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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:calycosin
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Accession:CHEBI:17793 term browser browse the term
Definition:A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3' position and a methoxy group at the 4' position.
Synonyms:exact_synonym: 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
 related_synonym: 3'-hydroxy-formononetin;   7,3'-dihydroxy-4'-methoxyisoflavone;   7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one;   7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one;   Formula=C16H12O5;   InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3;   InChIKey=ZZAJQOPSWWVMBI-UHFFFAOYSA-N;   SMILES=COc1ccc(cc1O)-c1coc2cc(O)ccc2c1=O
 alt_id: CHEBI:13938;   CHEBI:22989;   CHEBI:3334;   MESH:C121707
 xref: Beilstein:1292488;   CAS:20575-57-9;   KEGG:C01562;   KNApSAcK:C00009389;   LIPID_MAPS_instance:LMPK12050056
 xref_mesh: MESH:C121707
 xref: PMID:11025148;   PMID:16286304;   PMID:16441066;   PMID:17253088;   Patent:CN102030735;   Patent:KR20080079237;   Patent:WO2009129260;   Reaxys:1292488;   Wikipedia:Calycosin
 cyclic_relationship: is_conjugate_acid_of CHEBI:77992



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calycosin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abhd14b abhydrolase domain containing 14b increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of ABHD14B protein CTD PMID:24455688 NCBI chr 8:107,087,157...107,092,122
Ensembl chr 8:107,088,069...107,092,119
JBrowse link
G Ache acetylcholinesterase increases expression
multiple interactions
EXP 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of ACHE mRNA
7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of and results in increased activity of ACHE protein
CTD PMID:27019979 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Blvrb biliverdin reductase B increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of BLVRB protein CTD PMID:24455688 NCBI chr 1:82,738,646...82,756,312
Ensembl chr 1:82,738,695...82,770,375
JBrowse link
G Ccnb1 cyclin B1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of CCNB1 mRNA CTD PMID:24455688 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Ccnd3 cyclin D3 decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of CCND3 mRNA CTD PMID:24455688 NCBI chr 9:13,394,161...13,400,341
Ensembl chr 9:13,394,169...13,489,371
JBrowse link
G Ccng1 cyclin G1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of CCNG1 mRNA CTD PMID:24455688 NCBI chr10:25,176,231...25,182,604
Ensembl chr10:25,176,234...25,181,641
JBrowse link
G Cdk7 cyclin-dependent kinase 7 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of CDK7 mRNA CTD PMID:24455688 NCBI chr 2:31,840,545...31,865,447
Ensembl chr 2:31,840,558...31,865,383
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of CDKN1A mRNA CTD PMID:24455688 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1c cyclin-dependent kinase inhibitor 1C decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of CDKN1C mRNA CTD PMID:24455688 NCBI chr 1:198,655,394...198,658,097
Ensembl chr 1:198,655,407...198,658,048
JBrowse link
G Cdkn2d cyclin dependent kinase inhibitor 2D decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of CDKN2D mRNA CTD PMID:24455688 NCBI chr 8:19,831,874...19,834,640
Ensembl chr 8:19,831,866...19,834,674
JBrowse link
G Epo erythropoietin increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of EPO mRNA CTD PMID:21309574 NCBI chr12:19,204,258...19,207,948
Ensembl chr12:19,204,508...19,207,946
JBrowse link
G Erp29 endoplasmic reticulum protein 29 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of ERP29 protein CTD PMID:24455688 NCBI chr12:35,089,698...35,095,952
Ensembl chr12:35,089,707...35,096,376
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases expression
ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of and results in decreased degradation of HIF1A protein
7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of HIF1A mRNA
CTD PMID:21309574 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Hmgb1 high mobility group box 1 decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of HMGB1 protein CTD PMID:24455688 NCBI chr12:5,973,062...5,978,565
Ensembl chr12:5,901,586...5,978,565
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL1B protein] CTD PMID:31726037 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il1rl1 interleukin 1 receptor-like 1 multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL1RL1 mRNA] CTD PMID:31726037 NCBI chr 9:42,661,694...42,727,266
Ensembl chr 9:42,697,192...42,727,256
JBrowse link
G Il33 interleukin 33 multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL33 mRNA]; 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL33 protein] CTD PMID:31726037 NCBI chr 1:227,701,964...227,736,374
Ensembl chr 1:227,721,435...227,736,373
JBrowse link
G Il6 interleukin 6 multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL6 protein] CTD PMID:31726037 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Krt1 keratin 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of KRT1 protein CTD PMID:24455688 NCBI chr 7:132,976,618...132,981,844
Ensembl chr 7:132,976,620...132,981,844
JBrowse link
G Lasp1 LIM and SH3 protein 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of LASP1 protein CTD PMID:24455688 NCBI chr10:82,795,177...82,835,659
Ensembl chr10:82,795,137...82,943,292
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased phosphorylation of MAPK1 protein CTD PMID:20686605 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased phosphorylation of MAPK3 protein CTD PMID:20686605 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mcm5 minichromosome maintenance complex component 5 decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of MCM5 mRNA CTD PMID:24455688 NCBI chr19:13,483,030...13,504,389
Ensembl chr19:13,483,066...13,504,389
