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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:diosmetin
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Accession:CHEBI:4630 term browser browse the term
Definition:A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities.
Synonyms:exact_synonym: 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
 related_synonym: 3',5,7-trihydroxy-4'-methoxyflavone;   5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone;   5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one;   Formula=C16H12O6;   InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3;   InChIKey=MBNGWHIJMBWFHU-UHFFFAOYSA-N;   Luteolin 4'-methyl ether;   SMILES=COC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1;   Salinigricoflavonol
 xref: CAS:520-34-3;   Chemspider:4444931;   DrugBank:DB11259;   Drug_Central:4601;   FooDB:FDB000861;   HMDB:HMDB0029676;   KEGG:C10038;   KNApSAcK:C00001036;   LIPID_MAPS_instance:LMPK12110824
 xref_mesh: MESH:C039602
 xref: MetaCyc:CPD-20639;   PDBeChem:J8D;   PMID:20635154;   PMID:21176927;   PMID:21791871;   PMID:21851214;   PMID:22749133;   PMID:29767250;   PMID:30515812;   PMID:30624931;   PMID:31228347;   PMID:31228803;   PMID:31763736;   PMID:31906574;   PMID:32219867;   PMID:32223728;   PMID:32367620;   PMID:32547191;   PMID:32627001;   PMID:32730832;   PMID:32938818;   PMID:33045572;   PMID:33064975;   PMID:33209892;   PMID:33282249;   PMID:33412247;   PMID:33449987;   PMID:33751333;   PMID:33811596;   PMID:34086130;   PMID:34922636;   PMID:35191607;   PMID:35242278;   PMID:35327333;   PMID:35481411;   PMID:35646118;   PMID:35684047;   PMID:35807509;   Patent:KR20080049174;   Patent:US2011201565;   Reaxys:294492;   Wikipedia:Diosmetin
 cyclic_relationship: is_conjugate_acid_of CHEBI:192749



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diosmetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc1 ATP binding cassette subfamily C member 1 decreases activity ISO diosmetin results in decreased activity of ABCC1 protein CTD PMID:15670588 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114
JBrowse link
G Casp1 caspase 1 multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP1 protein modified form] CTD PMID:35191607 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383
JBrowse link
G Casp3 caspase 3 multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP3 protein modified form]; KEAP1 protein inhibits the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP3 protein modified form]]; NFE2L2 protein promotes the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP3 protein modified form]] CTD PMID:35191607 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity
increases response to substance
multiple interactions
ISO diosmetin results in decreased activity of CYP1A1 protein
CYP1A1 protein results in increased susceptibility to diosmetin
[CYP1A1 protein results in increased susceptibility to Luteolin] which results in decreased abundance of diosmetin
CTD PMID:10781868 PMID:21482471 PMID:33727136 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 decreases activity
multiple interactions
increases response to substance
ISO diosmetin results in decreased activity of CYP1A2 protein
[CYP1A2 protein results in increased susceptibility to Luteolin] which results in decreased abundance of diosmetin
CYP1A2 protein results in increased susceptibility to diosmetin
CTD PMID:28867436 PMID:33727136 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 decreases activity ISO diosmetin results in decreased activity of CYP1B1 protein CTD PMID:10781868 PMID:21482471 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity ISO diosmetin results in decreased activity of CYP2C19 protein CTD PMID:28867436 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity ISO diosmetin results in decreased activity of CYP2C8 protein CTD PMID:28867436
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO diosmetin results in decreased activity of CYP2E1 protein CTD PMID:28867436 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO diosmetin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; diosmetin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 4-hydroxymidazolam] CTD PMID:18191104 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions ISO diosmetin inhibits the reaction [CYP3A5 protein results in increased chemical synthesis of 4-hydroxymidazolam] CTD PMID:18191104 NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP diosmetin promotes the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in increased expression of HMOX1 protein]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of HMOX1 mRNA]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of HMOX1 protein] CTD PMID:35191607 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il18 interleukin 18 multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in increased expression of IL18 protein]; diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of IL18 protein] CTD PMID:35191607 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in increased expression of IL1B protein]; diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of IL1B protein] CTD PMID:35191607 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions EXP diosmetin promotes the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in