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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 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 eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of IL1B mRNA] CTD PMID:21565208 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 eupatilin inhibits the reaction [lipopolysaccharide, E. coli O26-B6 results in increased expression of IL6 mRNA] CTD PMID:21565208 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 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

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  CHEBI ontology 19904
    role 19880
      application 19715
        anti-inflammatory agent 16529
          eupatilin 10
Path 2
Term Annotations click to browse term
  CHEBI ontology 19904
    subatomic particle 19902
      composite particle 19902
        hadron 19902
          baryon 19902
            nucleon 19902
              atomic nucleus 19902
                atom 19902
                  main group element atom 19852
                    p-block element atom 19852
                      carbon group element atom 19797
                        carbon atom 19792
                          organic molecular entity 19792
                            organic molecule 19746
                              organic cyclic compound 19551
                                organic heterocyclic compound 18894
                                  oxacycle 17820
                                    benzopyran 11793
                                      1-benzopyran 11538
                                        flavonoid 6904
                                          anthoxanthin 4537
                                            flavones 4537
                                              methoxyflavone 465
                                                trimethoxyflavone 29
                                                  eupatilin 10
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