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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:liquiritigenin
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Accession:CHEBI:28777 term browser browse the term
Definition:A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.
Synonyms:exact_synonym: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
 related_synonym: (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one;   (2S)-liquiritigenin;   4',7-Dihydroxyflavanone;   7-HYDROXY-2-(4-HYDROXY-PHENYL)-CHROMAN-4-ONE;   Formula=C15H12O4;   InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1;   InChIKey=FURUXTVZLHCCNA-AWEZNQCLSA-N;   SMILES=Oc1ccc(cc1)[C@@H]1CC(=O)c2ccc(O)cc2O1
 alt_id: CHEBI:25065;   CHEBI:42001;   CHEBI:6501
 xref: Beilstein:3593780;   CAS:578-86-9;   HMDB:HMDB0029519;   KEGG:C09762;   KNApSAcK:C00000977;   LIPID_MAPS_instance:LMPK12140061
 xref_mesh: MESH:C083152
 xref: PDBeChem:DFV;   PMID:17950610;   PMID:18177995;   PMID:21866899;   Reaxys:3593780;   Wikipedia:Liquiritigenin


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liquiritigenin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO
EXP
liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of CCL2 mRNA]
liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of CCL2 mRNA]
CTD PMID:31589899 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cxcl12 C-X-C motif chemokine ligand 12 increases expression ISO liquiritigenin results in increased expression of CXCL12 mRNA CTD PMID:28396216 NCBI chr 4:150,388,326...150,401,173
Ensembl chr 4:150,388,325...150,401,168
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity ISO liquiritigenin results in decreased activity of CYP2C19 protein CTD PMID:29753067 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Esr1 estrogen receptor 1 increases activity ISO liquiritigenin results in increased activity of ESR1 protein CTD PMID:28396216 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 increases activity ISO liquiritigenin results in increased activity of ESR2 protein CTD PMID:25106122 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions
increases expression
EXP liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of GCLC mRNA]
liquiritigenin results in increased expression of GCLC protein
CTD PMID:29908794 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression
multiple interactions
EXP liquiritigenin results in increased expression of GCLM protein
liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of GCLM mRNA]
CTD PMID:29908794 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased activity of GPT protein] CTD PMID:31589899 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of GSR mRNA]; liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of GSR protein] CTD PMID:29908794 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of HMOX1 mRNA] CTD PMID:29908794 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 multiple interactions ISO
EXP
liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of CCL2 mRNA]; liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of IL6 mRNA]; liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of NOS2 mRNA]; liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of RELA protein]
liquiritigenin inhibits the reaction [Monocrotaline affects the expression of HSPD1 protein]
CTD PMID:31589899 NCBI chr 9:56,579,195...56,590,011
Ensembl chr 9:56,579,201...56,589,662
JBrowse link
G Il6 interleukin 6 multiple interactions ISO
EXP
liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of IL6 mRNA]
liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of IL6 mRNA]
CTD PMID:31589899 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of MMP9 protein] CTD PMID:29908794 PMID:31589899 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased activity of MPO protein] CTD PMID:31589899 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 decreases response to substance
multiple interactions
ISO
EXP
NFE2L2 gene mutant form results in decreased susceptibility to liquiritigenin
liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of NFE2L2 mRNA]
CTD PMID:29908794 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP
ISO
liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of NOS2 mRNA]
liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of NOS2 mRNA]
CTD PMID:31589899 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
EXP
liquiritigenin results in increased expression of NQO1 protein
liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of NQO1 mRNA]
CTD PMID:26473469 PMID:29908794 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO
EXP
liquiritigenin inhibits the reaction [HSPD1 protein results in increased expression of RELA protein]
liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of RELA protein]
CTD PMID:31589899 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sqstm1 sequestosome 1 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of SQSTM1 protein] CTD PMID:29908794 NCBI chr10:34,525,517...34,536,685
Ensembl chr10:34,525,519...34,536,673
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in increased expression of TLR4 protein] CTD PMID:31589899 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Trpm3 transient receptor potential cation channel, subfamily M, member 3 decreases activity ISO liquiritigenin results in decreased activity of TRPM3 protein CTD PMID:25361167 NCBI chr 1:219,673,200...220,557,610
Ensembl chr 1:219,672,892...220,560,717
JBrowse link
G Tsc22d3 TSC22 domain family, member 3 multiple interactions ISO liquiritigenin inhibits the reaction [Dexamethasone results in increased expression of TSC22D3 mRNA] CTD PMID:23183181 NCBI chr  X:104,217,898...104,277,935
Ensembl chr  X:104,217,925...104,276,861
JBrowse link
