tesk1 testis associated actin remodelling kinase 1 decreases expression EXP plumbagin results in decreased expression of TESK1 mRNA CTD PMID:34302802 NCBI chr 5:62,487,763...62,493,492
Ensembl chr 5:62,487,763...62,493,492 		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 1:90,324,312...90,340,627
Ensembl chr 1:90,324,046...90,340,899 		JBrowse link
G Timp2 TIMP metallopeptidase inhibitor 2 increases expression ISO plumbagin results in increased expression of TIMP2 mRNA CTD PMID:36336213 NCBI chr10:104,041,604...104,089,214
Ensembl chr10:104,041,604...104,089,214 		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 1:78,342,571...78,346,255
Ensembl chr 1:78,342,592...78,346,253 		JBrowse link
G Tp53 tumor protein p53 increases expression EXP plumbagin results in increased expression of TP53 protein CTD PMID:34302802 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		JBrowse link
G Txnrd1 thioredoxin reductase 1 increases expression ISO plumbagin results in increased expression of TXNRD1 mRNA CTD PMID:20028456 NCBI chr 7:22,717,620...22,802,553
Ensembl chr 7:22,719,317...22,739,817 		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 9:96,249,143...96,256,264
Ensembl chr 9:96,144,786...96,256,264 		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 9:96,144,786...96,256,264
Ensembl chr 9:96,144,786...96,256,264 		JBrowse link
G Uhrf1 ubiquitin-like with PHD and ring finger domains 1 decreases expression ISO plumbagin results in decreased expression of UHRF1 mRNA; plumbagin results in decreased expression of UHRF1 protein CTD PMID:36336213 NCBI chr 9:1,220,162...1,241,792
Ensembl chr 9:1,222,063...1,241,792 		JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO Plumbagin decreases expression of VEGFA mRNA in liver RGD PMID:25815436 RGD:126925996 NCBI chr 9:22,452,854...22,468,194
Ensembl chr 9:22,439,392...22,468,194 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        biochemical role 20264
          metabolite 20245
            plumbagin 52
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbonyl compound 19440
                                    ketone 17484
                                      cyclic ketone 16126
                                        quinone 9948
                                          naphthoquinone 1486
                                            1,4-naphthoquinones 1475
                                              hydroxy-1,4-naphthoquinone 165
                                                plumbagin 52
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