decreased expression of KEAP1 protein]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in decreased expression of KEAP1 protein]; KEAP1 protein inhibits the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP3 protein modified form]]; KEAP1 protein inhibits the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PARP1 protein modified form]]; KEAP1 protein inhibits the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in decreased expression of KEAP1 protein]]; KEAP1 protein inhibits the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of and affects the localization of NFE2L2 protein]]; NFE2L2 protein promotes the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in decreased expression of KEAP1 protein]] CTD PMID:35191607 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 diosmetin promotes the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in increased expression of NFE2L2 protein]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of and affects the localization of NFE2L2 protein]; KEAP1 protein inhibits the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of and affects the localization of NFE2L2 protein]]; NFE2L2 protein promotes the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of CASP3 protein modified form]]; NFE2L2 protein promotes the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PARP1 protein modified form]]; NFE2L2 protein promotes the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in decreased expression of KEAP1 protein]]; NFE2L2 protein promotes the reaction [diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of and affects the localization of NFE2L2 protein]] CTD PMID:35191607 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO diosmetin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of NFKBIA protein] CTD PMID:16934226 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of NLRP3 protein] CTD PMID:35191607 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO diosmetin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:16934226 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions EXP diosmetin promotes the reaction [[Oxygen deficiency co-treated with Blood Glucose deficiency] results in increased expression of NQO1 protein]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of NQO1 mRNA]; diosmetin promotes the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of NQO1 protein] CTD PMID:35191607 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 EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PARP1 protein modified form]; KEAP1 protein inhibits the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PARP1 protein modified form]]; NFE2L2 protein promotes the reaction [diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PARP1 protein modified form]] CTD PMID:35191607 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 diosmetin 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 Pycard PYD and CARD domain containing multiple interactions EXP diosmetin inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of PYCARD protein] CTD PMID:35191607 NCBI chr 1:182,601,657...182,603,013
Ensembl chr 1:182,601,174...182,602,955
JBrowse link
G Slc16a1 solute carrier family 16 member 1 multiple interactions EXP [diosmetin results in decreased activity of SLC16A1 protein] which results in decreased uptake of Sodium Oxybate CTD PMID:17108059 NCBI chr 2:192,123,755...192,144,617
Ensembl chr 2:192,124,289...192,144,611
JBrowse link
G Slc22a1 solute carrier family 22 member 1 multiple interactions ISO diosmetin inhibits the reaction [SLC22A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:28867436 NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 multiple interactions ISO diosmetin inhibits the reaction [SLCO1A2 protein results in increased uptake of Rosuvastatin Calcium] CTD PMID:28867436 NCBI chr 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO diosmetin inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF protein] CTD PMID:16934226 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
diosmin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO Diosmin binds to and results in increased activity of AHR protein CTD PMID:14644660 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Bad BCL2-associated agonist of cell death multiple interactions EXP Diosmin inhibits the reaction [Lipopolysaccharides results in increased expression of BAD protein] CTD PMID:21477647 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO Diosmin inhibits the reaction [Benzo(a)pyrene results in increased expression of BAX protein] CTD PMID:32061149 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP
ISO
[Diosmin co-treated with Lipopolysaccharides] results in increased expression of BCL2 protein
Diosmin inhibits the reaction [Benzo(a)pyrene results in decreased expression of BCL2 protein]
CTD PMID:21477647 PMID:32061149 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Casp3 caspase 3 multiple interactions EXP
ISO
Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased activity of CASP3 protein]; Diosmin inhibits the reaction [Acetic Acid results in increased expression of CASP3 protein]; Diosmin inhibits the reaction [Lipopolysaccharides results in increased activity of CASP3 protein]
Diosmin inhibits the reaction [Benzo(a)pyrene results in increased cleavage of CASP3 protein]
