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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: 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 4:26,312,403...26,488,456
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 8:115,755,238...115,768,642
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
multiple interactions
increases expression 		EXP
ISO 		hyperforin results in decreased expression of BAX mRNA
hyperforin inhibits the reaction [aluminum maltolate results in increased expression of BAX mRNA]
hyperforin results in increased expression of BAX protein 		CTD PMID:30481499 PMID:32485087 NCBI chr 1:105,076,472...105,081,906
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 chr13:23,204,464...23,366,900
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 multiple interactions
decreases expression
increases cleavage 		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 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 inhibits the reaction [Propofol results in increased cleavage of CASP3 protein]
hyperforin results in decreased expression of CASP3 mRNA
hyperforin results in increased cleavage of CASP3 protein 		CTD PMID:30481499 PMID:32485087 PMID:36640868 NCBI chr16:52,395,539...52,413,794
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 9:67,747,109...67,806,699
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 1:209,518,288...209,527,986
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 9:67,679,502...67,747,226
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
Ensembl chr18:79,651,378...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 Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression
decreases activity
multiple interactions 		ISO hyperforin results in increased expression of CYP3A4; hyperforin results in increased expression of CYP3A4 mRNA
hyperforin results in decreased activity of CYP3A4 protein
hyperforin results in increased expression of and results in increased activity of CYP3A4 protein 		CTD PMID:15100173 PMID:15266218 PMID:16005588 PMID:16442130 PMID:17954527 More... NCBI chr12:9,207,978...9,230,064
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 chr14:91,176,979...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 1:241,212,155...241,245,774
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 8:27,829,688...27,841,618
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 5:115,009,900...115,012,993
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 chr11:97,462,025...97,529,193
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 1:190,797,189...190,803,411
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 activity
affects binding
increases response to substance 		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 results in increased activity of NR1I2 protein
hyperforin binds to 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 Trpc6 transient receptor potential cation channel, subfamily C, member 6 multiple interactions EXP hyperforin inhibits the reaction [Propofol results in decreased expression of TRPC6 protein] CTD PMID:36640868 NCBI chr 8:5,759,387...5,864,000
Ensembl chr 8:5,758,935...5,828,092 		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
Ensembl chr 9:88,713,184...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:125,756,107...125,803,979
Ensembl chr  X:120,897,907...120,934,700 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20845
    role 20805
      application 20606
        anti-inflammatory agent 16814
          hyperforin 30
Path 2
Term Annotations click to browse term
  CHEBI ontology 20845
    subatomic particle 20843
      composite particle 20843
        hadron 20843
          baryon 20843
            nucleon 20843
              atomic nucleus 20843
                atom 20843
                  main group element atom 20766
                    p-block element atom 20766
                      carbon group element atom 20699
                        carbon atom 20693
                          organic molecular entity 20693
                            heteroorganic entity 20202
                              organochalcogen compound 19890
                                organooxygen compound 19792
                                  carbonyl compound 19423
                                    ketone 17441
                                      cyclic ketone 16029
                                        alicyclic ketone 1276
                                          cyclic terpene ketone 189
                                            hyperforin 30
paths to the root