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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:pentamethoxyflavone
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Accession:CHEBI:38724 term browser browse the term
Definition:A methoxyflavone that is flavone substituted by a five methoxy groups.
Synonyms:related_synonym: pentamethoxyflavones


show annotations for term's descendants           Sort by:
gardenin B term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G BCL2 BCL2 apoptosis regulator decreases expression EXP gardenin B results in decreased expression of BCL2 protein CTD PMID:27423764 NCBI chr18:63,123,346...63,320,090
Ensembl chr18:63,123,346...63,320,128 		JBrowse link
G CASP2 caspase 2 multiple interactions EXP gardenin B results in increased cleavage of and results in increased activity of CASP2 protein CTD PMID:27423764 NCBI chr 7:143,288,351...143,307,696
Ensembl chr 7:143,288,215...143,307,696 		JBrowse link
G CASP3 caspase 3 multiple interactions EXP gardenin B results in increased cleavage of and results in increased activity of CASP3 protein CTD PMID:27423764 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062 		JBrowse link
G CASP8 caspase 8 multiple interactions EXP gardenin B results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:27423764 NCBI chr 2:201,233,463...201,287,711
Ensembl chr 2:201,233,443...201,361,836 		JBrowse link
G CASP9 caspase 9 multiple interactions EXP gardenin B results in increased cleavage of and results in increased activity of CASP9 protein CTD PMID:27423764 NCBI chr 1:15,491,401...15,524,912
Ensembl chr 1:15,490,832...15,526,534 		JBrowse link
G PARP1 poly(ADP-ribose) polymerase 1 increases cleavage EXP gardenin B results in increased cleavage of PARP1 protein CTD PMID:27423764 NCBI chr 1:226,360,691...226,408,093
Ensembl chr 1:226,360,210...226,408,154 		JBrowse link
sinensetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCB1 ATP binding cassette subfamily B member 1 decreases activity
multiple interactions		 EXP sinensetin analog results in decreased activity of ABCB1 protein; sinensetin results in decreased activity of ABCB1 protein
sinensetin analog inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; sinensetin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]		 CTD PMID:30790579 NCBI chr 7:87,503,017...87,713,295
Ensembl chr 7:87,503,017...87,713,323 		JBrowse link
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 increases metabolic processing EXP CYP1A1 protein results in increased metabolism of sinensetin CTD PMID:19666078 NCBI chr15:74,719,542...74,725,528
Ensembl chr15:74,719,542...74,725,536 		JBrowse link
G CYP1A2 cytochrome P450 family 1 subfamily A member 2 increases metabolic processing EXP CYP1A2 protein results in increased metabolism of sinensetin CTD PMID:19666078 NCBI chr15:74,748,845...74,756,607
Ensembl chr15:74,748,845...74,756,607 		JBrowse link
G CYP1B1 cytochrome P450 family 1 subfamily B member 1 increases metabolic processing EXP CYP1B1 protein results in increased metabolism of sinensetin CTD PMID:19666078 NCBI chr 2:38,067,509...38,076,151
Ensembl chr 2:38,066,973...38,109,902 		JBrowse link
G CYP3A4 cytochrome P450 family 3 subfamily A member 4 multiple interactions
increases activity		 EXP [[sinensetin analog results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [[sinensetin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [sinensetin analog results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam; [sinensetin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam
sinensetin analog results in increased activity of CYP3A4 protein; sinensetin results in increased activity of CYP3A4 protein		 CTD PMID:31756459 NCBI chr 7:99,756,967...99,784,184
Ensembl chr 7:99,756,960...99,784,248 		JBrowse link
G SLC2A1 solute carrier family 2 member 1 multiple interactions EXP sinensetin inhibits the reaction [SLC2A1 protein results in increased uptake of 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose] CTD PMID:36870413 NCBI chr 1:42,925,353...42,958,868
Ensembl chr 1:42,925,353...42,958,893 		JBrowse link
G SLCO1B1 solute carrier organic anion transporter family member 1B1 multiple interactions
decreases activity		 EXP [sinensetin results in decreased activity of SLCO1B1 protein] which results in decreased uptake of Fluvastatin CTD PMID:32259555 NCBI chr12:21,131,194...21,239,796
Ensembl chr12:21,131,194...21,239,796 		JBrowse link
G SLCO1C1 solute carrier organic anion transporter family member 1C1 decreases activity
multiple interactions		 ISO sinensetin results in decreased activity of SLCO1B1 protein
[sinensetin results in decreased activity of SLCO1B1 protein] which results in decreased uptake of Bosentan		 CTD PMID:32259555 NCBI chr12:20,695,332...20,753,386
Ensembl chr12:20,695,332...20,753,386 		JBrowse link
tangeretin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCB1 ATP binding cassette subfamily B member 1 decreases activity
increases activity
decreases expression
