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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:baicalin
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Accession:CHEBI:2981 term browser browse the term
Definition:The glycosyloxyflavone which is the 7-O-glucuronide of baicalein.
Synonyms:exact_synonym: 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid
 related_synonym: 5,6,7-trihydroxyflavone 7-O-beta-D-glucuronide;   5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid;   7-D-glucuronic acid-5,6-dihydroxyflavone;   Baicalein 7-O-glucuronide;   Formula=C21H18O11;   InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1;   InChIKey=IKIIZLYTISPENI-ZFORQUDYSA-N;   SMILES=O[C@H]1[C@@H](O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O)Oc1cc2oc(cc(=O)c2c(O)c1O)-c1ccccc1
 xref: Beilstein:70480;   CAS:21967-41-9;   Drug_Central:4055;   HMDB:HMDB0041832;   KEGG:C10025;   KNApSAcK:C00001024;   LIPID_MAPS_instance:LMPK12111081
 xref_mesh: MESH:C038044
 xref: MetaCyc:CPD-12725;   PMID:10724177;   PMID:18650094;   PMID:21087019;   PMID:22467027;   PMID:23302221;   PMID:23354080;   PMID:23523628;   Patent:CN102584918;   Patent:WO2012119458;   Reaxys:70480;   Wikipedia:Baicalin
 cyclic_relationship: is_conjugate_acid_of CHEBI:61283


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baicalin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions
increases expression
EXP baicalin results in increased expression of and results in increased activity of ACHE protein
baicalin results in increased expression of ACHE mRNA
CTD PMID:27019979 NCBI chr12:22,472,358...22,477,052
Ensembl chr12:22,472,358...22,478,753
JBrowse link
G Ahr aryl hydrocarbon receptor increases activity ISO baicalin results in increased activity of AHR protein CTD PMID:17869316, PMID:26204831 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Alox5 arachidonate 5-lipoxygenase multiple interactions EXP baicalin inhibits the reaction [Hydrogen Peroxide affects the localization of and results in increased activity of ALOX5 protein] CTD PMID:20139896 NCBI chr 4:148,398,004...148,446,308
Ensembl chr 4:148,398,892...148,446,303
JBrowse link
G Atf2 activating transcription factor 2 multiple interactions EXP baicalin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of ATF2 protein] CTD PMID:24312512 NCBI chr 3:60,721,137...60,795,951
Ensembl chr 3:60,721,135...60,795,951
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions
ISO
EXP
baicalin results in increased expression of BAX protein
baicalin inhibits the reaction [Rotenone affects the expression of BAX protein]
CTD PMID:21457722, PMID:25423838 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP baicalin inhibits the reaction [Rotenone affects the expression of BCL2 protein] CTD PMID:25423838 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 multiple interactions EXP baicalin inhibits the reaction [Rotenone affects the expression of CASP3 protein] CTD PMID:25423838 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO baicalin results in decreased expression of CCNA2 protein CTD PMID:21457722 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnd1 cyclin D1 increases expression
decreases expression
multiple interactions
ISO baicalin results in increased expression of CCND1 mRNA
baicalin results in decreased expression of CCND1 protein
N-(N-(3,5-difluorophenacetyl)alanyl)phenylglycine tert-butyl ester inhibits the reaction [baicalin results in increased expression of CCND1 mRNA]
CTD PMID:19160421, PMID:21457722 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Col1a2 collagen type I alpha 2 chain multiple interactions EXP baicalin inhibits the reaction [TGFB1 protein results in increased expression of COL1A2 mRNA] CTD PMID:19474275 NCBI chr 4:31,534,225...31,569,152
Ensembl chr 4:31,534,225...31,569,151
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
ISO 3',4'-dimethoxyflavone inhibits the reaction [baicalin results in increased expression of CYP1A1 mRNA]; 3',4'-dimethoxyflavone inhibits the reaction [baicalin results in increased expression of CYP1A1 protein]; baicalin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
baicalin results in increased expression of CYP1A1 mRNA; baicalin results in increased expression of CYP1A1 protein
CTD PMID:18451504, PMID:26204831 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 multiple interactions
increases expression
ISO 3',4'-dimethoxyflavone inhibits the reaction [baicalin results in increased expression of CYP1A2 mRNA]; 3',4'-dimethoxyflavone inhibits the reaction [baicalin results in increased expression of CYP1A2 protein]
resveratrol inhibits the reaction [baicalin results in increased expression of CYP1A2 mRNA]; resveratrol inhibits the reaction [baicalin results in increased expression of CYP1A2 protein]
baicalin results in increased expression of CYP1A2 mRNA; baicalin results in increased expression of CYP1A2 protein
CTD PMID:26204831 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Egf epidermal growth factor multiple interactions ISO baicalin inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein]; baicalin inhibits the reaction [EGF protein results in increased phosphorylation of ELK1 protein] CTD PMID:25625231 NCBI chr 2:68,820,616...68,895,537 JBrowse link