G Txn2 thioredoxin 2 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of TXN2 mRNA]; liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of TXN2 protein] CTD PMID:29908794 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359
JBrowse link
G Txnrd2 thioredoxin reductase 2 multiple interactions EXP liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of TXNRD2 mRNA]; liquiritigenin inhibits the reaction [Monocrotaline results in decreased expression of TXNRD2 protein] CTD PMID:29908794 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156
JBrowse link
liquiritin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 multiple interactions EXP
ISO
liquiritin inhibits the reaction [Monocrotaline results in increased expression of CCL2 mRNA]
liquiritin inhibits the reaction [HSPD1 protein results in increased expression of CCL2 mRNA]
CTD PMID:31589899 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions EXP [brucine co-treated with liquiritin] results in decreased activity of CYP2E1 protein CTD PMID:21800547 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression
multiple interactions
EXP liquiritin results in increased expression of GCLC protein
liquiritin inhibits the reaction [Monocrotaline results in decreased expression of GCLC mRNA]
CTD PMID:29908794 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions
increases expression
EXP liquiritin inhibits the reaction [Monocrotaline results in decreased expression of GCLM mRNA]
liquiritin results in increased expression of GCLM protein
CTD PMID:29908794 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased activity of GPT protein] CTD PMID:31589899 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in decreased expression of GSR mRNA]; liquiritin inhibits the reaction [Monocrotaline results in decreased expression of GSR protein] CTD PMID:29908794 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased expression of HMOX1 mRNA] CTD PMID:29908794 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 multiple interactions ISO
EXP
liquiritin inhibits the reaction [HSPD1 protein results in increased expression of CCL2 mRNA]; liquiritin inhibits the reaction [HSPD1 protein results in increased expression of IL6 mRNA]; liquiritin inhibits the reaction [HSPD1 protein results in increased expression of NOS2 mRNA]; liquiritin inhibits the reaction [HSPD1 protein results in increased expression of RELA protein]
liquiritin inhibits the reaction [Monocrotaline affects the expression of HSPD1 protein]
CTD PMID:31589899 NCBI chr 9:56,579,195...56,590,011
Ensembl chr 9:56,579,201...56,589,662
JBrowse link
G Il6 interleukin 6 multiple interactions ISO
EXP
liquiritin inhibits the reaction [HSPD1 protein results in increased expression of IL6 mRNA]
liquiritin inhibits the reaction [Monocrotaline results in increased expression of IL6 mRNA]
CTD PMID:31589899 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased expression of MMP9 protein] CTD PMID:29908794 PMID:31589899 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased activity of MPO protein] CTD PMID:31589899 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 decreases response to substance
multiple interactions
ISO
EXP
NFE2L2 gene mutant form results in decreased susceptibility to liquiritin
liquiritin inhibits the reaction [Monocrotaline results in decreased expression of NFE2L2 mRNA]
CTD PMID:29908794 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP
ISO
liquiritin inhibits the reaction [Monocrotaline results in increased expression of NOS2 mRNA]
liquiritin inhibits the reaction [HSPD1 protein results in increased expression of NOS2 mRNA]
CTD PMID:31589899 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 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in decreased expression of NQO1 mRNA] CTD PMID:29908794 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP
ISO
liquiritin inhibits the reaction [Monocrotaline results in increased expression of RELA protein]
liquiritin inhibits the reaction [HSPD1 protein results in increased expression of RELA protein]
CTD PMID:31589899 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sqstm1 sequestosome 1 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased expression of SQSTM1 protein] CTD PMID:29908794 NCBI chr10:34,525,517...34,536,685
Ensembl chr10:34,525,519...34,536,673
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in increased expression of TLR4 protein] CTD PMID:31589899 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Txn2 thioredoxin 2 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in decreased expression of TXN2 mRNA]; liquiritin inhibits the reaction [Monocrotaline results in decreased expression of TXN2 protein] CTD PMID:29908794 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359
JBrowse link
G Txnrd2 thioredoxin reductase 2 multiple interactions EXP liquiritin inhibits the reaction [Monocrotaline results in decreased expression of TXNRD2 mRNA]; liquiritin inhibits the reaction [Monocrotaline results in decreased expression of TXNRD2 protein] CTD PMID:29908794 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        pharmacological role 18847
          agonist 18266
            hormone agonist 2759
              liquiritigenin 25
                liquiritin 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  oxacycle 17587
                                    benzopyran 10402
                                      1-benzopyran 10129
                                        flavonoid 6513
                                          flavans 3017
                                            flavanones 320
                                              hydroxyflavanone 308
                                                4'-hydroxyflavanones 272
                                                  4',7-dihydroxyflavanone 25
                                                    liquiritigenin 25
                                                      liquiritin 19
paths to the root