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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:hyperforin
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Accession:CHEBI:5834 term browser browse the term
Definition:A cyclic terpene ketone that is a prenylated carbobicyclic acylphloroglucinol derivative produced by St. John's Wort, Hypericum perforatum.
Synonyms:exact_synonym: (1R,5S,6R,7S)-4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione
 related_synonym: (1R,5S,6R,7S)-4-hydroxy-5-isobutyryl-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione;   Formula=C35H52O4;   InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1;   InChIKey=IWBJJCOKGLUQIZ-HQKKAZOISA-N;   SMILES=CC(C)C(=O)[C@@]12C(O)=C(CC=C(C)C)C(=O)[C@@](CC=C(C)C)(C[C@H](CC=C(C)C)[C@@]1(C)CCC=C(C)C)C2=O;   hiperforina;   hyperforine
 xref: Beilstein:6785663;   CAS:11079-53-1;   DrugBank:DB01892;   HMDB:HMDB0030463;   KEGG:C07608;   KNApSAcK:C00034542
 xref_mesh: MESH:C001654
 xref: PDBeChem:HYF;   PMID:12578355;   PMID:16973193;   PMID:21947285;   PMID:22226089;   PMID:22924417;   PMID:23149561;   PMID:23270309;   PMID:23811220;   PMID:24033566;   PMID:24121871;   PMID:24377447;   PMID:24838522;   PMID:24881563;   PMID:25173557;   PMID:25467783;   PMID:25511254;   PMID:25678043;   Reaxys:6785663;   Wikipedia:Hyperforin


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hyperforin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases expression
multiple interactions
ISO hyperforin results in increased expression of ABCB1; hyperforin results in increased expression of ABCB1 mRNA
hyperforin inhibits the reaction [ABCB1 protein results in increased secretion of Ritonavir]
CTD PMID:15266218 PMID:16005588 PMID:24259679 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Alas1 5'-aminolevulinate synthase 1 increases expression ISO hyperforin results in increased expression of ALAS1 mRNA CTD PMID:24259679 NCBI chr 8:106,876,514...106,889,852
Ensembl chr 8:106,876,514...106,889,917
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO hyperforin results in increased expression of BAK1 protein CTD PMID:32485087 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
JBrowse link
G Bax BCL2 associated X, apoptosis regulator decreases expression
increases expression
multiple interactions
EXP
ISO
hyperforin results in decreased expression of BAX mRNA
hyperforin results in increased expression of BAX protein
hyperforin inhibits the reaction [aluminum maltolate results in increased expression of BAX mRNA]
CTD PMID:30481499 PMID:32485087 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
increases expression
ISO
EXP
hyperforin inhibits the reaction [aluminum maltolate results in decreased expression of BCL2 mRNA]
hyperforin results in increased expression of BCL2 mRNA
CTD PMID:30481499 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions
increases cleavage
decreases expression
ISO
EXP
hyperforin inhibits the reaction [aluminum maltolate results in increased activity of CASP3 protein]; hyperforin inhibits the reaction [aluminum maltolate results in increased expression of CASP3 mRNA]
hyperforin results in increased cleavage of CASP3 protein
hyperforin results in decreased expression of CASP3 mRNA
CTD PMID:30481499 PMID:32485087 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases cleavage ISO hyperforin results in increased cleavage of CASP8 protein CTD PMID:32485087 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO hyperforin results in decreased expression of CCND1 protein CTD PMID:32485087 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cflar CASP8 and FADD-like apoptosis regulator decreases expression ISO hyperforin results in decreased expression of CFLAR protein CTD PMID:32485087 NCBI chr 9:60,185,338...60,236,173
Ensembl chr 9:60,185,452...60,237,034
JBrowse link
G Cycs cytochrome c, somatic multiple interactions
decreases expression
EXP
ISO
hyperforin inhibits the reaction [aluminum maltolate results in increased expression of CYCS protein]
hyperforin results in decreased expression of CYCS protein
CTD PMID:30481499 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
decreases activity
ISO hyperforin inhibits the reaction [CYP1A1 protein affects the metabolism of benzo(a)pyrene 7,8-dihydrodiol]
hyperforin results in decreased activity of CYP1A1 protein
CTD PMID:14633740 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp24a1 cytochrome P450, family 24, subfamily a, polypeptide 1 increases expression ISO hyperforin results in increased expression of CYP24A1 mRNA CTD PMID:15630458 NCBI chr 3:159,275,947...159,290,383
Ensembl chr 3:159,275,947...159,290,383
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases expression ISO hyperforin results in increased expression of CYP2B6 mRNA CTD PMID:24259679 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 increases expression
multiple interactions
ISO hyperforin results in increased expression of CYP2C9 mRNA
hyperforin results in increased expression of and results in increased activity of CYP2C9 protein; NR1I2 protein affects the reaction [hyperforin results in increased expression of CYP2C9 mRNA]
