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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:tangeretin
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Accession:CHEBI:9400 term browser browse the term
Definition:A pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8.
Synonyms:exact_synonym: 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
 related_synonym: 5,6,7,8,4'-Pentamethoxyflavone;   5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one;   Formula=C20H20O7;   InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3;   InChIKey=ULSUXBXHSYSGDT-UHFFFAOYSA-N;   SMILES=COc1ccc(cc1)-c1cc(=O)c2c(OC)c(OC)c(OC)c(OC)c2o1;   tangeritin
 xref: Beilstein:351695;   CAS:481-53-8;   HMDB:HMDB0030539;   KEGG:C10190;   KNApSAcK:C00001105;   LINCS:LSM-2548;   LIPID_MAPS_instance:LMPK12111443
 xref_mesh: MESH:C059006
 xref: PMID:22476082;   PMID:22585555;   PMID:22850615;   PMID:23137376;   PMID:23254473;   PMID:23265538;   Patent:CN101947215;   Patent:CN102344429;   Reaxys:351695;   Wikipedia:Tangeritin


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tangeretin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A decreases activity
multiple interactions
ISO tangeretin results in decreased activity of ABCB1 protein
tangeretin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]
CTD PMID:30790579 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Agtr1b angiotensin II receptor, type 1b multiple interactions EXP tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in increased expression of AGTR1B protein] CTD PMID:32479886 NCBI chr 2:105,149,020...105,224,335
Ensembl chr 2:105,149,020...105,224,295
JBrowse link
G Casp3 caspase 3 multiple interactions EXP tangeretin inhibits the reaction [Cisplatin results in increased expression of CASP3 protein] CTD PMID:27616468 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of CAT protein] CTD PMID:24995432 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Cyb5a cytochrome b5 type A multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of CYB5A protein] CTD PMID:24995432 NCBI chr18:81,694,818...81,726,821
Ensembl chr18:81,694,808...81,726,821
JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions EXP tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in increased expression of CYBB protein] CTD PMID:32479886 NCBI chr  X:14,578,330...14,610,049
Ensembl chr  X:14,578,264...14,612,547
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
increases metabolic processing
ISO 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 chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions
increases metabolic processing
ISO 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 chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases metabolic processing
increases expression
ISO CYP1B1 protein results in increased metabolism of tangeretin
tangeretin results in increased expression of CYP1B1 protein
CTD PMID:29626627 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of GSR protein] CTD PMID:24995432 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP 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] CTD PMID:24995432 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Il10 interleukin 10 multiple interactions EXP tangeretin inhibits the reaction [Cisplatin results in decreased expression of IL10 protein] CTD PMID:27616468 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL1B protein] CTD PMID:24995432 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL6 protein] CTD PMID:24995432 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions EXP 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 chr 8:22,250,518...22,259,868
Ensembl chr 8:22,250,518...22,259,779
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions EXP 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] CTD PMID:24995432, PMID:27616468 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP 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 chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions EXP tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in decreased expression of NOS3 protein] CTD PMID:32479886 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions EXP 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] CTD PMID:24995432 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Pkm pyruvate kinase M1/2 increases activity ISO tangeretin results in increased activity of PKM protein CTD PMID:25388478 NCBI chr 8:64,480,963...64,502,957
Ensembl chr 8:64,481,172...64,502,722
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP tangeretin inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of PTGS2 protein] CTD PMID:24995432 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP 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 chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Star steroidogenic acute regulatory protein multiple interactions EXP tangeretin inhibits the reaction [NG-Nitroarginine Methyl Ester results in decreased expression of STAR protein] CTD PMID:32479886 NCBI chr16:71,036,204...71,040,847
Ensembl chr16:71,036,204...71,040,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP 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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
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 ISO gardenin B results in decreased expression of BCL2 protein CTD PMID:27423764 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp2 caspase 2 multiple interactions ISO gardenin B results in increased cleavage of and results in increased activity of CASP2 protein CTD PMID:27423764 NCBI chr 4:71,652,358...71,670,228
Ensembl chr 4:71,652,354...71,670,239
JBrowse link
G Casp3 caspase 3 multiple interactions ISO gardenin B results in increased cleavage of and results in increased activity of CASP3 protein CTD PMID:27423764 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 multiple interactions ISO gardenin B results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:27423764 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 ISO gardenin B results in increased cleavage of and results in increased activity of CASP9 protein CTD PMID:27423764 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO gardenin B results in increased cleavage of PARP1 protein CTD PMID:27423764 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            antineoplastic agent 16982
              tangeretin 29
                gardenin B 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  oxacycle 17181
                                    benzopyran 10132
                                      1-benzopyran 9848
                                        flavonoid 6372
                                          flavones 4166
                                            methoxyflavone 416
                                              pentamethoxyflavone 30
                                                tangeretin 29
                                                  gardenin B 6
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