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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 4:89,006,056...89,132,915
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 chr10:67,503,077...67,504,875
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 chr12:14,321,771...14,343,886
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 3:137,030,200...137,036,581
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 4:5,889,999...5,894,575
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 6:78,593,844...78,597,307
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 chr10:64,313,335...64,349,221
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 chr13:64,714,063...64,722,320
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 1:212,354,336...212,364,815
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 5:138,002,522...138,030,742
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 1:24,623,558...24,683,577
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 chr14:76,540,649...76,674,277
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 chr20:3,626,685...3,629,303
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 19904
    role 19875
      application 19718
        anti-inflammatory agent 16694
          eupatilin 13
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 19841
                    p-block element atom 19841
                      carbon group element atom 19779
                        carbon atom 19776
                          organic molecular entity 19776
                            organic molecule 19730
                              organic cyclic compound 19522
                                organic heterocyclic compound 18896
                                  oxacycle 17926
                                    benzopyran 11985
                                      1-benzopyran 11739
                                        flavonoid 7238
                                          anthoxanthin 4587
                                            flavones 4587
                                              methoxyflavone 500
                                                trimethoxyflavone 32
                                                  eupatilin 13
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