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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:licoricidin
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Accession:CHEBI:69082 term browser browse the term
Definition:A member of the class of hydroxyisoflavans that is R-isoflavan with hydroxy groups at positions 7, 2' and 4', a methoxy group at position 5 and prenyl groups at positions 6 and 3'. Isolated from Glycyrrhiza uralensis, it exhibits antibacterial activity.
Synonyms:exact_synonym: 4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol
 related_synonym: 2',4',7'-trihydroxy-5-methoxy-3',6-diisopentenyl-isoflavan;   4-((R)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-3-yl)-2-((E)-3-methyl-but-2-enyl)-benzene-1,3-diol;   Formula=C26H32O5;   InChI=1S/C26H32O5/c1-15(2)6-8-19-22(27)11-10-18(25(19)29)17-12-21-24(31-14-17)13-23(28)20(26(21)30-5)9-7-16(3)4/h6-7,10-11,13,17,27-29H,8-9,12,14H2,1-5H3/t17-/m0/s1;   InChIKey=GBRZTUJCDFSIHM-KRWDZBQOSA-N;   SMILES=COc1c(CC=C(C)C)c(O)cc2OC[C@H](Cc12)c1ccc(O)c(CC=C(C)C)c1O
 xref: CAS:30508-27-1;   KEGG:C16986;   LIPID_MAPS_instance:LMPK12080045
 xref_mesh: MESH:C401293
 xref: PMID:12127165;   PMID:20487583;   PMID:20722535;   PMID:21851508;   PMID:22074222;   Reaxys:5362788


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licoricidin 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 [Gemcitabine co-treated with licoricidin] results in decreased phosphorylation of AKT1 protein; [licoricidin co-treated with Gemcitabine] results in decreased phosphorylation of AKT1 protein
licoricidin results in decreased phosphorylation of AKT1 protein		 CTD PMID:29782821 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity		 ISO licoricidin promotes the reaction [Gemcitabine results in increased activity of CASP3 protein]; licoricidin promotes the reaction [Gemcitabine results in increased expression of and results in increased activity of CASP3 protein]; licoricidin results in increased expression of and results in increased activity of CASP3 protein
licoricidin results in increased activity of CASP3 protein		 CTD PMID:29782821 PMID:37013980 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 increases activity ISO licoricidin results in increased activity of CASP9 protein CTD PMID:37013980 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO licoricidin results in increased expression of DDIT3 mRNA; licoricidin results in increased expression of DDIT3 protein CTD PMID:37013980 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 increases expression ISO licoricidin results in increased expression of ERN1 mRNA; licoricidin results in increased expression of ERN1 protein CTD PMID:37013980 NCBI chr10:91,326,889...91,421,201
Ensembl chr10:91,330,654...91,421,029 		JBrowse link
G Hmgb1 high mobility group box 1 multiple interactions ISO licoricidin results in decreased expression of and affects the localization of HMGB1 protein CTD PMID:37013980 NCBI chr12:5,972,950...5,979,658
Ensembl chr12:5,901,586...5,978,565
Ensembl chr16:5,901,586...5,978,565 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO licoricidin results in increased expression of HSPA5 mRNA; licoricidin results in increased expression of HSPA5 protein CTD PMID:37013980 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO licoricidin results in increased cleavage of PARP1 protein CTD PMID:37013980 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
decreases phosphorylation		 ISO licoricidin inhibits the reaction [Gemcitabine results in increased phosphorylation of RELA protein]
licoricidin results in decreased phosphorylation of RELA protein		 CTD PMID:29782821 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        antimicrobial agent 18141
          antibacterial agent 15616
            licoricidin 9
              licorisoflavan A 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            organic molecule 19655
                              organic cyclic compound 19468
                                organic heterocyclic compound 18848
                                  oxacycle 17866
                                    benzopyran 11952
                                      1-benzopyran 11704
                                        isoflavonoid 3821
                                          isoflavans 136
                                            hydroxyisoflavans 69
                                              licoricidin 9
                                                licorisoflavan A 0
paths to the root