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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


show annotations for term's descendants           Sort by:
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 Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases activity ISO liquiritigenin results in decreased activity of CYP2C9 protein CTD PMID:29753067 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066 		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 NFE2 like bZIP transcription factor 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 NFE2 like bZIP transcription factor 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 19818
    role 19790
      biological role 19788
        pharmacological role 19035
          agonist 18575
            hormone agonist 2779
              liquiritigenin 26
                liquiritin 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19818
    subatomic particle 19816
      composite particle 19816
        hadron 19816
          baryon 19816
            nucleon 19816
              atomic nucleus 19816
                atom 19816
                  main group element atom 19761
                    p-block element atom 19761
                      carbon group element atom 19703
                        carbon atom 19698
                          organic molecular entity 19698
                            organic molecule 19656
                              organic cyclic compound 19461
                                organic heterocyclic compound 18817
                                  oxacycle 17770
                                    benzopyran 11699
                                      1-benzopyran 11461
                                        flavonoid 6821
                                          flavans 3149
                                            flavanones 403
                                              hydroxyflavanone 397
                                                4'-hydroxyflavanones 348
                                                  4',7-dihydroxyflavanone 26
                                                    liquiritigenin 26
                                                      liquiritin 19
paths to the root