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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 B1
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Accession:CHEBI:75633 term browser browse the term
Definition:A proanthocyanidin consisting of (-)-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach.
Synonyms:exact_synonym: (2R,2'R,3R,3'S,4R)-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: EC-(4b,8)-C;   Endotelon;   Epicatechin(4beta->8)catechin;   Epicatechin-(4beta->8)-ent-epicatechin;   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-UKWJTHFESA-N;   Proanthocyanidin B1;   Procyanidin dimer B1;   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
 xref: CAS:82262-99-5;   HMDB:HMDB0029754;   KEGG:C10221;   KNApSAcK:C00002917;   LIPID_MAPS_instance:LMPK12030001
 xref_mesh: MESH:C479579
 xref: PMID:21405989;   PMID:22227333;   PMID:22473647;   PMID:23993614;   PMID:24250715;   Reaxys:1339969;   Wikipedia:Procyanidin_B1


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procyanidin B1 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acox1 acyl-CoA oxidase 1 increases expression ISO procyanidin B1 results in increased expression of ACOX1 mRNA CTD PMID:22227333 NCBI chr10:101,406,197...101,431,252
Ensembl chr10:101,406,197...101,431,232 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO [p-coumaric acid co-treated with procyanidin B1] results in increased expression of and results in increased phosphorylation of AKT protein; procyanidin B1 results in increased expression of and results in increased phosphorylation of AKT protein CTD PMID:34342938 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G 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 		JBrowse link
G Casp3 caspase 3 decreases expression ISO procyanidin B1 results in decreased expression of CASP3 mRNA CTD PMID:34684730 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cat catalase increases expression ISO procyanidin B1 results in increased expression of CAT protein CTD PMID:34684730 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO procyanidin B1 results in increased expression of CPT1A mRNA CTD PMID:22227333 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO [p-coumaric acid co-treated with procyanidin B1] results in decreased expression of and results in decreased phosphorylation of GSK3B protein; procyanidin B1 results in decreased expression of and results in decreased phosphorylation of GSK3B protein CTD PMID:34342938 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Gys2 glycogen synthase 2 multiple interactions
increases activity		 ISO [procyanidin B1 co-treated with p-coumaric acid] results in increased activity of GYS2 protein
procyanidin B1 results in increased activity of GYS2 protein		 CTD PMID:34342938 NCBI chr 4:175,365,054...175,406,228
Ensembl chr 4:175,365,054...175,406,228 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO procyanidin B1 results in increased expression of HMOX1 mRNA; procyanidin B1 results in increased expression of HMOX1 protein CTD PMID:30544155 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Insr insulin receptor multiple interactions
increases expression		 ISO [p-coumaric acid co-treated with procyanidin B1] results in increased expression of INSR protein
procyanidin B1 results in increased expression of INSR protein		 CTD PMID:34342938 NCBI chr12:1,193,193...1,330,976
Ensembl chr12:1,197,100...1,330,883 		JBrowse link
G Irs1 insulin receptor substrate 1 multiple interactions ISO [p-coumaric acid co-treated with procyanidin B1] results in increased expression of and results in increased phosphorylation of IRS1 protein; procyanidin B1 results in increased expression of and results in increased phosphorylation of IRS1 protein
[procyanidin B1 co-treated with p-coumaric acid] results in increased expression of and results in increased phosphorylation of IRS1 protein; procyanidin B1 results in increased expression of and results in increased phosphorylation of IRS1 protein		 CTD PMID:34342938 NCBI chr 9:83,552,964...83,605,797
Ensembl chr 9:83,548,944...83,606,122 		JBrowse link
G Kcnh1 potassium voltage-gated channel subfamily H member 1 multiple interactions ISO procyanidin B1 binds to and results in decreased activity of KCNH1 protein CTD PMID:32533968 NCBI chr13:103,722,140...104,024,762
Ensembl chr13:103,722,245...104,024,740 		JBrowse link
G Ly96 lymphocyte antigen 96 affects binding
multiple interactions		 ISO procyanidin B1 binds to [TLR4 protein binds to LY96 protein]
procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased expression of LY96 mRNA]		 CTD PMID:26037075 NCBI chr 5:2,582,233...2,612,357
Ensembl chr 5:2,582,254...2,612,386 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK14 protein] CTD PMID:26037075 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 decreases ubiquitination
increases expression
multiple interactions		 ISO procyanidin B1 results in decreased ubiquitination of NFE2L2 protein
procyanidin B1 results in increased expression of NFE2L2 protein
procyanidin B1 affects the localization of and results in increased activity of and results in increased stability of NFE2L2 protein		 CTD PMID:30544155 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased expression of NFKB1 mRNA]; procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased expression of NFKB1 protein] CTD PMID:26037075 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase increases expression ISO procyanidin B1 results in increased expression of OGG1 mRNA; procyanidin B1 results in increased expression of OGG1 protein CTD PMID:34684730 NCBI chr 4:146,474,701...146,481,959
