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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 chr20:4,148,150...4,151,361
Ensembl chr20:4,147,890...4,151,078
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
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 chr10:68,322,826...68,327,365
Ensembl chr10:68,322,829...68,327,377
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 chr10:67,016,446...67,018,296
Ensembl chr10:67,016,446...67,018,303
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 chr11:62,254,543...62,293,414
Ensembl chr11:62,254,624...62,292,030
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 chr10:38,386,945...38,388,926
Ensembl chr10:38,386,945...38,389,199
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 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
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 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
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 chr10:28,888,832...28,903,796
Ensembl chr10:28,893,008...28,902,903
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 chr17:66,849,974...66,898,665
Ensembl chr17:66,849,974...66,898,697
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 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 chr17:53,382,908...53,403,216
Ensembl chr17:53,383,131...53,403,216
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 chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
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 chr16:52,717,775...52,802,890
Ensembl chr16:52,717,732...52,799,676
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 1:245,164,586...245,173,225
Ensembl chr 1:245,165,950...245,173,213
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657
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 5:157,070,642...157,104,216
Ensembl chr 5:157,070,642...157,104,206
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      chemical role 19589
        antioxidant 15678
          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 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic molecule 19856
                              organic cyclic compound 19612
                                organic heterocyclic compound 18824
                                  oxacycle 17688
                                    benzopyran 11213
                                      1-benzopyran 10951
                                        flavonoid 6575
                                          flavans 3065
                                            hydroxyflavan 2927
                                              catechin 2914
                                                (+)-catechin 838
                                                  procyanidin B3 22
                                                    procyanidin B3 3'-O-gallate 0
                                                    procyanidin B3 3-O-gallate 0
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