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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:prunetin
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Accession:CHEBI:8600 term browser browse the term
Definition:A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group.
Synonyms:exact_synonym: 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
 related_synonym: 4',5-dihydroxy-7-methoxygenistein;   4',5-dihydroxy-7-methoxyisoflavone;   5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone;   5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one;   7-O-methyl-genistein;   Formula=C16H12O5;   InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3;   InChIKey=KQMVAGISDHMXJJ-UHFFFAOYSA-N;   Padmakastein;   Prunusetin;   SMILES=COc1cc(O)c2c(c1)occ(-c1ccc(O)cc1)c2=O
 xref: CAS:552-59-0;   HMDB:HMDB0034127;   KEGG:C10521;   KNApSAcK:C00002564;   LINCS:LSM-3283;   LIPID_MAPS_instance:LMPK12050353
 xref_mesh: MESH:C083295
 xref: MetaCyc:CPD-3521;   PMID:15408466;   PMID:21305630;   PMID:22010824;   PMID:22148193;   PMID:23265084;   PMID:23438470;   PMID:23597450;   PMID:9105397;   Patent:CN101669935;   Reaxys:292155;   Wikipedia:Prunetin
 cyclic_relationship: is_conjugate_acid_of CHEBI:147403


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prunetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aldh2 aldehyde dehydrogenase 2 family member decreases activity EXP prunetin results in decreased activity of ALDH2 protein CTD PMID:11142365 NCBI chr12:34,949,549...34,982,527 JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL1B mRNA]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL1B protein] CTD PMID:23597450 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 multiple interactions ISO prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL6 mRNA]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL6 protein] CTD PMID:23597450 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of and results in increased degradation of NFKBIA protein] CTD PMID:23597450 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions
decreases expression
ISO [prunetin results in decreased expression of NOS2 mRNA] inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased chemical synthesis of Nitric Oxide]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 mRNA]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 protein] CTD PMID:23597450 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
decreases expression
ISO [prunetin results in decreased expression of PTGS2 mRNA] which results in decreased chemical synthesis of Dinoprostone; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of PTGS2 mRNA]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of PTGS2 protein] CTD PMID:23597450 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF mRNA]; prunetin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF protein] CTD PMID:23597450 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        anti-inflammatory agent 15831
          prunetin 7
            prunetin 4'-O-glucoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      ketone 16923
                                        cyclic ketone 15391
                                          isoflavones 3750
                                            hydroxyisoflavone 3684
                                              7-hydroxyisoflavones 3663
                                                genistein 3589
                                                  prunetin 7
                                                    prunetin 4'-O-glucoside 0
paths to the root