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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 chr10:1,022,041...1,162,431
Ensembl chr10:531,812...655,114
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 chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648
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 9:67,747,109...67,806,699
Ensembl chr 9:60,264,075...60,312,542
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 Ensembl chr 5:154,109,046...154,126,626 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 chr14:15,989,066...15,991,263
Ensembl chr14:15,704,758...15,706,975
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 chr14:16,007,166...16,012,077
Ensembl chr14:15,722,908...15,728,435
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 chr19:13,452,365...13,479,823
Ensembl chr19:13,467,244...13,474,079
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 7:55,789,180...55,793,216
Ensembl chr 7:53,903,337...53,907,375
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 chr10:38,417,935...38,424,946
Ensembl chr10:37,916,670...37,924,166
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 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863
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 chr10:34,670,750...34,711,972
Ensembl chr10:34,169,675...34,210,178
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 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 3:81,001,529...81,031,165
Ensembl chr 3:60,594,242...60,621,737
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 chr10:64,313,335...64,349,221
Ensembl chr10:63,815,308...63,851,210
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 3:39,981,419...40,002,993
Ensembl chr 3:19,584,015...19,605,586
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 chr13:64,714,063...64,722,320
Ensembl chr13:62,163,932...62,172,188
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 9:56,911,522...56,951,926
Ensembl chr 9:49,419,340...49,588,540
JBrowse link

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  CHEBI ontology 19909
    role 19880
      application 19720
        anti-inflammatory agent 16695
          (+)-alpha-viniferin 16
Path 2
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  CHEBI ontology 19909
    subatomic particle 19907
      composite particle 19907
        hadron 19907
          baryon 19907
            nucleon 19907
              atomic nucleus 19907
                atom 19907
                  main group element atom 19846
                    p-block element atom 19846
                      carbon group element atom 19784
                        carbon atom 19781
                          organic molecular entity 19781
                            organic molecule 19735
                              organic cyclic compound 19528
                                organic aromatic compound 19395
                                  phenols 18705
                                    benzenediols 9174
                                      resorcinols 7374
                                        resveratrol 6441
                                          (+)-alpha-viniferin 16
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