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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:cyanidin 3-O-beta-D-glucoside
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Accession:CHEBI:28426 term browser browse the term
Definition:An anthocyanin cation that is a cyanidin cation linked to a beta-D-glucosyl moiety at position 3.
Synonyms:exact_synonym: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl beta-D-glucopyranoside
 related_synonym: Cyanidin 3-O-glucoside;   Formula=C21H21O11;   InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1;   InChIKey=RKWHWFONKJEUEF-GQUPQBGVSA-O;   SMILES=OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O
 alt_id: CHEBI:23429;   CHEBI:3974
 xref: CAS:7084-24-4;   HMDB:HMDB0030684;   KEGG:C08604;   KNApSAcK:C00002374;   LIPID_MAPS_instance:LMPK12010110
 xref_mesh: MESH:C114438
 xref: Reaxys:1695615
 cyclic_relationship: is_conjugate_acid_of CHEBI:61318


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cyanidin 3-O-beta-D-glucoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Agt angiotensinogen multiple interactions ISO 4-methyl-N1-(3-phenylpropyl)benzene-1,2-diamine inhibits the reaction [cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of NOS2 protein]]; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in decreased expression of HMOX1 protein]; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased degradation of NFKBIA protein]; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of and affects the localization of RELA protein]; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of NOS2 protein] CTD PMID:27983965 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
increases activity
ISO [cyanidin 3-O-glucoside results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA CTD PMID:23735880 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased phosphorylation of AKT1 protein] CTD PMID:21501596 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Akt2 AKT serine/threonine kinase 2 increases expression ISO cyanidin 3-O-glucoside results in increased expression of AKT2 mRNA CTD PMID:30597948 NCBI chr 1:84,400,939...84,451,223
Ensembl chr 1:84,411,726...84,450,162
JBrowse link
G Avp arginine vasopressin multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in increased expression of AVP mRNA] CTD PMID:31014900 NCBI chr 3:123,117,482...123,119,460
Ensembl chr 3:123,117,492...123,119,460
JBrowse link
G Casp3 caspase 3 multiple interactions
increases expression
ISO cyanidin 3-O-glucoside inhibits the reaction [Oxygen deficiency results in increased activity of CASP3 protein]
cyanidin 3-O-glucoside results in increased expression of CASP3 mRNA
CTD PMID:24518827, PMID:30597948 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases expression ISO cyanidin 3-O-glucoside results in increased expression of CASP8 mRNA CTD PMID:30597948 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Crem cAMP responsive element modulator multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in decreased expression of CREM protein] CTD PMID:31014900 NCBI chr17:57,021,704...57,090,888
Ensembl chr17:57,031,766...57,090,888
JBrowse link
G Cyp11a1 cytochrome P450, family 11, subfamily a, polypeptide 1 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in decreased expression of CYP11A1 protein] CTD PMID:31014900 NCBI chr 8:62,798,317...62,809,848
Ensembl chr 8:62,779,875...62,809,893
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity
increases expression
multiple interactions
ISO cyanidin 3-O-glucoside results in decreased activity of CYP1A1 protein
cyanidin 3-O-glucoside results in increased expression of CYP1A1 mRNA
[cyanidin 3-O-glucoside results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA
CTD PMID:23735880 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Fshb follicle stimulating hormone subunit beta multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in increased secretion of FSHB protein] CTD PMID:31014900 NCBI chr 3:98,088,321...98,092,131
Ensembl chr 3:98,088,324...98,092,131
JBrowse link
G Fshr follicle stimulating hormone receptor multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in decreased expression of FSHR mRNA] CTD PMID:31014900 NCBI chr 6:12,796,383...12,997,817
Ensembl chr 6:12,796,383...12,997,817
JBrowse link
G Fyn FYN proto-oncogene, Src family tyrosine kinase multiple interactions
affects binding
ISO [cyanidin 3-O-glucoside binds to FYN protein] which results in decreased activity of FYN protein; cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased activity of FYN protein] CTD PMID:21501596 NCBI chr20:44,436,354...44,630,316
Ensembl chr20:44,436,403...44,630,317
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions ISO [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of GCLC mRNA CTD PMID:27818126 NCBI chr 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions ISO cyanidin 3-O-glucoside promotes the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein] results in increased expression of GCLM mRNA] CTD PMID:27818126 NCBI chr 2:225,827,504...225,847,876
Ensembl chr 2:225,827,504...225,847,874
JBrowse link
G Gnrh1 gonadotropin releasing hormone 1 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in increased expression of GNRH1 mRNA] CTD PMID:31014900 NCBI chr15:44,441,856...44,446,064
Ensembl chr15:44,442,555...44,442,875
Ensembl chr15:44,442,555...44,442,875
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
decreases expression
ISO cyanidin 3-O-glucoside inhibits the reaction [Oxygen deficiency results in increased expression of HIF1A protein]
cyanidin 3-O-glucoside results in decreased expression of HIF1A protein
CTD PMID:24518827 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions
ISO cyanidin 3-O-glucoside results in increased expression of HMOX1 mRNA
[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of HMOX1 mRNA; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in decreased expression of HMOX1 protein]
CTD PMID:24518827, PMID:26422990, PMID:27793764, PMID:27818126, PMID:27983965 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Ifng interferon gamma multiple interactions ISO [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased activity of NFE2L2 protein; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of GCLC mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of HMOX1 mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein; cyanidin 3-O-glucoside promotes the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein] results in increased expression of GCLM mRNA]; Mesalamine inhibits the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein] CTD PMID:27818126 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il1a interleukin 1 alpha multiple interactions ISO [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased activity of NFE2L2 protein; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of GCLC mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of HMOX1 mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein; cyanidin 3-O-glucoside promotes the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein] results in increased expression of GCLM mRNA]; Mesalamine inhibits the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein] CTD PMID:27818126 NCBI chr 3:121,824,712...121,836,122
