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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:(+)-alpha-viniferin
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Accession:CHEBI:66359 term browser browse the term
Definition:A nine-membered macrocycle that incorporates three 6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuranyl moieties as part of the cyclic skeleton. It is isolated from Caragana chamlague Lamarck and exhibits significant inhibitory effect towards the enzyme acetylcholinesterase (EC 3.1.1.7).
Synonyms:exact_synonym: (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis[1]benzofuro[3',4':4,5,6;3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol
 related_synonym: Formula=C42H30O9;   InChI=1S/C42H30O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-48H/t37-,38-,39+,40+,41+,42-/m1/s1;   InChIKey=KUTVNHOAKHJJFL-ZSIJVUTGSA-N;   SMILES=[H][C@@]12[C@H](Oc3cc(O)cc(c13)[C@@]1([H])[C@@H](Oc3cc(O)cc(c13)[C@@]1([H])[C@@H](Oc3cc(O)cc2c13)c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(O)cc1
 xref: CAS:62218-13-7
 xref_mesh: MESH:C064176
 xref: PMID:14531020;   PMID:20424383;   PMID:22209460;   PMID:2337958;   Reaxys:3644570;   Wikipedia:Alpha-Viniferin


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(+)-alpha-viniferin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc1 ATP binding cassette subfamily C member 1 multiple interactions
decreases activity
ISO alpha-viniferin inhibits the reaction [ABCC1 protein results in increased transport of 2',7'-bis-(carboxypropyl)-5(6)-carboxyfluorescein]
alpha-viniferin results in decreased activity of ABCC1 protein
CTD PMID:16827148 NCBI chr10:549,537...672,235
Ensembl chr10:549,883...672,196
JBrowse link
G Casp3 caspase 3 increases activity ISO alpha-viniferin analog results in increased activity of CASP3 protein; alpha-viniferin results in increased activity of CASP3 protein CTD PMID:16158945 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases activity ISO alpha-viniferin analog results in increased activity of CASP8 protein; alpha-viniferin results in increased activity of CASP8 protein CTD PMID:16158945 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases activity ISO alpha-viniferin analog results in increased activity of CASP9 protein; alpha-viniferin results in increased activity of CASP9 protein CTD PMID:16158945 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cxcl10 C-X-C motif chemokine ligand 10 multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL10 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL10 protein]; alpha-viniferin inhibits the reaction [IRF1 protein results in increased expression of CXCL10 mRNA]; alpha-viniferin inhibits the reaction [IRF1 protein results in increased expression of CXCL10 protein] CTD PMID:20424383 NCBI chr14:17,210,733...17,212,930
Ensembl chr14:17,210,733...17,212,930
JBrowse link
G Cxcl9 C-X-C motif chemokine ligand 9 multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL9 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL9 protein] CTD PMID:20424383 NCBI chr14:17,228,832...17,233,743
Ensembl chr14:17,228,856...17,234,712
JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions
ISO alpha-viniferin results in increased expression of HMOX1 mRNA; alpha-viniferin results in increased expression of HMOX1 protein
[NFE2L2 protein results in increased expression of HMOX1] affects the reaction [alpha-viniferin results in decreased susceptibility to Lipopolysaccharides]; NFE2L2 protein affects the reaction [alpha-viniferin results in increased expression of HMOX1 mRNA]
CTD PMID:24859013 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Ifng interferon gamma multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL10 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL10 protein]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL9 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of CXCL9 protein]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of NOS2 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of NOS2 protein]; alpha-viniferin inhibits the reaction [IFNG protein results in increased phosphorylation of and results in increased activity of MAPK3 protein]; alpha-viniferin inhibits the reaction [IFNG protein results in increased phosphorylation of and results in increased activity of STAT1 protein] CTD PMID:20424383 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Irf1 interferon regulatory factor 1 multiple interactions ISO alpha-viniferin inhibits the reaction [IRF1 protein results in increased expression of CXCL10 mRNA]; alpha-viniferin inhibits the reaction [IRF1 protein results in increased expression of CXCL10 protein] CTD PMID:20424383 NCBI chr10:39,109,530...39,116,532
Ensembl chr10:39,109,522...39,116,531
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased phosphorylation of and results in increased activity of MAPK3 protein] CTD PMID:20424383 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions ISO alpha-viniferin inhibits the reaction [MAPK9 protein results in increased phosphorylation of and results in increased activity of STAT1 protein] CTD PMID:20424383 NCBI chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions
affects response to substance
ISO [NFE2L2 protein results in increased expression of HMOX1] affects the reaction [alpha-viniferin results in decreased susceptibility to Lipopolysaccharides]; alpha-viniferin results in increased expression of and results in increased activity of NFE2L2 protein; NFE2L2 protein affects the reaction [alpha-viniferin results in increased expression of HMOX1 mRNA]
NFE2L2 protein affects the susceptibility to alpha-viniferin
CTD PMID:24859013 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of NOS2 mRNA]; alpha-viniferin inhibits the reaction [IFNG protein results in increased expression of NOS2 protein]; alpha-viniferin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA]; alpha-viniferin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:14531020, PMID:20424383, PMID:24859013 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 decreases activity ISO alpha-viniferin results in decreased activity of PTGS1 protein CTD PMID:14531020 NCBI chr 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases activity
multiple interactions
ISO alpha-viniferin results in decreased activity of PTGS2 protein
alpha-viniferin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA]; alpha-viniferin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]
CTD PMID:14531020, PMID:24859013 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Stat1 signal transducer and activator of transcription 1 multiple interactions ISO alpha-viniferin inhibits the reaction [IFNG protein results in increased phosphorylation of and results in increased activity of STAT1 protein]; alpha-viniferin inhibits the reaction [MAPK9 protein results in increased phosphorylation of and results in increased activity of STAT1 protein] CTD PMID:20424383 NCBI chr 9:54,287,540...54,327,958
Ensembl chr 9:54,287,541...54,484,533
JBrowse link

Term paths to the root
Path 1
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  CHEBI ontology 19785
    role 19732
      application 19391
        anti-inflammatory agent 14948
          (+)-alpha-viniferin 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic aromatic compound 19116
                                  phenols 18109
                                    benzenediols 6019
                                      resorcinols 3702
                                        resveratrol 3247
                                          (+)-alpha-viniferin 16
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.