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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:eupatilin
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Accession:CHEBI:4932 term browser browse the term
Definition:A trimethoxyflavone that is flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities.
Synonyms:exact_synonym: 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one
 related_synonym: 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one;   5,7-dihydroxy-3',4',6-trimethoxyflavone;   Formula=C18H16O7;   InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3;   InChIKey=DRRWBCNQOKKKOL-UHFFFAOYSA-N;   SMILES=COc1ccc(cc1OC)-c1cc(=O)c2c(O)c(OC)c(O)cc2o1
 alt_id: CHEBI:65882
 xref: CAS:22368-21-4;   KEGG:C10040;   KNApSAcK:C00003845
 xref_mesh: MESH:C045325
 xref: PMID:17404061;   PMID:19663482;   PMID:23118554;   PMID:23292941;   PMID:856983;   Reaxys:1354453



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eupatilin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcg2 ATP binding cassette subfamily G member 2 multiple interactions EXP eupatilin inhibits the reaction [[potassium oxonate co-treated with Hypoxanthine] results in decreased expression of ABCG2 protein] CTD PMID:38052408 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of CCL2 mRNA] CTD PMID:21565208 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
increases activity
ISO [[eupatilin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam; [eupatilin results in increased activity of CYP3A4 protein] which results in increased metabolism of Midazolam CTD PMID:31756459 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP
eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of IL1B mRNA]
eupatilin inhibits the reaction [[potassium oxonate co-treated with Hypoxanthine] results in increased secretion of IL1B protein]
CTD PMID:21565208 PMID:38052408 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 ISO
EXP
eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of IL6 mRNA]
eupatilin inhibits the reaction [[potassium oxonate co-treated with Hypoxanthine] results in increased secretion of IL6 protein]
CTD PMID:21565208 PMID:38052408 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased phosphorylation of and results in increased degradation of NFKBIA protein] CTD PMID:21565208 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of NOS2 mRNA]; eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of NOS2 protein] CTD PMID:21565208 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of PTGS2 mRNA]; eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of PTGS2 protein] CTD PMID:21565208 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 affects the localization of RELA protein] CTD PMID:21565208 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Slc2a1 solute carrier family 2 member 1 multiple interactions ISO eupatilin 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 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
JBrowse link
G Slc2a12 solute carrier family 2 member 12 multiple interactions EXP eupatilin inhibits the reaction [[potassium oxonate co-treated with Hypoxanthine] results in increased expression of SLC2A12 protein] CTD PMID:38052408 NCBI chr 1:22,803,068...22,862,204
Ensembl chr 1:22,804,418...22,860,971
JBrowse link
G Slc2a9 solute carrier family 2 member 9 multiple interactions EXP eupatilin inhibits the reaction [[potassium oxonate co-treated with Hypoxanthine] results in increased expression of SLC2A9 protein] CTD PMID:38052408 NCBI chr14:72,328,334...72,461,981
Ensembl chr14:72,328,320...72,461,981
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of TNF mRNA] CTD PMID:21565208 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      application 19703
        anti-inflammatory agent 16700
          eupatilin 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            organic molecule 19714
                              organic cyclic compound 19485
                                organic heterocyclic compound 18881
                                  oxacycle 17917
                                    benzopyran 11984
                                      1-benzopyran 11737
                                        flavonoid 7229
                                          anthoxanthin 4587
                                            flavones 4587
                                              methoxyflavone 494
                                                trimethoxyflavone 32
                                                  eupatilin 13
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