G Egfr epidermal growth factor receptor multiple interactions ISO baicalin inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein] CTD PMID:25625231 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G Elk1 ETS transcription factor ELK1 multiple interactions ISO baicalin inhibits the reaction [EGF protein results in increased phosphorylation of ELK1 protein] CTD PMID:25625231 NCBI chr  X:1,287,875...1,304,822
Ensembl chr  X:1,297,099...1,304,822
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 multiple interactions ISO baicalin inhibits the reaction [Palmitic Acid results in increased phosphorylation of ERN1 protein] CTD PMID:29031535 NCBI chr10:94,588,555...94,682,072
Ensembl chr10:94,588,555...94,681,914
JBrowse link
G Foxa2 forkhead box A2 decreases expression ISO baicalin results in decreased expression of FOXA2 mRNA; baicalin results in decreased expression of FOXA2 protein CTD PMID:32687838 NCBI chr 3:142,383,084...142,387,493
Ensembl chr 3:142,383,278...142,387,481
JBrowse link
G Got1 glutamic-oxaloacetic transaminase 1 multiple interactions EXP baicalin inhibits the reaction [tert-Butylhydroperoxide results in increased activity of GOT1 protein] CTD PMID:15645217 NCBI chr 1:263,246,248...263,269,762
Ensembl chr 1:263,246,248...263,269,762
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP baicalin inhibits the reaction [tert-Butylhydroperoxide results in increased activity of GPT protein] CTD PMID:15645217 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G Hes1 hes family bHLH transcription factor 1 increases expression
multiple interactions
ISO baicalin results in increased expression of HES1 mRNA
N-(N-(3,5-difluorophenacetyl)alanyl)phenylglycine tert-butyl ester inhibits the reaction [baicalin results in increased expression of HES1 mRNA]
CTD PMID:19160421 NCBI chr11:74,312,837...74,315,249
Ensembl chr11:74,312,806...74,315,248
JBrowse link
G Hey1 hes-related family bHLH transcription factor with YRPW motif 1 increases expression
multiple interactions
ISO baicalin results in increased expression of HEY1 mRNA
N-(N-(3,5-difluorophenacetyl)alanyl)phenylglycine tert-butyl ester inhibits the reaction [baicalin results in increased expression of HEY1 mRNA]
CTD PMID:19160421 NCBI chr 2:95,320,147...95,322,701
Ensembl chr 2:95,320,283...95,322,696
JBrowse link
G Hey2 hes-related family bHLH transcription factor with YRPW motif 2 multiple interactions
increases expression
ISO N-(N-(3,5-difluorophenacetyl)alanyl)phenylglycine tert-butyl ester inhibits the reaction [baicalin results in increased expression of HEY2 mRNA] CTD PMID:19160421 NCBI chr 1:29,191,170...29,201,257
Ensembl chr 1:29,191,192...29,201,531
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression
ISO
EXP
baicalin promotes the reaction [Carbon Tetrachloride results in increased expression of HMOX1 mRNA]; baicalin promotes the reaction [Carbon Tetrachloride results in increased expression of HMOX1 protein]
baicalin results in increased expression of HMOX1 mRNA; baicalin results in increased expression of HMOX1 protein
CTD PMID:16824337, PMID:18187930 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Hnf1a HNF1 homeobox A multiple interactions
decreases expression
ISO baicalin inhibits the reaction [HNF4A protein binds to HNF1A promoter]; HNF1A protein promotes the reaction [baicalin results in decreased secretion of Hepatitis B Surface Antigens]; HNF4A protein promotes the reaction [baicalin results in decreased expression of HNF1A mRNA]; HNF4A protein promotes the reaction [baicalin results in decreased expression of HNF1A protein]
baicalin results in decreased expression of HNF1A mRNA; baicalin results in decreased expression of HNF1A protein
CTD PMID:32687838 NCBI chr12:47,407,811...47,433,342
Ensembl chr12:47,407,811...47,433,342
JBrowse link
G Hnf4a hepatocyte nuclear factor 4, alpha decreases expression
multiple interactions
ISO baicalin results in decreased expression of HNF4A protein
baicalin inhibits the reaction [HNF4A protein binds to HNF1A promoter]; HNF4A protein promotes the reaction [baicalin results in decreased expression of HNF1A mRNA]; HNF4A protein promotes the reaction [baicalin results in decreased expression of HNF1A protein]; HNF4A protein promotes the reaction [baicalin results in decreased secretion of Hepatitis B Surface Antigens]
baicalin results in decreased expression of HNF4A mRNA; baicalin results in decreased expression of HNF4A protein
CTD PMID:32687838 NCBI chr 3:159,902,441...159,965,003
Ensembl chr 3:159,902,441...159,965,003
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO baicalin inhibits the reaction [Palmitic Acid results in increased secretion of IL1B protein] CTD PMID:29031535 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 decreases expression
multiple interactions
EXP
ISO
baicalin results in decreased expression of IL6 mRNA; baicalin results in decreased expression of IL6 protein
baicalin inhibits the reaction [Palmitic Acid results in increased secretion of IL6 protein]
