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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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 increases glucuronidation ISO UGT1A8 protein results in increased glucuronidation of 7,3'-dihydroxy-4'-methoxyisoflavone CTD PMID:25044472 NCBI chr 9:88,727,094...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 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 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 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 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19762
    role 19708
      chemical role 19254
        antioxidant 14376
          calycosin 47
            calycosin-7-O-beta-D-glucoside 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    p-block element atom 19651
                      carbon group element atom 19570
                        carbon atom 19560
                          organic molecular entity 19560
                            organic group 18611
                              organic divalent group 18602
                                organodiyl group 18602
                                  carbonyl group 18519
                                    carbonyl compound 18519
                                      ketone 16858
                                        cyclic ketone 15234
                                          isoflavones 3742
                                            methoxyisoflavone 239
                                              4'-methoxyisoflavones 136
                                                calycosin 47
                                                  calycosin-7-O-beta-D-glucoside 2
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