multiple interactions		 EXP tangeretin results in decreased activity of ABCB1 protein
tangeretin results in increased activity of ABCB1 protein
tangeretin results in decreased expression of ABCB1 protein
tangeretin inhibits the reaction [ABCB1 protein results in decreased uptake of Daunorubicin]; tangeretin inhibits the reaction [ABCB1 protein results in decreased uptake of Rhodamine 123]; tangeretin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; tangeretin inhibits the reaction [Elacridar inhibits the reaction [ABCB1 protein results in decreased uptake of Rhodamine 123]]; Verapamil inhibits the reaction [tangeretin results in increased activity of ABCB1 protein]		 CTD PMID:30790579 PMID:34217736 NCBI chr 7:87,503,017...87,713,295
Ensembl chr 7:87,503,017...87,713,323 		JBrowse link
G CASP3 caspase 3 multiple interactions ISO
EXP		 tangeretin inhibits the reaction [Cisplatin results in increased expression of CASP3 protein]
AGN 193109 inhibits the reaction [tangeretin results in decreased expression of and results in increased cleavage of CASP3 protein]; tangeretin results in decreased expression of and results in increased cleavage of CASP3 protein		 CTD PMID:27616468 PMID:33058988 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062 		JBrowse link
G CASP8 caspase 8 multiple interactions
increases cleavage		 EXP AGN 193109 inhibits the reaction [tangeretin results in increased cleavage of CASP8 protein] CTD PMID:33058988 NCBI chr 2:201,233,463...201,287,711
Ensembl chr 2:201,233,443...201,361,836 		JBrowse link
G CASP9 caspase 9 multiple interactions EXP AGN 193109 inhibits the reaction [tangeretin results in decreased expression of and results in increased cleavage of CASP9 protein]; tangeretin results in decreased expression of and results in increased cleavage of CASP9 protein CTD PMID:33058988 NCBI chr 1:15,491,401...15,524,912
Ensembl chr 1:15,490,832...15,526,534 		JBrowse link
G CAT catalase multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of CAT protein] CTD PMID:24995432 NCBI chr11:34,438,934...34,472,060
Ensembl chr11:34,438,934...34,472,060 		JBrowse link
G CYB5A cytochrome b5 type A multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of CYB5A protein] CTD PMID:24995432 NCBI chr18:74,250,846...74,291,963
Ensembl chr18:74,250,846...74,291,973 		JBrowse link
G CYBB cytochrome b-245 beta chain multiple interactions ISO tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in increased expression of CYBB protein] CTD PMID:32479886 NCBI chr  X:37,780,059...37,813,461
Ensembl chr  X:37,780,018...37,813,461 		JBrowse link
G CYP1A1 cytochrome P450 family 1 subfamily A member 1 multiple interactions
increases expression
increases metabolic processing		 EXP tangeretin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]; tangeretin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 protein]
tangeretin results in increased expression of CYP1A1 protein
CYP1A1 protein results in increased metabolism of tangeretin		 CTD PMID:17090139 PMID:29626627 NCBI chr15:74,719,542...74,725,528
Ensembl chr15:74,719,542...74,725,536 		JBrowse link
G CYP1A2 cytochrome P450 family 1 subfamily A member 2 multiple interactions
increases metabolic processing		 EXP tangeretin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A2 mRNA]
CYP1A2 protein results in increased metabolism of tangeretin		 CTD PMID:17090139 PMID:29626627 NCBI chr15:74,748,845...74,756,607
Ensembl chr15:74,748,845...74,756,607 		JBrowse link
G CYP1B1 cytochrome P450 family 1 subfamily B member 1 increases expression
increases metabolic processing		 EXP tangeretin results in increased expression of CYP1B1 protein
CYP1B1 protein results in increased metabolism of tangeretin		 CTD PMID:29626627 NCBI chr 2:38,067,509...38,076,151
Ensembl chr 2:38,066,973...38,109,902 		JBrowse link
G CYP3A4 cytochrome P450 family 3 subfamily A member 4 increases activity
multiple interactions		 EXP tangeretin results in increased activity of CYP3A4 protein
[[tangeretin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [tangeretin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam		 CTD PMID:31756459 NCBI chr 7:99,756,967...99,784,184
Ensembl chr 7:99,756,960...99,784,248 		JBrowse link
G DNMT1 DNA methyltransferase 1 decreases expression ISO tangeretin metabolite results in decreased expression of DNMT1 protein; tangeretin results in decreased expression of DNMT1 protein CTD PMID:37517432 NCBI chr19:10,133,346...10,194,953
Ensembl chr19:10,133,342...10,231,286 		JBrowse link
G DNMT3A DNA methyltransferase 3 alpha decreases expression ISO tangeretin metabolite results in decreased expression of DNMT3A protein; tangeretin results in decreased expression of DNMT3A protein CTD PMID:37517432 NCBI chr 2:25,227,874...25,342,590
Ensembl chr 2:25,227,855...25,342,590 		JBrowse link
G DNMT3B DNA methyltransferase 3 beta decreases expression ISO tangeretin metabolite results in decreased expression of DNMT3B protein; tangeretin results in decreased expression of DNMT3B protein CTD PMID:37517432 NCBI chr20:32,762,385...32,809,356