JBrowse link
G Mcm6 minichromosome maintenance complex component 6 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of MCM6 mRNA CTD PMID:24455688 NCBI chr13:39,826,745...39,851,937
Ensembl chr13:39,826,763...39,851,960
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in decreased expression of NFE2L2 protein] CTD PMID:31726037 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nme1 NME/NM23 nucleoside diphosphate kinase 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of NME1 protein CTD PMID:24455688 NCBI chr10:78,907,036...78,929,659
Ensembl chr10:78,906,083...78,916,408
JBrowse link
G Pebp1 phosphatidylethanolamine binding protein 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of PEBP1 protein CTD PMID:24455688 NCBI chr12:39,302,864...39,307,064
Ensembl chr12:39,302,840...39,307,862
JBrowse link
G Pgam1 phosphoglycerate mutase 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of PGAM1 protein CTD PMID:24455688 NCBI chr 1:240,723,832...240,731,443
Ensembl chr 1:240,723,920...240,738,452
JBrowse link
G Pnpo pyridoxamine 5'-phosphate oxidase increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of PNPO protein CTD PMID:24455688 NCBI chr10:81,924,584...81,930,844
Ensembl chr10:81,924,569...81,930,871
JBrowse link
G Prdx1 peroxiredoxin 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of PRDX1 protein CTD PMID:24455688 NCBI chr 5:130,147,276...130,162,850
Ensembl chr 5:130,147,204...130,162,856
JBrowse link
G Prdx2 peroxiredoxin 2 decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of PRDX2 protein CTD PMID:24455688 NCBI chr19:23,180,927...23,186,217
Ensembl chr19:23,180,930...23,186,194
JBrowse link
G Prima1 proline rich membrane anchor 1 increases expression EXP 7,3'-dihydroxy-4'-methoxyisoflavone 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 Rad9a RAD9 checkpoint clamp component A decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of RAD9A mRNA CTD PMID:24455688 NCBI chr 1:201,488,511...201,553,582
Ensembl chr 1:201,487,136...201,553,608
JBrowse link
G Rbx1 ring-box 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of RBX1 mRNA CTD PMID:24455688 NCBI chr 7:112,976,863...113,001,051
Ensembl chr 7:112,990,835...113,001,051
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of RELA protein] CTD PMID:31726037 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Skp1 S-phase kinase-associated protein 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of SKP1 mRNA CTD PMID:24455688 NCBI chr10:36,401,987...36,417,066
Ensembl chr10:36,402,153...36,417,388
JBrowse link
G Skp2 S-phase kinase associated protein 2 decreases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in decreased expression of SKP2 mRNA CTD PMID:24455688 NCBI chr 2:58,161,226...58,189,293
Ensembl chr 2:58,161,229...58,189,338
JBrowse link
G Stip1 stress-induced phosphoprotein 1 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of STIP1 protein CTD PMID:24455688 NCBI chr 1:204,209,434...204,228,452
Ensembl chr 1:204,178,932...204,228,476
JBrowse link
G Tagln2 transgelin 2 increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of TAGLN2 protein CTD PMID:24455688 NCBI chr13:84,966,980...84,973,973
Ensembl chr13:84,967,009...84,973,972
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of TGFB1 protein] CTD PMID:31726037 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP 7,3'-dihydroxy-4'-methoxyisoflavone inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of TNF protein] CTD PMID:31726037 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Ube3a ubiquitin protein ligase E3A increases expression ISO 7,3'-dihydroxy-4'-methoxyisoflavone results in increased expression of UBE3A mRNA CTD PMID:24455688 NCBI chr 1:110,070,260...110,161,675
Ensembl chr 1:110,070,480...110,157,250
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of 7,3'-dihydroxy-4'-methoxyisoflavone CTD PMID:25044472 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of 7,3'-dihydroxy-4'-methoxyisoflavone CTD PMID:25044472 NCBI chr 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation ISO UGT1A9 protein results in increased glucuronidation of 7,3'-dihydroxy-4'-methoxyisoflavone CTD PMID:25044472 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 increases glucuronidation ISO UGT2B7 protein results in increased glucuronidation of 7,3'-dihydroxy-4'-methoxyisoflavone CTD PMID:25044472 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link
calycosin-7-O-beta-D-glucoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Epo erythropoietin increases expression ISO calycosin-7-O-beta-D-glucoside results in increased expression of EPO mRNA CTD PMID:21309574 NCBI chr12:19,204,258...19,207,948
Ensembl chr12:19,204,508...19,207,946
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases expression
ISO calycosin-7-O-beta-D-glucoside results in increased expression of and results in decreased degradation of HIF1A protein
calycosin-7-O-beta-D-glucoside results in increased expression of HIF1A mRNA
CTD PMID:21309574 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      chemical role 19589
        antioxidant 15678
          calycosin 46
            calycosin-7-O-beta-D-glucoside 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic group 18988
                              organic divalent group 18950
                                organodiyl group 18974
                                  carbonyl group 18903
                                    carbonyl compound 18925
                                      ketone 17115
                                        cyclic ketone 15670
                                          isoflavones 3762
                                            methoxyisoflavone 252
                                              4'-methoxyisoflavones 149
                                                calycosin 46
                                                  calycosin-7-O-beta-D-glucoside 2
paths to the root