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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. It is an active ingredient of Chinese herbal medicine Scutellaria baicalensis.
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](OC2=CC3=C(C(=O)C=C(O3)C3=CC=CC=C3)C(O)=C2O)O[C@@H]([C@H]1O)C(O)=O;   baicalein 7-glucuronide
 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;   PDBeChem:0XE;   PMCID:PMC8165801;   PMID:10724177;   PMID:18650094;   PMID:21087019;   PMID:22467027;   PMID:23142347;   PMID:23302221;   PMID:23354080;   PMID:23523628;   PMID:25847243;   PMID:32707128;   PMID:32795339;   PMID:33008383;   PMID:33224035;   PMID:33269624;   PMID:33352232;   PMID:33493657;   PMID:33595821;   PMID:33652818;   PMID:33732310;   PMID:33781030;   PMID:33801847;   PMID:33815110;   PMID:33891262;   PMID:33921971;   PMID:33923637;   PMID:33935719;   PMID:33955315;   PMID:33992597;   PMID:34029124;   PMID:34044073;   PMID:34053448;   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 chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
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 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
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 4:149,531,329...149,578,696
Ensembl chr 4:149,531,515...149,578,743
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 3:58,718,323...58,795,280
Ensembl chr 3:58,718,332...58,795,236
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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions EXP baicalin inhibits the reaction [Rotenone affects the expression of CASP3 protein] CTD PMID:25423838 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO baicalin results in decreased expression of CCNA2 protein CTD PMID:21457722 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
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 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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 4:32,563,938...32,598,868
Ensembl chr 4:32,563,381...32,598,867
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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 2:218,219,408...218,302,370
Ensembl chr 2:218,219,415...218,302,064
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 chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
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:1,138,826...1,155,713
Ensembl chr  X:1,139,756...1,155,713
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 chr10:91,326,889...91,421,201
Ensembl chr10:91,330,654...91,421,029
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 3:135,470,123...135,474,326
Ensembl chr 3:135,470,131...135,474,326
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 1:242,357,293...242,381,535
Ensembl chr 1:242,357,306...242,380,633
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 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
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 chr11:70,705,763...70,708,176
Ensembl chr11:70,705,764...70,708,192
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 2:93,096,706...93,100,316
Ensembl chr 2:93,095,498...93,100,312
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 1:26,822,131...26,832,218
Ensembl chr 1:26,822,131...26,832,218
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 chr12:41,638,536...41,672,806
Ensembl chr12:41,645,587...41,672,104
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 3:152,186,787...152,248,320
Ensembl chr 3:152,186,787...152,248,320
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 8:119,074,439...119,078,508
Ensembl chr 8:119,074,437...119,079,415
JBrowse link
G Nfkbia NFKB inhibitor alpha increases expression EXP baicalin results in increased expression of NFKBIA protein CTD PMID:22019745 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 3:9,277,955...9,323,531
Ensembl chr 3:9,278,086...9,323,531
JBrowse link
G Pkm pyruvate kinase M1/2 increases activity ISO baicalin results in increased activity of PKM protein CTD PMID:25388478 NCBI chr 8:60,057,629...60,079,600
Ensembl chr 8:60,057,402...60,079,599
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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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 6:122,338,365...122,390,955
Ensembl chr 6:122,338,370...122,389,921
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
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 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 increases expression ISO baicalin results in increased expression of TP53 protein CTD PMID:21457722 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
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 2:184,093,079...184,096,882
Ensembl chr 2:184,092,991...184,096,886
JBrowse link

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  CHEBI ontology 19821
    role 19769
      chemical role 19345
        antioxidant 14443
          baicalin 42
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
                                          flavones 4203
                                            hydroxyflavone 4191
                                              trihydroxyflavone 352
                                                baicalein 112
                                                  baicalin 42
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