Ensembl chr20:32,762,385...32,809,359 		JBrowse link
G GSR glutathione-disulfide reductase multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of GSR protein] CTD PMID:24995432 NCBI chr 8:30,678,066...30,727,846
Ensembl chr 8:30,678,066...30,727,846 		JBrowse link
G HDAC1 histone deacetylase 1 decreases expression ISO tangeretin metabolite results in decreased expression of HDAC1 protein; tangeretin results in decreased expression of HDAC1 protein CTD PMID:37517432 NCBI chr 1:32,292,083...32,333,626
Ensembl chr 1:32,292,083...32,333,635 		JBrowse link
G HDAC2 histone deacetylase 2 decreases expression ISO tangeretin metabolite results in decreased expression of HDAC2 protein; tangeretin results in decreased expression of HDAC2 protein CTD PMID:37517432 NCBI chr 6:113,933,028...113,971,148
Ensembl chr 6:113,933,028...114,011,308 		JBrowse link
G HDAC3 histone deacetylase 3 decreases expression ISO tangeretin metabolite results in decreased expression of HDAC3 protein; tangeretin results in decreased expression of HDAC3 protein CTD PMID:37517432 NCBI chr 5:141,620,881...141,636,849
Ensembl chr 5:141,620,876...141,636,849 		JBrowse link
G HDAC4 histone deacetylase 4 decreases expression ISO tangeretin metabolite results in decreased expression of HDAC4 protein; tangeretin results in decreased expression of HDAC4 protein CTD PMID:37517432 NCBI chr 2:239,048,168...239,401,649
Ensembl chr 2:239,048,168...239,401,654 		JBrowse link
G HDAC8 histone deacetylase 8 decreases expression ISO tangeretin metabolite results in decreased expression of HDAC8 protein; tangeretin results in decreased expression of HDAC8 protein CTD PMID:37517432 NCBI chr  X:72,329,516...72,572,843
Ensembl chr  X:72,329,516...72,573,101 		JBrowse link
G HMOX1 heme oxygenase 1 multiple interactions
increases expression		 ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of HMOX1 mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of HMOX1 protein]
tangeretin metabolite results in increased expression of HMOX1 mRNA; tangeretin metabolite results in increased expression of HMOX1 protein; tangeretin results in increased expression of HMOX1 mRNA; tangeretin results in increased expression of HMOX1 protein		 CTD PMID:24995432 PMID:37517432 NCBI chr22:35,381,096...35,394,207
Ensembl chr22:35,380,361...35,394,214 		JBrowse link
G IL10 interleukin 10 multiple interactions ISO tangeretin inhibits the reaction [Cisplatin results in decreased expression of IL10 protein] CTD PMID:27616468 NCBI chr 1:206,767,602...206,772,494
Ensembl chr 1:206,767,602...206,774,541 		JBrowse link
G IL1B interleukin 1 beta multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL1B protein] CTD PMID:24995432 NCBI chr 2:112,829,751...112,836,779
Ensembl chr 2:112,829,751...112,836,816 		JBrowse link
G IL6 interleukin 6 multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL6 protein] CTD PMID:24995432 NCBI chr 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002 		JBrowse link
G KEAP1 kelch like ECH associated protein 1 multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of KEAP1 mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of KEAP1 protein] CTD PMID:24995432 NCBI chr19:10,486,125...10,503,356
Ensembl chr19:10,486,125...10,503,558 		JBrowse link
G NFE2L2 NFE2 like bZIP transcription factor 2 multiple interactions
decreases methylation
increases expression		 ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of NFE2L2 mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of NFE2L2 protein]; tangeretin inhibits the reaction [Cisplatin results in increased expression of NFE2L2 protein]
tangeretin metabolite results in decreased methylation of NFE2L2 promoter; tangeretin results in decreased methylation of NFE2L2 promoter
tangeretin metabolite results in increased expression of NFE2L2 mRNA; tangeretin metabolite results in increased expression of NFE2L2 protein; tangeretin results in increased expression of NFE2L2 mRNA; tangeretin results in increased expression of NFE2L2 protein		 CTD PMID:24995432 PMID:27616468 PMID:37517432 NCBI chr 2:177,230,303...177,264,727
Ensembl chr 2:177,218,667...177,392,756 		JBrowse link
G NOS2 nitric oxide synthase 2 multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of NOS2 protein]; tangeretin inhibits the reaction [Cisplatin results in increased expression of NOS2 protein] CTD PMID:24995432 PMID:27616468 NCBI chr17:27,756,766...27,800,529
Ensembl chr17:27,756,766...27,800,529 		JBrowse link
G NOS3 nitric oxide synthase 3 multiple interactions ISO tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in decreased expression of NOS3 protein] CTD PMID:32479886 NCBI chr 7:150,991,017...151,014,588
Ensembl chr 7:150,991,017...151,014,588 		JBrowse link
G NQO1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases expression		 ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of NQO1 mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of NQO1 protein]
