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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 chr10:101,905,083...101,930,136 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 6:137,534,810...137,555,131 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 5:61,035,165...61,040,683 JBrowse link
G Casp3 caspase 3 decreases expression ISO procyanidin B1 results in decreased expression of CASP3 mRNA CTD PMID:34684730 NCBI chr16:52,395,539...52,413,794 JBrowse link
G Cat catalase increases expression ISO procyanidin B1 results in increased expression of CAT protein CTD PMID:34684730 NCBI chr 3:110,297,340...110,329,526 JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO procyanidin B1 results in increased expression of CPT1A mRNA CTD PMID:22227333 NCBI chr 1:209,993,881...210,056,329 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 chr11:76,004,502...76,154,665 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 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 chr19:13,452,365...13,479,823 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 chr12:5,991,135...6,129,275 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 9:91,001,137...91,053,959 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 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 5:7,365,536...7,397,864 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 chr20:6,751,288...6,812,294 JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 decreases ubiquitination
multiple interactions
increases expression		 ISO procyanidin B1 results in decreased ubiquitination of NFE2L2 protein
procyanidin B1 affects the localization of and results in increased activity of and results in increased stability of NFE2L2 protein
procyanidin B1 results in increased expression of NFE2L2 protein		 CTD PMID:30544155 NCBI chr 3:81,001,529...81,031,165 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 2:226,689,745...226,805,897 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 4:148,030,237...148,037,599 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 3:182,348,572...182,354,521 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 2:34,612,946...34,697,660 JBrowse link
G Ptpn1 protein tyrosine phosphatase, non-receptor type 1 affects binding
decreases expression
decreases activity		 ISO procyanidin B1 binds to PTPN1 protein
procyanidin B1 results in decreased expression of PTPN1 mRNA; procyanidin B1 results in decreased expression of PTPN1 protein
procyanidin B1 results in decreased activity of PTPN1 protein		 CTD PMID:33992895 NCBI chr 3:156,638,811...156,687,503 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 6:94,433,558...94,476,219 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 chr10:55,164,721...55,170,289 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 1:215,033,601...215,048,064 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 2:136,532,912...136,668,560 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 5:85,161,247...85,174,882 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 chr20:3,626,685...3,629,303 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 chr10:54,798,871...54,810,300 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 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 7:22,717,620...22,802,553 JBrowse link
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Term Annotations click to browse term
  CHEBI ontology 19898
    role 19869
      application 19715
        anti-inflammatory agent 16695
          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 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19770
                          organic molecular entity 19770
                            organic molecule 19724
                              organic cyclic compound 19516
                                organic heterocyclic compound 18896
                                  oxacycle 17924
                                    benzopyran 11981
                                      1-benzopyran 11735
                                        flavonoid 7234
                                          flavans 3648
                                            hydroxyflavan 3385
                                              catechin 3364
                                                (+)-catechin 874
                                                  procyanidin B1 29
                                                    procyanidin B1 3'-O-gallate 0
                                                    procyanidin B1 3-O-gallate 0
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