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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:procyanidin B3
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Accession:CHEBI:75630 term browser browse the term
Definition:A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in alpha-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho.
Synonyms:exact_synonym: (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol
 related_synonym: C-(4a,8)-C;   Catechin(4a->8)catechin;   Catechin-(4alpha->8)-catechin;   Formula=C30H26O12;   InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/m0/s1;   InChIKey=XFZJEEAOWLFHDH-AVFWISQGSA-N;   Proanthocyanidin B3;   SMILES=O[C@H]1Cc2c(O)cc(O)c([C@H]3[C@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1
 alt_id: MESH:C479581
 xref: CAS:23567-23-9;   HMDB:HMDB0033974;   KEGG:C10209;   LIPID_MAPS_instance:LMPK12030003
 xref_mesh: MESH:C479581
 xref: PMID:20131846;   PMID:20568787;   PMID:20955177;   PMID:21950419;   PMID:22629448;   PMID:22744145;   PMID:22747497;   PMID:22783976;   PMID:22868163;   PMID:23131027;   PMID:23411286;   PMID:23829187;   PMID:23971434;   Patent:KR20100129858;   Patent:WO2010021935;   Reaxys:3586582;   Wikipedia:Procyanidin_B3


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procyanidin B3 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ager advanced glycosylation end product-specific receptor multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3 co-treated with Lipopolysaccharides] results in increased expression of AGER mRNA CTD PMID:22169119 NCBI chr20:4,363,152...4,366,079
Ensembl chr20:4,363,152...4,366,079
JBrowse link
G Cat catalase multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3 co-treated with Lipopolysaccharides] results in increased expression of CAT mRNA CTD PMID:22169119 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of CCL2 mRNA]; procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of CCL2 mRNA] CTD PMID:22169119 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of CCL5 mRNA] CTD PMID:22169119 NCBI chr10:70,739,764...70,744,303
Ensembl chr10:70,739,800...70,744,315
JBrowse link
G Ccl7 C-C motif chemokine ligand 7 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of CCL7 mRNA] CTD PMID:22169119 NCBI chr10:69,423,083...69,424,933
Ensembl chr10:69,423,086...69,424,979
JBrowse link
G Cd80 Cd80 molecule multiple interactions ISO procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of CD80 mRNA] CTD PMID:22169119 NCBI chr11:64,815,201...64,855,293
Ensembl chr11:64,827,635...64,855,353
JBrowse link
G Csf2 colony stimulating factor 2 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of CSF2 mRNA] CTD PMID:22169119 NCBI chr10:39,602,089...39,604,070
Ensembl chr10:39,602,089...39,604,070
JBrowse link
G Fas Fas cell surface death receptor multiple interactions ISO procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of FAS mRNA] CTD PMID:22169119 NCBI chr 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3 co-treated with Lipopolysaccharides] results in increased expression of GCLM mRNA CTD PMID:22169119 NCBI chr 2:225,827,504...225,847,876
Ensembl chr 2:225,827,504...225,847,874
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3] promotes the reaction [Lipopolysaccharides results in increased expression of HMOX1 mRNA] CTD PMID:22169119 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Il10 interleukin 10 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of IL10 mRNA] CTD PMID:22169119 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il12b interleukin 12B multiple interactions ISO procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of IL12B mRNA] CTD PMID:22169119 NCBI chr10:30,034,447...30,048,774
Ensembl chr10:30,038,709...30,048,085
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA] CTD PMID:22169119 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il2ra interleukin 2 receptor subunit alpha multiple interactions ISO procyanidin B3 promotes the reaction [Lipopolysaccharides results in increased expression of IL2RA mRNA] CTD PMID:22169119 NCBI chr17:70,500,672...70,547,929
Ensembl chr17:70,499,083...70,548,071
JBrowse link
G Il6 interleukin 6 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] CTD PMID:22169119 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Map3k8 mitogen-activated protein kinase kinase kinase 8 multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3] inhibits the reaction [Lipopolysaccharides results in increased expression of MAP3K8 mRNA]; procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of MAP3K8 mRNA] CTD PMID:22169119 NCBI chr17:56,109,403...56,129,925
Ensembl chr17:56,109,549...56,129,919
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO [Lipopolysaccharides co-treated with procyanidin B3] results in decreased phosphorylation of MAPK8 protein; Eicosapentaenoic Acid promotes the reaction [[Lipopolysaccharides co-treated with procyanidin B3] results in decreased phosphorylation of MAPK8 protein]; procyanidin B3 promotes the reaction [[Lipopolysaccharides co-treated with Eicosapentaenoic Acid] results in decreased phosphorylation of MAPK8 protein] CTD PMID:22169119 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Msr1 macrophage scavenger receptor 1 multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3] promotes the reaction [Lipopolysaccharides results in increased expression of MSR1 mRNA] CTD PMID:22169119 NCBI chr16:56,817,714...56,900,025
Ensembl chr16:56,813,791...56,900,052
JBrowse link
G Nfkb2 nuclear factor kappa B subunit 2 multiple interactions ISO [Eicosapentaenoic Acid co-treated with procyanidin B3] inhibits the reaction [Lipopolysaccharides results in increased expression of NFKB2 mRNA] CTD PMID:22169119 NCBI chr 1:266,050,634...266,059,277
Ensembl chr 1:266,053,002...266,059,256
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO procyanidin B3 inhibits the reaction [[Lipopolysaccharides co-treated with Eicosapentaenoic Acid] results in increased phosphorylation of RELA protein] CTD PMID:22169119 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Serpine1 serpin family E member 1 multiple interactions ISO [procyanidin B3 co-treated with Eicosapentaenoic Acid] inhibits the reaction [Lipopolysaccharides results in increased expression of SERPINE1 mRNA] CTD PMID:22169119 NCBI chr12:22,641,104...22,651,482
Ensembl chr12:22,641,104...22,651,482
JBrowse link
G Tnfrsf1b TNF receptor superfamily member 1B multiple interactions ISO procyanidin B3 inhibits the reaction [Lipopolysaccharides results in increased expression of TNFRSF1B mRNA] CTD PMID:22169119 NCBI chr 5:163,136,390...163,167,299
Ensembl chr 5:163,136,390...163,167,299
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19767
    role 19714
      chemical role 19255
        antioxidant 14274
          procyanidin B3 22
            procyanidin B3 3'-O-gallate 0
            procyanidin B3 3-O-gallate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19767
    subatomic particle 19766
      composite particle 19766
        hadron 19766
          baryon 19766
            nucleon 19766
              atomic nucleus 19766
                atom 19766
                  main group element atom 19657
                    p-block element atom 19657
                      carbon group element atom 19573
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19496
                              organic cyclic compound 19322
                                organic heterocyclic compound 18510
                                  oxacycle 17548
                                    benzopyran 10280
                                      1-benzopyran 10002
                                        flavonoid 6514
                                          flavans 3013
                                            hydroxyflavan 2875
                                              catechin 2860
                                                (+)-catechin 837
                                                  procyanidin B3 22
                                                    procyanidin B3 3'-O-gallate 0
                                                    procyanidin B3 3-O-gallate 0
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