Ensembl chr 4:146,474,750...146,484,766 		JBrowse link
G Pck1 phosphoenolpyruvate carboxykinase 1 multiple interactions
decreases activity		 ISO [procyanidin B1 co-treated with p-coumaric acid] results in decreased activity of PCK1 protein
procyanidin B1 results in decreased activity of PCK1 protein		 CTD PMID:34342938 NCBI chr 3:161,930,256...161,936,205
Ensembl chr 3:161,930,256...161,936,191 		JBrowse link
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 multiple interactions ISO [p-coumaric acid co-treated with procyanidin B1] results in increased expression of and results in increased phosphorylation of PIK3R1 protein; procyanidin B1 results in increased expression of and results in increased phosphorylation of PIK3R1 protein CTD PMID:34342938 NCBI chr 2:32,878,942...32,963,668
Ensembl chr 2:32,882,032...32,963,631 		JBrowse link
G Ptpn1 protein tyrosine phosphatase, non-receptor type 1 affects binding
decreases activity
decreases expression		 ISO procyanidin B1 binds to PTPN1 protein
procyanidin B1 results in decreased activity of PTPN1 protein
procyanidin B1 results in decreased expression of PTPN1 mRNA; procyanidin B1 results in decreased expression of PTPN1 protein		 CTD PMID:33992895 NCBI chr 3:156,638,811...156,687,503
Ensembl chr 3:156,638,769...156,687,504 		JBrowse link
G Pygl glycogen phosphorylase L multiple interactions
decreases activity		 ISO [procyanidin B1 co-treated with p-coumaric acid] results in decreased activity of PYGL protein
procyanidin B1 results in decreased activity of PYGL protein		 CTD PMID:34342938 NCBI chr 6:88,697,598...88,740,260
Ensembl chr 6:88,697,593...88,740,310 		JBrowse link
G Slc2a4 solute carrier family 2 member 4 multiple interactions
increases expression		 ISO [procyanidin B1 co-treated with p-coumaric acid] results in increased expression of SLC2A4 protein
procyanidin B1 results in increased expression of SLC2A4 protein		 CTD PMID:34342938 NCBI chr10:54,666,015...54,671,581
Ensembl chr10:54,666,015...54,671,565 		JBrowse link
G Slc3a2 solute carrier family 3 member 2 multiple interactions EXP procyanidin B1 promotes the reaction [Glutamic Acid results in increased expression of SLC3A2 mRNA] CTD PMID:25551766 NCBI chr 1:205,604,468...205,618,931
Ensembl chr 1:205,604,468...205,618,931 		JBrowse link
G Slc7a11 solute carrier family 7 member 11 multiple interactions EXP procyanidin B1 promotes the reaction [Glutamic Acid results in increased expression of SLC7A11 mRNA] CTD PMID:25551766 NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536 		JBrowse link
G Tlr4 toll-like receptor 4 affects binding ISO procyanidin B1 binds to [TLR4 protein binds to LY96 protein] CTD PMID:26037075 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased expression of and results in increased secretion of TNF protein]; procyanidin B1 inhibits the reaction [TNF protein results in increased secretion of CXCL8 protein] CTD PMID:26037075 PMID:27473819 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 decreases expression ISO procyanidin B1 results in decreased expression of TRP53 mRNA; procyanidin B1 results in decreased expression of TRP53 protein CTD PMID:34684730 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Traf6 TNF receptor associated factor 6 multiple interactions ISO procyanidin B1 inhibits the reaction [Lipopolysaccharides results in increased expression of TRAF6 mRNA] CTD PMID:26037075 NCBI chr 3:87,963,517...87,988,316
Ensembl chr 3:87,963,514...87,983,507 		JBrowse link
G Txnrd1 thioredoxin reductase 1 multiple interactions ISO procyanidin B1 inhibits the reaction [Oxygen deficiency results in decreased expression of TXNRD1 protein] CTD PMID:35883890 NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19876
    role 19851
      application 19687
        anti-inflammatory agent 16499
          procyanidin B1 29
            procyanidin B1 3'-O-gallate 0
            procyanidin B1 3-O-gallate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19876
    subatomic particle 19874
      composite particle 19874
        hadron 19874
          baryon 19874
            nucleon 19874
              atomic nucleus 19905
                atom 19905
                  main group element atom 19821
                    p-block element atom 19821
                      carbon group element atom 19768
                        carbon atom 19764
                          organic molecular entity 19764
                            organic molecule 19721
                              organic cyclic compound 19526
                                organic heterocyclic compound 18864
                                  oxacycle 17785
                                    benzopyran 11728
                                      1-benzopyran 11493
                                        flavonoid 6836
                                          flavans 3167
                                            hydroxyflavan 2982
                                              catechin 2964
                                                (+)-catechin 874
                                                  procyanidin B1 29
                                                    procyanidin B1 3'-O-gallate 0
                                                    procyanidin B1 3-O-gallate 0
paths to the root