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
Accession: CHEBI:17793
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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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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
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