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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:Licochalcone A
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Accession:CHEBI:174541 term browser browse the term
Synonyms:exact_synonym: (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
 related_synonym: Formula=C21H22O4;   InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+;   InChIKey=KAZSKMJFUPEHHW-DHZHZOJOSA-N;   SMILES=OC1=C(C(C)(C)C=C)C=C(C(OC)=C1)/C=C/C(=O)C2=CC=C(O)C=C2
 xref: CAS:58749-22-7;   Chemspider:4477422;   LINCS:LSM-44661;   LIPID_MAPS_instance:LMPK12120424
 xref_mesh: MESH:C070840



show annotations for term's descendants           Sort by:
Licochalcone A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO licochalcone A inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] CTD PMID:26134484 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases expression ISO licochalcone A results in decreased expression of AKT1 mRNA CTD PMID:30055311 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bad BCL2-associated agonist of cell death increases expression ISO licochalcone A results in increased expression of BAD mRNA CTD PMID:30055311 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO licochalcone A results in increased expression of BAK1 mRNA CTD PMID:30055311 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO licochalcone A results in increased expression of BAX mRNA CTD PMID:30055311 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression ISO licochalcone A results in increased expression of BBC3 mRNA CTD PMID:30055311 NCBI chr 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression ISO licochalcone A results in increased expression of BCL2 mRNA CTD PMID:30055311 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 Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO licochalcone A results in decreased expression of BIRC5 mRNA CTD PMID:30055311 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
JBrowse link
G Casp3 caspase 3 increases cleavage
increases expression
multiple interactions
ISO licochalcone A results in increased cleavage of CASP3 protein
licochalcone A results in increased expression of CASP3 mRNA
SB 203580 inhibits the reaction [licochalcone A results in increased cleavage of CASP3 protein]
CTD PMID:30055311 PMID:30983163 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions
increases cleavage
increases expression
ISO SB 203580 inhibits the reaction [licochalcone A results in increased cleavage of CASP8 protein]
licochalcone A results in increased expression of CASP8 mRNA
CTD PMID:30055311 PMID:30983163 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases cleavage
multiple interactions
ISO licochalcone A results in increased cleavage of CASP9 protein
SB 203580 inhibits the reaction [licochalcone A results in increased cleavage of CASP9 protein]
CTD PMID:30983163 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccn1 cellular communication network factor 1 decreases expression ISO licochalcone A results in decreased expression of CCN1 mRNA CTD PMID:34845814 NCBI chr 2:234,562,410...234,565,370
Ensembl chr 2:234,562,408...234,565,484
JBrowse link
G Ccn2 cellular communication network factor 2 decreases expression ISO licochalcone A results in decreased expression of CCN2 mRNA CTD PMID:34845814 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO licochalcone A results in decreased expression of CCNB1 mRNA CTD PMID:30055311 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Ccnd1 cyclin D1 increases expression ISO licochalcone A results in increased expression of CCND1 mRNA CTD PMID:30055311 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO licochalcone A results in decreased expression of CDK1 mRNA CTD PMID:30055311 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 increases expression ISO licochalcone A results in increased expression of CDKN1A mRNA CTD PMID:30055311 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO licochalcone A results in decreased activity of CYP1A2 protein CTD PMID:26100226 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions
decreases expression
ISO licochalcone A inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of CYP1B1 mRNA]; licochalcone A inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1B1 mRNA]
licochalcone A results in decreased expression of CYP1B1 mRNA
CTD PMID:26134484 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO licochalcone A results in decreased activity of CYP2C19 protein CTD PMID:26100226 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity ISO licochalcone A results in decreased activity of CYP2C8 protein CTD PMID:26100226