CTD PMID:22019745, PMID:29031535 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Myd88 MYD88, innate immune signal transduction adaptor decreases expression EXP baicalin results in decreased expression of MYD88 protein CTD PMID:22019745 NCBI chr 8:128,022,512...128,027,462
Ensembl chr 8:128,022,473...128,026,841
JBrowse link
G Nfkbia NFKB inhibitor alpha increases expression EXP baicalin results in increased expression of NFKBIA protein CTD PMID:22019745 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions ISO baicalin inhibits the reaction [Palmitic Acid results in increased expression of NLRP3 protein] CTD PMID:29031535 NCBI chr10:45,884,324...45,918,290
Ensembl chr10:45,893,018...45,918,254
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions
decreases expression
EXP
ISO
baicalin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA]; baicalin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein]; mifobate inhibits the reaction [baicalin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA]]
baicalin results in decreased expression of NOS2 mRNA; baicalin results in decreased expression of NOS2 protein
baicalin inhibits the reaction [Carbon Tetrachloride results in increased expression of NOS2 mRNA]; baicalin inhibits the reaction [Carbon Tetrachloride results in increased expression of NOS2 protein]
CTD PMID:18187930, PMID:22019745, PMID:24312512 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Notch1 notch receptor 1 increases activity
increases expression
ISO baicalin results in increased activity of NOTCH1 protein
baicalin results in increased expression of NOTCH1 mRNA
CTD PMID:19160421 NCBI chr 3:3,905,562...3,951,015
Ensembl chr 3:3,905,453...3,951,025
JBrowse link
G Pkm pyruvate kinase M1/2 increases activity ISO baicalin results in increased activity of PKM protein CTD PMID:25388478 NCBI chr 8:64,480,963...64,502,957
Ensembl chr 8:64,481,172...64,502,722
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions EXP baicalin inhibits the reaction [Lipopolysaccharides results in increased expression of and results in increased phosphorylation of and results in decreased activity of PPARG protein] CTD PMID:24312512 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Prima1 proline rich membrane anchor 1 increases expression EXP baicalin results in increased expression of PRIMA1 mRNA CTD PMID:27019979 NCBI chr 6:127,075,954...127,127,985
Ensembl chr 6:127,075,954...127,127,413
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression EXP baicalin results in decreased expression of PTGS2 mRNA; baicalin results in decreased expression of PTGS2 protein CTD PMID:22019745 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP baicalin affects the localization of and results in decreased expression of RELA protein CTD PMID:22019745 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP baicalin inhibits the reaction [TGFB1 protein results in increased expression of COL1A2 mRNA] CTD PMID:19474275 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tlr4 toll-like receptor 4 decreases expression
multiple interactions
EXP baicalin results in decreased expression of TLR4 protein
baicalin inhibits the reaction [Lipopolysaccharides results in increased expression of TLR4 protein]
CTD PMID:22019745, PMID:24312512 NCBI chr 5:82,587,424...82,601,056
Ensembl chr 5:82,587,420...82,601,052
JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases expression
ISO
EXP
baicalin inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF mRNA]; baicalin inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF protein]
baicalin results in decreased expression of TNF mRNA; baicalin results in decreased expression of TNF protein
baicalin inhibits the reaction [Paraquat results in increased expression of TNF protein]
CTD PMID:16824337, PMID:18187930, PMID:22019745 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tp53 tumor protein p53 increases expression ISO baicalin results in increased expression of TP53 protein CTD PMID:21457722 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Txnip thioredoxin interacting protein multiple interactions ISO baicalin inhibits the reaction [Palmitic Acid results in increased expression of TXNIP protein]; dorsomorphin inhibits the reaction [baicalin inhibits the reaction [Palmitic Acid results in increased expression of TXNIP protein]] CTD PMID:29031535 NCBI chr 2:198,683,168...198,686,971
Ensembl chr 2:198,683,159...198,686,974
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      chemical role 19248
        antioxidant 14209
          baicalein 111
            baicalin 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  oxacycle 17181
                                    benzopyran 10132
                                      1-benzopyran 9848
                                        flavonoid 6372
                                          flavones 4166
                                            hydroxyflavone 4154
                                              trihydroxyflavone 338
                                                baicalein 111
                                                  baicalin 42
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