CTD PMID:14600250 PMID:15100173 PMID:24259679 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression
multiple interactions
decreases activity
ISO hyperforin results in increased expression of CYP3A4; hyperforin results in increased expression of CYP3A4 mRNA
hyperforin results in increased expression of and results in increased activity of CYP3A4 protein
hyperforin results in decreased activity of CYP3A4 protein
CTD PMID:15100173 PMID:15266218 PMID:16005588 PMID:16442130 PMID:17954527 More... NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 increases expression ISO hyperforin results in increased expression of CYP3A5 mRNA CTD PMID:24259679 NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 decreases expression ISO hyperforin results in decreased expression of CYP7A1 mRNA CTD PMID:24259679 NCBI chr 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
JBrowse link
G Egfr epidermal growth factor receptor decreases phosphorylation ISO hyperforin results in decreased phosphorylation of EGFR protein CTD PMID:32485087 NCBI chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
JBrowse link
G Fas Fas cell surface death receptor increases expression ISO hyperforin results in increased expression of FAS protein CTD PMID:32485087 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Faslg Fas ligand increases expression ISO hyperforin results in increased expression of FASLG protein CTD PMID:32485087 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215
JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO hyperforin results in increased expression of ICAM1 mRNA CTD PMID:15622447 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO hyperforin promotes the reaction [JUN protein binds to CXCL8 promoter] CTD PMID:15622447 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
decreases phosphorylation
ISO hyperforin results in increased phosphorylation of MAPK1 protein
hyperforin results in decreased phosphorylation of MAPK1 protein
CTD PMID:15622447 PMID:32485087 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
decreases phosphorylation
ISO hyperforin results in increased phosphorylation of MAPK3 protein
hyperforin results in decreased phosphorylation of MAPK3 protein
CTD PMID:15622447 PMID:32485087 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression ISO hyperforin results in decreased expression of MCL1 protein CTD PMID:32485087 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions
increases response to substance
affects binding
increases activity
ISO [NR1I2 protein co-treated with hyperforin] results in decreased expression of SLC22A1 mRNA; [NR1I2 protein results in increased susceptibility to hyperforin] which results in decreased expression of SLC22A1 mRNA; hyperforin binds to and results in increased activity of NR1I2 protein; hyperforin promotes the reaction [NR1I2 protein results in decreased expression of SLC22A1 mRNA]; NR1I2 protein affects the reaction [hyperforin results in increased expression of CYP2C9 mRNA]; NR1I2 protein promotes the reaction [hyperforin results in increased abundance of Lipids]
hyperforin binds to NR1I2 protein
hyperforin results in increased activity of NR1I2 protein
CTD PMID:14600250 PMID:15630458 PMID:15856409 PMID:20079722 PMID:26187274 More... NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Por cytochrome p450 oxidoreductase increases expression ISO hyperforin results in increased expression of POR mRNA CTD PMID:24259679 NCBI chr12:20,951,058...20,999,198
Ensembl chr12:20,951,058...20,999,245
JBrowse link
G Slc22a1 solute carrier family 22 member 1 decreases expression
multiple interactions
ISO hyperforin results in decreased expression of SLC22A1 protein
[NR1I2 protein co-treated with hyperforin] results in decreased expression of SLC22A1 mRNA; [NR1I2 protein results in increased susceptibility to hyperforin] which results in decreased expression of SLC22A1 mRNA; hyperforin promotes the reaction [NR1I2 protein results in decreased expression of SLC22A1 mRNA]
CTD PMID:26920453 NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO hyperforin results in increased expression of UGT1A1 mRNA CTD PMID:24259679 NCBI chr 9:88,801,344...88,808,465 JBrowse link
G Xiap X-linked inhibitor of apoptosis decreases expression ISO hyperforin results in decreased expression of XIAP protein CTD PMID:32485087 NCBI chr  X:120,890,537...120,938,413
Ensembl chr  X:120,897,907...120,934,700
JBrowse link

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Path 1
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  CHEBI ontology 19812
    role 19761
      application 19471
        anti-inflammatory agent 15836
          hyperforin 30
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      ketone 16924
                                        cyclic ketone 15393
                                          alicyclic ketone 1086
                                            cyclic terpene ketone 138
                                              hyperforin 30
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