tangeretin metabolite results in increased expression of NQO1 mRNA; tangeretin metabolite results in increased expression of NQO1 protein; tangeretin results in increased expression of NQO1 mRNA; tangeretin results in increased expression of NQO1 protein		 CTD PMID:24995432 PMID:37517432 NCBI chr16:69,709,401...69,726,560
Ensembl chr16:69,706,996...69,726,668 		JBrowse link
G PARP1 poly(ADP-ribose) polymerase 1 multiple interactions EXP AGN 193109 inhibits the reaction [tangeretin results in decreased expression of and results in increased cleavage of PARP1 protein]; tangeretin results in decreased expression of and results in increased cleavage of PARP1 protein CTD PMID:33058988 NCBI chr 1:226,360,691...226,408,093
Ensembl chr 1:226,360,210...226,408,154 		JBrowse link
G PKM pyruvate kinase M1/2 increases activity EXP tangeretin results in increased activity of PKM protein CTD PMID:25388478 NCBI chr15:72,199,029...72,231,591
Ensembl chr15:72,199,029...72,231,819 		JBrowse link
G PTGS2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of PTGS2 protein] CTD PMID:24995432 NCBI chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,922 		JBrowse link
G RARB retinoic acid receptor beta increases expression
multiple interactions		 EXP tangeretin results in increased expression of RARB mRNA; tangeretin results in increased expression of RARB protein
AGN 193109 inhibits the reaction [tangeretin results in increased expression of RARB protein]		 CTD PMID:33058988 NCBI chr 3:24,829,321...25,597,932
Ensembl chr 3:24,687,887...25,597,932 		JBrowse link
G RELA RELA proto-oncogene, NF-kB subunit multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of RELA mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of RELA protein]; tangeretin inhibits the reaction [Cisplatin results in increased expression of RELA protein] CTD PMID:24995432 PMID:27616468 NCBI chr11:65,653,601...65,663,857
Ensembl chr11:65,653,599...65,663,090 		JBrowse link
G STAR steroidogenic acute regulatory protein multiple interactions ISO tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in decreased expression of STAR protein] CTD PMID:32479886 NCBI chr 8:38,142,700...38,150,952
Ensembl chr 8:38,142,700...38,150,992 		JBrowse link
G TNF tumor necrosis factor multiple interactions ISO tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of TNF mRNA]; tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of TNF protein]; tangeretin inhibits the reaction [Cisplatin results in increased expression of TNF protein] CTD PMID:24995432 PMID:27616468 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336 		JBrowse link
G UGT1A1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO tangeretin metabolite results in increased expression of UGT1A1 mRNA; tangeretin metabolite results in increased expression of UGT1A1 protein; tangeretin results in increased expression of UGT1A1 mRNA; tangeretin results in increased expression of UGT1A1 protein CTD PMID:37517432 NCBI chr 2:233,760,270...233,773,300
Ensembl chr 2:233,760,270...233,773,300 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26034
    chemical entity 26024
      atom 26009
        nonmetal atom 25498
          oxygen atom 24817
            oxygen molecular entity 24806
              organooxygen compound 24054
                ether 19866
                  methoxyflavone 482
                    pentamethoxyflavone 42
                      2'-hydroxy-3,7,8,4',5'-pentamethoxyflavone 0
                      combretol 0
                      sinensetin 8
                      tangeretin + 39
Path 2
Term Annotations click to browse term
  CHEBI ontology 26034
    subatomic particle 26009
      composite particle 26009
        hadron 26020
          baryon 26009
            nucleon 26009
              atomic nucleus 26009
                atom 26009
                  main group element atom 25834
                    p-block element atom 25834
                      carbon group element atom 25434
                        carbon atom 25403
                          organic molecular entity 25392
                            organic molecule 25222
                              organic cyclic compound 24274
                                organic heterocyclic compound 22328
                                  oxacycle 19986
                                    benzopyran 12738
                                      1-benzopyran 12474
                                        flavonoid 7601
                                          anthoxanthin 4698
                                            flavones 4698
                                              methoxyflavone 482
                                                pentamethoxyflavone 42
                                                  2'-hydroxy-3,7,8,4',5'-pentamethoxyflavone 0
                                                  combretol 0
                                                  sinensetin 8
                                                  tangeretin + 39
paths to the root