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 affects activity ISO licochalcone A affects the activity of CYP2D6 protein CTD PMID:26100226 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 affects activity ISO licochalcone A affects the activity of CYP2E1 protein CTD PMID:26100226 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO licochalcone A results in decreased activity of CYP3A4 protein CTD PMID:26100226 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Dyrk1a dual specificity tyrosine phosphorylation regulated kinase 1A decreases activity ISO licochalcone A results in decreased activity of DYRK1A protein CTD PMID:31838052 NCBI chr11:33,890,706...34,009,420
Ensembl chr11:33,890,490...34,009,420
JBrowse link
G Fas Fas cell surface death receptor increases expression ISO licochalcone A results in increased expression of FAS mRNA CTD PMID:30055311 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Ifng interferon gamma multiple interactions ISO licochalcone A inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of CYP1B1 mRNA] CTD PMID:26134484 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO licochalcone A inhibits the reaction [IL1B protein results in increased abundance of Dinoprost]; licochalcone A inhibits the reaction [IL1B protein results in increased abundance of Dinoprostone] CTD PMID:16354411 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Lats1 large tumor suppressor kinase 1 decreases expression
increases expression
ISO licochalcone A results in decreased expression of LATS1 protein
licochalcone A results in increased expression of LATS1 protein modified form
CTD PMID:34845814 NCBI chr 1:2,160,411...2,193,640
Ensembl chr 1:2,160,411...2,193,640
JBrowse link
G Map2k4 mitogen activated protein kinase kinase 4 decreases phosphorylation
multiple interactions
ISO licochalcone A results in decreased phosphorylation of MAP2K4 protein
licochalcone A promotes the reaction [Sorafenib results in decreased phosphorylation of MAP2K4 protein]; Sorafenib promotes the reaction [licochalcone A results in decreased phosphorylation of MAP2K4 protein]
CTD PMID:30187994 NCBI chr10:50,343,227...50,447,956
Ensembl chr10:50,344,915...50,447,993
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO licochalcone A results in increased phosphorylation of MAPK1 protein CTD PMID:30983163 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 increases phosphorylation ISO licochalcone A results in increased phosphorylation of MAPK3 protein CTD PMID:30983163 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 multiple interactions
decreases phosphorylation
increases expression
ISO licochalcone A promotes the reaction [Sorafenib results in decreased phosphorylation of MAPK8 protein]; Sorafenib promotes the reaction [licochalcone A results in decreased phosphorylation of MAPK8 protein]
licochalcone A results in increased expression of MAPK8 mRNA
CTD PMID:30055311 PMID:30187994 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 decreases phosphorylation
multiple interactions
ISO licochalcone A results in decreased phosphorylation of MAPK9 protein
licochalcone A promotes the reaction [Sorafenib results in decreased phosphorylation of MAPK9 protein]; Sorafenib promotes the reaction [licochalcone A results in decreased phosphorylation of MAPK9 protein]
CTD PMID:30187994 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO licochalcone A inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:26134484 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 ISO licochalcone A results in increased expression of NQO1 protein CTD PMID:26473469 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 increases cleavage ISO licochalcone A results in increased cleavage of PARP1 protein CTD PMID:30983163 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pes1 pescadillo ribosomal biogenesis factor 1 affects expression
multiple interactions
decreases expression
ISO licochalcone A affects the expression of PES1 protein modified form
licochalcone A results in decreased expression of and affects the localization of PES1 protein
licochalcone A results in decreased expression of PES1 mRNA
CTD PMID:34845814 NCBI chr14:78,850,754...78,867,134
Ensembl chr14:78,850,709...78,867,134
JBrowse link
G Plau plasminogen activator, urokinase multiple interactions
decreases expression
ISO licochalcone A promotes the reaction [Sorafenib results in decreased expression of PLAU protein]; Sorafenib promotes the reaction [licochalcone A results in decreased expression of PLAU protein] CTD PMID:30187994 NCBI chr15:3,456,230...3,462,732
Ensembl chr15:3,456,232...3,462,775
JBrowse link
G Prkce protein kinase C, epsilon decreases expression ISO licochalcone A results in decreased expression of PRKCE mRNA CTD PMID:30055311 NCBI chr 6:7,965,048...8,451,966
Ensembl chr 6:7,965,048...8,451,719
JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 decreases expression ISO licochalcone A results in decreased expression of RPS6KB1 mRNA CTD PMID:30055311 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908
