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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:flavokawain B
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Accession:CHEBI:65899 term browser browse the term
Definition:A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy group at positions 2' and methoxy groups at positions 4' and 6'. Isolated from Piper methysticum and Piper rusbyi, it exhibits antileishmanial, anti-inflammatory and antineoplastic activities.
Synonyms:exact_synonym: (2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one
 related_synonym: 2'-hydroxy-4',6'-dimethoxychalcone;   4',6'-dimethoxy-2'-hydroxychalcone;   Formula=C17H16O4;   InChI=1S/C17H16O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-11,19H,1-2H3/b9-8+;   InChIKey=QKQLSQLKXBHUSO-CMDGGOBGSA-N;   SMILES=COc1cc(O)c(C(=O)\\C=C\\c2ccccc2)c(OC)c1
 xref: CAS:1175-97-9;   HMDB:HMDB0033691
 xref_mesh: MESH:C452039
 xref: PMID:11830162;   PMID:17354169;   PMID:19537711;   PMID:20112340;   PMID:21543203;   PMID:22540374;   Patent:WO2005067950;   Reaxys:2059845


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flavokawain B term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adgre1 adhesion G protein-coupled receptor E1 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of ADGRE1 protein] CTD PMID:38583725 NCBI chr 9:2,242,476...2,398,000
Ensembl chr 9:2,242,474...2,398,000 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions		 ISO flavokawain B results in decreased phosphorylation of AKT1 protein
TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of AKT1 protein]		 CTD PMID:30025493 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Atf4 activating transcription factor 4 multiple interactions
increases expression		 ISO 4-phenylbutyric acid inhibits the reaction [flavokawain B results in increased expression of ATF4 protein]; ATF4 protein affects the reaction [flavokawain B results in increased expression of DDIT3 protein]; ATF4 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; ATF4 protein affects the reaction [flavokawain B results in increased expression of TRIB3 protein] CTD PMID:30025493 NCBI chr 7:111,804,135...111,806,457
Ensembl chr 7:111,804,183...111,806,446 		JBrowse link
G Atg5 autophagy related 5 multiple interactions
affects response to substance		 ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the cleavage of CASP3 protein; [ATG5 protein affects the susceptibility to flavokawain B] which affects the cleavage of PARP1 protein; [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of CDKN1A protein; [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of GLB1 protein; [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of MAP1LC3B protein modified form; [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of MKI67 protein; ATG5 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form] CTD PMID:30025493 NCBI chr20:47,798,217...47,889,216
Ensembl chr20:47,798,290...47,889,209 		JBrowse link
G Atg7 autophagy related 7 affects response to substance
multiple interactions		 ISO ATG7 protein affects the susceptibility to flavokawain B
[ATG7 protein affects the susceptibility to flavokawain B] which affects the cleavage of CASP3 protein; [ATG7 protein affects the susceptibility to flavokawain B] which affects the cleavage of PARP1 protein; ATG7 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]		 CTD PMID:30025493 NCBI chr 4:147,718,663...147,925,656
Ensembl chr 4:147,718,752...147,925,593 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased cleavage of BAX protein]; flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of BAX protein] CTD PMID:38583725 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 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in decreased expression of BCL2 protein] CTD PMID:38583725 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 multiple interactions ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the cleavage of CASP3 protein; [ATG7 protein affects the susceptibility to flavokawain B] which affects the cleavage of CASP3 protein CTD PMID:30025493 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of CCL2 mRNA] CTD PMID:38583725 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of CDKN1A protein; [Chloroquine co-treated with flavokawain B] results in decreased expression of CDKN1A protein CTD PMID:30025493 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions
increases expression		 ISO 4-phenylbutyric acid inhibits the reaction [flavokawain B results in increased expression of DDIT3 protein]; ATF4 protein affects the reaction [flavokawain B results in increased expression of DDIT3 protein]; DDIT3 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form] CTD PMID:30025493 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 increases phosphorylation ISO flavokawain B results in increased phosphorylation of EIF2AK3 protein CTD PMID:30025493 NCBI chr 4:102,805,495...102,866,914
Ensembl chr 4:102,805,510...102,866,911 		JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha increases phosphorylation ISO flavokawain B results in increased phosphorylation of EIF2S1 protein CTD PMID:30025493 NCBI chr 6:97,672,829...97,697,499
Ensembl chr 6:97,672,766...97,706,225 		JBrowse link
G Glb1 galactosidase, beta 1 multiple interactions
increases expression		 ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of GLB1 protein; [Chloroquine co-treated with flavokawain B] results in decreased expression of GLB1 protein
flavokawain B results in increased expression of GLB1 protein		 CTD PMID:30025493 NCBI chr 8:114,085,508...114,158,127
Ensembl chr 8:114,085,508...114,158,127 		JBrowse link
G H2ax H2A.X variant histone increases phosphorylation ISO flavokawain B results in increased phosphorylation of H2AX protein CTD PMID:30025493 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
