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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: 4',5,6,7,8-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
decreases expression
increases activity
multiple interactions
ISO tangeretin results in decreased activity of ABCB1 protein
tangeretin results in decreased expression of ABCB1 protein
tangeretin results in increased activity 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 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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 2:102,844,969...102,920,232
Ensembl chr 2:102,844,969...102,920,232
JBrowse link
G Casp3 caspase 3 multiple interactions EXP
ISO
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions
increases cleavage
ISO AGN 193109 inhibits the reaction [tangeretin results in increased cleavage of CASP8 protein] CTD PMID:33058988 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 multiple interactions ISO 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 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 chr18:78,213,067...78,245,677
Ensembl chr18:78,202,342...78,258,535
Ensembl chr18:78,202,342...78,258,535
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:13,360,583...13,392,517
Ensembl chr  X:13,359,430...13,392,586
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases activity
multiple interactions
ISO 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 chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 8:19,768,375...19,777,862
Ensembl chr 8:19,768,375...19,777,862
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 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 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
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 chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO 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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pkm pyruvate kinase M1/2 increases activity ISO tangeretin results in increased activity of PKM protein CTD PMID:25388478 NCBI chr 8:60,057,629...60,079,600
Ensembl chr 8:60,057,402...60,079,599
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rarb retinoic acid receptor, beta increases expression
multiple interactions
ISO 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 chr15:8,700,533...9,051,288
Ensembl chr15:8,406,492...9,051,288
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 chr13:22,689,783...22,853,920 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 4:71,149,632...71,167,388
Ensembl chr 4:71,149,669...71,167,379
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link

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  CHEBI ontology 20056
    role 20008
      application 19745
        pharmaceutical 19618
          drug 19618
            antineoplastic agent 17639
              tangeretin 31
                gardenin B 6
Path 2
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  CHEBI ontology 20056
    subatomic particle 20054
      composite particle 20054
        hadron 20054
          baryon 20054
            nucleon 20054
              atomic nucleus 20054
                atom 20054
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19875
                          organic molecular entity 19875
                            organic molecule 19822
                              organic cyclic compound 19575
                                organic heterocyclic compound 18798
                                  oxacycle 17684
                                    benzopyran 11207
                                      1-benzopyran 10945
                                        flavonoid 6570
                                          flavones 4217
                                            methoxyflavone 431
                                              pentamethoxyflavone 32
                                                tangeretin 31
                                                  gardenin B 6
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