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
Accession: CHEBI:75630
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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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
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Aqp3
aquaporin 3 (Gill blood group)
multiple interactions
ISO
[[procyanidin B1 co-treated with procyanidin B3] co-treated with Catechin] results in increased expression of AQP3 mRNA
CTD
PMID:33294640
NCBI chr 5:56,239,200...56,244,718
Ensembl chr 5:56,239,201...56,244,720
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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
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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
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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...68,327,380
Ensembl chr10:68,322,829...68,327,377
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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
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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
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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
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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
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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
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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
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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
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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...28,903,802
Ensembl chr10:28,893,008...28,902,903
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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
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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
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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
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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
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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
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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...52,803,602
Ensembl chr16:52,717,732...52,799,676
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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
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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
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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
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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
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