JBrowse link
G Slco1c1 solute carrier organic anion transporter family, member 1c1 multiple interactions
decreases activity
EXP [licochalcone A results in decreased activity of SLCO1B1 protein] which results in decreased uptake of Bosentan; [licochalcone A results in decreased activity of SLCO1B1 protein] which results in decreased uptake of Methotrexate CTD PMID:32259555 NCBI chr 4:174,466,621...174,513,290
Ensembl chr 4:174,466,631...174,513,289
JBrowse link
G Stk4 serine/threonine kinase 4 increases expression
multiple interactions
decreases expression
ISO licochalcone A results in increased expression of STK4 protein modified form
XMU-MP-1 inhibits the reaction [licochalcone A results in increased expression of STK4 protein modified form]
licochalcone A results in decreased expression of STK4 protein
CTD PMID:34845814 NCBI chr 3:152,745,958...152,827,747
Ensembl chr 3:152,745,681...152,827,744
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO licochalcone A inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of CYP1B1 mRNA] CTD PMID:26134484 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tnfrsf25 TNF receptor superfamily member 25 increases expression ISO licochalcone A results in increased expression of TNFRSF25 mRNA CTD PMID:30055311 NCBI chr 5:162,621,669...162,626,341
Ensembl chr 5:162,622,075...162,626,341
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A1 protein] CTD PMID:26875642 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A3 protein] CTD PMID:26875642 NCBI chr 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a5 UDP glucuronosyltransferase family 1 member A5 multiple interactions ISO licochalcone A inhibits the reaction [Trifluoperazine results in increased activity of UGT1A4 protein] CTD PMID:26875642 NCBI chr 9:88,762,250...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A6 protein] CTD PMID:26875642 NCBI chr 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT1A9 protein]; licochalcone A inhibits the reaction [UGT1A9 protein results in increased glucuronidation of Propofol] CTD PMID:26875642 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT2B17 protein] CTD PMID:26875642 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 multiple interactions ISO licochalcone A inhibits the reaction [Hymecromone results in increased activity of UGT2B7 protein] CTD PMID:26875642 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link
G Wee1 WEE1 G2 checkpoint kinase increases expression ISO licochalcone A results in increased expression of WEE1 mRNA CTD PMID:30055311 NCBI chr 1:164,173,681...164,197,688
Ensembl chr 1:164,174,779...164,197,688
JBrowse link
G Wwtr1 WW domain containing transcription regulator 1 decreases expression ISO licochalcone A results in decreased expression of WWTR1 protein CTD PMID:34845814 NCBI chr 2:141,651,159...141,766,919
Ensembl chr 2:141,648,108...141,766,968
JBrowse link
G Yap1 Yes1 associated transcriptional regulator decreases expression
multiple interactions
ISO licochalcone A results in decreased expression of YAP1 mRNA; licochalcone A results in decreased expression of YAP1 protein
XMU-MP-1 inhibits the reaction [licochalcone A results in increased expression of YAP1 protein modified form]
CTD PMID:34845814 NCBI chr 8:5,095,705...5,166,808
Ensembl chr 8:5,095,722...5,167,010
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19834
    chemical entity 19832
      atom 19832
        nonmetal atom 19770
          oxygen atom 19511
            oxygen molecular entity 19511
              flavonoids 11416
                chalcones 932
                  Licochalcone A 55
Path 2
Term Annotations click to browse term
  CHEBI ontology 19834
    subatomic particle 19832
      composite particle 19832
        hadron 19832
          baryon 19832
            nucleon 19832
              atomic nucleus 19832
                atom 19832
                  main group element atom 19782
                    p-block element atom 19782
                      carbon group element atom 19730
                        carbon atom 19727
                          organic molecular entity 19727
                            organic group 18947
                              organic divalent group 18922
                                organodiyl group 18922
                                  carbonyl group 18879
                                    carbonyl compound 18879
                                      ketone 17180
                                        alpha,beta-unsaturated ketone 9964
                                          enone 9964
                                            chalcones 932
                                              Licochalcone A 55
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