CTD PMID:21477647 PMID:23665045 PMID:29187079 PMID:32061149 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp7 caspase 7 multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased activity of CASP7 protein] CTD PMID:23665045 NCBI chr 1:255,437,195...255,476,737
Ensembl chr 1:255,437,172...255,476,729
JBrowse link
G Casp9 caspase 9 multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased activity of CASP9 protein] CTD PMID:23665045 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 Diosmin inhibits the reaction [2-Acetylaminofluorene results in decreased expression of CAT protein]; Diosmin inhibits the reaction [[Streptozocin co-treated with Niacinamide] results in decreased activity of CAT protein] CTD PMID:22056647 PMID:23665045 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased expression of CYP2E1 protein] CTD PMID:23665045 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP
ISO
Diosmin inhibits the reaction [2-Acetylaminofluorene results in decreased expression of GSR protein]
Diosmin inhibits the reaction [Benzo(a)pyrene results in decreased expression of GSR protein]
CTD PMID:23665045 PMID:32061149 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Il6 interleukin 6 multiple interactions ISO Diosmin inhibits the reaction [Benzo(a)pyrene results in increased expression of IL6 protein] CTD PMID:32061149 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mki67 marker of proliferation Ki-67 multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased expression of MKI67 protein]; Diosmin inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of MKI67 protein] CTD PMID:23665045 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP Diosmin inhibits the reaction [Acetic Acid results in increased activity of MPO protein] CTD PMID:29187079 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP Diosmin inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of NOS2 protein] CTD PMID:23665045 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO Diosmin inhibits the reaction [Benzo(a)pyrene results in increased cleavage of PARP1 protein] CTD PMID:32061149 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased expression of PCNA protein]; Diosmin inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of PCNA protein] CTD PMID:23665045 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP
ISO
Diosmin inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of PTGS2 protein]; Diosmin inhibits the reaction [Acetic Acid results in increased expression of PTGS2 protein]
Diosmin inhibits the reaction [Benzo(a)pyrene results in increased expression of PTGS2 protein]
CTD PMID:23665045 PMID:29187079 PMID:32061149 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Diosmin inhibits the reaction [Benzo(a)pyrene results in increased expression of RELA protein] CTD PMID:32061149 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased expression of TNF protein]; Diosmin inhibits the reaction [Acetic Acid results in increased expression of TNF protein]; Diosmin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein] CTD PMID:21477647 PMID:23665045 PMID:29187079 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions EXP Diosmin inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of TP53 protein] CTD PMID:23665045 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xdh xanthine dehydrogenase multiple interactions EXP
ISO
Diosmin inhibits the reaction [2-Acetylaminofluorene results in increased activity of XDH protein]
Diosmin inhibits the reaction [Benzo(a)pyrene results in increased expression of XDH protein]
CTD PMID:23665045 PMID:32061149 NCBI chr 6:21,530,463...21,592,172
Ensembl chr 6:21,530,113...21,592,268
JBrowse link

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  CHEBI ontology 20072
    role 20026
      chemical role 19582
        antioxidant 15709
          diosmetin 43
            diosmin 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 20072
    subatomic particle 20071
      composite particle 20071
        hadron 20071
          baryon 20071
            nucleon 20071
              atomic nucleus 20071
                atom 20071
                  main group element atom 19974
                    p-block element atom 19974
                      carbon group element atom 19903
                        carbon atom 19896
                          organic molecular entity 19896
                            organic molecule 19844
                              organic cyclic compound 19605
                                organic heterocyclic compound 18890
                                  oxacycle 17713
                                    benzopyran 11227
                                      1-benzopyran 10966
                                        flavonoid 6582
                                          anthoxanthin 4225
                                            flavones 4225
                                              hydroxyflavone 4212
                                                3'-hydroxyflavonoid 274
                                                  luteolin 221
                                                    diosmetin 43
                                                      diosmin 21
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