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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
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
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

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Term Annotations click to browse term
  CHEBI ontology 19844
    role 19820
      application 19663
        anti-inflammatory agent 16608
          flavokawain B 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19844
    subatomic particle 19842
      composite particle 19842
        hadron 19842
          baryon 19842
            nucleon 19809
              atomic nucleus 19842
                atom 19842
                  main group element atom 19792
                    p-block element atom 19792
                      carbon group element atom 19738
                        carbon atom 19734
                          organic molecular entity 19734
                            heteroorganic entity 19486
                              organochalcogen compound 19249
                                organooxygen compound 19167
                                  carbonyl compound 18890
                                    ketone 17180
                                      alpha,beta-unsaturated ketone 9972
                                        enone 9972
                                          chalcones 939
                                            chalcone 122
                                              trans-chalcone 122
                                                flavokawain B 19
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