Ensembl chr 4:44,671,786...44,673,239 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO flavokawain B results in increased expression of HSPA5 protein CTD PMID:30025493 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891 		JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of ICAM1 mRNA] CTD PMID:38583725 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Il10 interleukin 10 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in decreased expression of IL10 mRNA] CTD PMID:38583725 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of IL1B mRNA]; flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of IL1B protein]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased expression of IL1B mRNA] CTD PMID:38583725 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il33 interleukin 33 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of IL33 mRNA] CTD PMID:38583725 NCBI chr 1:227,701,964...227,736,374
Ensembl chr 1:227,721,435...227,736,373 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of IL6 mRNA]; flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of IL6 protein]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased expression of IL6 mRNA]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased secretion of IL6 protein] CTD PMID:38583725 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
increases expression		 ISO 3-methyladenine inhibits the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; 4-phenylbutyric acid inhibits the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of MAP1LC3B protein modified form; [Chloroquine co-treated with flavokawain B] results in increased expression of MAP1LC3B protein modified form; ATF4 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; ATG5 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; ATG7 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; Chloroquine promotes the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form]; DDIT3 protein affects the reaction [flavokawain B results in increased expression of MAP1LC3B protein modified form] CTD PMID:30025493 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 Map3k7 mitogen activated protein kinase kinase kinase 7 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased phosphorylation of MAP3K7 protein]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased phosphorylation of MAP3K7 protein] CTD PMID:38583725 NCBI chr 5:46,356,973...46,415,597
Ensembl chr 5:46,357,931...46,415,597 		JBrowse link
G Mki67 marker of proliferation Ki-67 multiple interactions ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the expression of MKI67 protein; [Chloroquine co-treated with flavokawain B] results in decreased expression of MKI67 protein CTD PMID:30025493 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762 		JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions
decreases phosphorylation		 ISO TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of MTOR protein] CTD PMID:30025493 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311 		JBrowse link
G Myd88 MYD88, innate immune signal transduction adaptor multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate promotes the reaction [TLR2 protein binds to MYD88 protein]] CTD PMID:38583725 NCBI chr 8:119,074,439...119,078,508
Ensembl chr 8:119,074,437...119,079,415 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in decreased expression of NFKBIA protein]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in decreased expression of NFKBIA protein] CTD PMID:38583725 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO [ATG5 protein affects the susceptibility to flavokawain B] which affects the cleavage of PARP1 protein; [ATG7 protein affects the susceptibility to flavokawain B] which affects the cleavage of PARP1 protein; [flavokawain B co-treated with 3-methyladenine] results in increased cleavage of PARP1 protein CTD PMID:30025493 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased phosphorylation of RELA protein]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased phosphorylation of RELA protein] CTD PMID:38583725 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 decreases phosphorylation
multiple interactions		 ISO flavokawain B results in decreased phosphorylation of RPS6KB1 protein
TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of RPS6KB1 protein]		 CTD PMID:30025493 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908 		JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO flavokawain B results in increased expression of SQSTM1 protein CTD PMID:30025493 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673 		JBrowse link
G Tlr2 toll-like receptor 2 multiple interactions
affects binding		 ISO flavokawain B inhibits the reaction [Dextran Sulfate promotes the reaction [TLR2 protein binds to MYD88 protein]]
flavokawain B binds to TLR2 protein		 CTD PMID:38583725 NCBI chr 2:169,200,620...169,206,819
Ensembl chr 2:169,197,419...169,206,630 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of TNF mRNA]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased expression of TNF mRNA]; flavokawain B inhibits the reaction [Pam(3)CSK(4) peptide results in increased secretion of TNF protein] CTD PMID:38583725 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Trib3 tribbles pseudokinase 3 multiple interactions
increases expression		 ISO ATF4 protein affects the reaction [flavokawain B results in increased expression of TRIB3 protein]; TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of AKT1 protein]; TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of MTOR protein]; TRIB3 protein affects the reaction [flavokawain B results in decreased phosphorylation of RPS6KB1 protein] CTD PMID:30025493 NCBI chr 3:140,809,634...140,815,230
Ensembl chr 3:140,809,043...140,814,497 		JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO flavokawain B inhibits the reaction [Dextran Sulfate results in increased expression of VCAM1 mRNA] CTD PMID:38583725 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      application 19689
        anti-inflammatory agent 16666
          flavokawain B 35
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbonyl compound 18908
                                    ketone 17258
                                      alpha,beta-unsaturated ketone 9978
                                        enone 9978
                                          chalcones 945
                                            chalcone 132
                                              trans-chalcone 132
                                                flavokawain B 35
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