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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 Akt1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation
ISO Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased phosphorylation of AKT1 protein] CTD PMID:38521250 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of BAX protein CTD PMID:38521250 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 decreases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased expression of BCL2 protein CTD PMID:38521250 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 increases cleavage
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased cleavage of CASP3 protein
Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased cleavage of CASP3 protein]
CTD PMID:38521250 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases cleavage ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased cleavage of CASP9 protein CTD PMID:38521250 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccnb1 cyclin B1 increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of CCNB1 protein CTD PMID:38521250 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Cdc25c cell division cycle 25C increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of CDC25C protein CTD PMID:38521250 NCBI chr18:26,335,156...26,356,199
Ensembl chr18:26,335,834...26,356,185
JBrowse link
G Cdk1 cyclin-dependent kinase 1 increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of CDK1 protein CTD PMID:38521250 NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased expression of CDKN1A protein CTD PMID:38521250 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B decreases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased expression of CDKN1B protein CTD PMID:38521250 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Cycs cytochrome c, somatic increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of CYCS protein CTD PMID:38521250 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054
JBrowse link
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 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta multiple interactions ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased lipidation of and results in increased localization of MAP1LC3B protein; Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased lipidation of and results in increased localization of MAP1LC3B protein] CTD PMID:38521250 NCBI chr19:49,665,795...49,673,655
Ensembl chr19:49,665,791...49,677,690
Ensembl chr16:49,665,791...49,677,690
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation
multiple interactions
ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased phosphorylation of MTOR protein
Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased phosphorylation of MTOR protein]
CTD PMID:38521250 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 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 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
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 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions
increases cleavage
ISO Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased cleavage of PARP1 protein] CTD PMID:38521250 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 multiple interactions
decreases phosphorylation
ISO Acetylcysteine inhibits the reaction [2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in decreased phosphorylation of PIK3R1 protein] CTD PMID:38521250 NCBI chr 2:32,878,942...32,963,668
Ensembl chr 2:32,882,032...32,963,631
JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone results in increased expression of SQSTM1 protein CTD PMID:38521250 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 19880
    role 19850
      biological role 19848
        antimicrobial agent 18250
          antiviral agent 11343
            antiviral drug 1989
              EC 3.2.1.18 (exo-alpha-sialidase) inhibitor 35
                2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone 28
Path 2
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  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            heteroorganic entity 19512
                              organochalcogen compound 19275
                                organooxygen compound 19191
                                  carbonyl compound 18914
                                    ketone 17263
                                      alpha,beta-unsaturated ketone 9980
                                        enone 9980
                                          chalcones 946
                                            chalcone 132
                                              trans-chalcone 132
                                                2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone 28
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