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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:2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone
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Accession:CHEBI:70658 term browser browse the term
Definition:A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', a methoxy group at position 6' and methyl groups at positions 3' and 5'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.
Synonyms:exact_synonym: (2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one
 related_synonym: Formula=C18H18O4;   InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+;   InChIKey=TZEQDSMFACWASC-MDZDMXLPSA-N;   SMILES=COc1c(C)c(O)c(C)c(O)c1C(=O)\\C=C\\c1ccccc1
 xref_mesh: MESH:C501649
 xref: PMID:20886838;   Reaxys:2293432


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2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of GCLC mRNA
Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of GCLC mRNA]; SB 203580 inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of GCLC mRNA]
CTD PMID:31029725 NCBI chr 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 protein]; SB 203580 inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 mRNA]
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 mRNA; 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 protein
CTD PMID:31029725 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL1B protein] CTD PMID:31029725 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 multiple interactions
increases expression
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL6 protein]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of IL6 mRNA] CTD PMID:31029725 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK1 protein] CTD PMID:31029725 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK3 protein] CTD PMID:31029725 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 increases phosphorylation
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased phosphorylation of MAPK8 protein
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of MAPK8 protein]
CTD PMID:31029725 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 affects localization
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone affects the localization of NFE2L2 protein
NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of HMOX1 protein]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of IL6 mRNA]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NOS2 mRNA]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of TNF mRNA]; SB 203580 inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone affects the localization of NFE2L2 protein]
CTD PMID:31029725 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 affects the expression of and affects the stability of NFKBIA protein] CTD PMID:31029725 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NOS2 mRNA
NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NOS2 mRNA]
CTD PMID:31029725 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NQO1 mRNA
Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NQO1 mRNA]; SB 203580 inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of NQO1 mRNA]
CTD PMID:31029725 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of TNF protein]; NFE2L2 protein affects the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of TNF mRNA] CTD PMID:31029725 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

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  CHEBI ontology 19841
    role 19792
      biological role 19792
        antimicrobial agent 17383
          antiviral agent 10263
            antiviral drug 1834
              EC 3.2.1.18 (exo-alpha-sialidase) inhibitor 18
                2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19732
                    p-block element atom 19732
                      carbon group element atom 19636
                        carbon atom 19625
                          organic molecular entity 19625
                            organic group 18537
                              organic divalent group 18528
                                organodiyl group 18528
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      ketone 16189
                                        alpha,beta-unsaturated ketone 8531
                                          enone 8531
                                            chalcones 150
                                              chalcone 104
                                                trans-chalcone 104
                                                  2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone 12
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