Ensembl chr 3:121,825,412...121,836,086
JBrowse link
G Il6 interleukin 6 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of IL6 mRNA] CTD PMID:27793764 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Kiss1 KiSS-1 metastasis-suppressor multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in increased expression of KISS1 mRNA] CTD PMID:31014900 NCBI chr13:50,529,506...50,537,603
Ensembl chr13:50,529,510...50,535,389
JBrowse link
G Lhb luteinizing hormone subunit beta multiple interactions ISO [cyanidin 3-O-glucoside co-treated with Cadmium Chloride] results in increased secretion of LHB protein CTD PMID:31014900 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
JBrowse link
G Map2k4 mitogen activated protein kinase kinase 4 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased phosphorylation of MAP2K4 protein] CTD PMID:21501596 NCBI chr10:52,196,121...52,301,887
Ensembl chr10:52,196,124...52,290,657
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased phosphorylation of MAPK1 protein] CTD PMID:21501596 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased phosphorylation of MAPK3 protein] CTD PMID:21501596 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Oxygen deficiency results in increased expression of and results in increased activity of MMP2 protein] CTD PMID:24518827 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 increases activity
multiple interactions
EXP
ISO
cyanidin 3-O-glucoside results in increased activity of NFE2L2 protein
[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased activity of NFE2L2 protein
CTD PMID:27166148, PMID:27818126 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased degradation of NFKBIA protein]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of NFKBIA protein modified form] CTD PMID:27793764, PMID:27983965 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO 4-methyl-N1-(3-phenylpropyl)benzene-1,2-diamine inhibits the reaction [cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of NOS2 protein]]; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of NOS2 protein] CTD PMID:27983965 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO cyanidin 3-O-glucoside results in increased expression of NQO1 mRNA CTD PMID:26422990, PMID:27793764 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Pik3ca phosphatidylinositol-4,5-bisphosphate 3-kinase, catalytic subunit alpha increases expression ISO cyanidin 3-O-glucoside results in increased expression of PIK3CA mRNA CTD PMID:30597948 NCBI chr 2:118,831,350...118,861,456
Ensembl chr 2:118,831,350...118,861,454
JBrowse link
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 increases expression ISO cyanidin 3-O-glucoside results in increased expression of PIK3R1 mRNA CTD PMID:30597948 NCBI chr 2:31,742,326...31,826,882
Ensembl chr 2:31,745,088...31,826,867
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein; Mesalamine inhibits the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein] CTD PMID:27818126 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Prkaca protein kinase cAMP-activated catalytic subunit alpha multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in decreased expression of PRKACA protein] CTD PMID:31014900 NCBI chr19:25,095,089...25,118,869
Ensembl chr19:25,095,089...25,118,860
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased expression of PTGS2 mRNA]; cyanidin 3-O-glucoside inhibits the reaction [7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide results in increased expression of PTGS2 protein]
cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of PTGS2 protein]
CTD PMID:21501596, PMID:27793764 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO cyanidin 3-O-glucoside affects the localization of and results in decreased activity of RELA protein; cyanidin 3-O-glucoside inhibits the reaction [AGT protein results in increased expression of and affects the localization of RELA protein]; cyanidin 3-O-glucoside inhibits the reaction [Palmitic Acid affects the localization of and results in increased activity of RELA protein] CTD PMID:26422990, PMID:27983965 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Sele selectin E multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Palmitic Acid results in increased expression of SELE mRNA]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of SELE protein] CTD PMID:26422990, PMID:30611791 NCBI chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
JBrowse link
G Star steroidogenic acute regulatory protein multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Cadmium Chloride results in decreased expression of STAR protein] CTD PMID:31014900 NCBI chr16:71,036,204...71,040,847
Ensembl chr16:71,036,204...71,040,847
JBrowse link
G Stat3 signal transducer and activator of transcription 3 increases expression ISO cyanidin 3-O-glucoside results in increased expression of STAT3 mRNA CTD PMID:30597948 NCBI chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased activity of NFE2L2 protein; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of GCLC mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of HMOX1 mRNA; [IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in decreased abundance of Antioxidants]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in decreased abundance of Glutathione]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased abundance of Dinoprostone]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased abundance of Thromboxane B2]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of IL6 mRNA]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of NFKBIA protein modified form]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of PTGS2 protein]; cyanidin 3-O-glucoside inhibits the reaction [TNF protein results in increased expression of SELE protein]; cyanidin 3-O-glucoside promotes the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein] results in increased expression of GCLM mRNA]; Mesalamine inhibits the reaction [[IL1A protein co-treated with TNF protein co-treated with IFNG protein co-treated with cyanidin 3-O-glucoside] results in increased expression of PPARG protein] CTD PMID:27793764, PMID:27818126, PMID:30611791 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO cyanidin 3-O-glucoside inhibits the reaction [Palmitic Acid results in increased expression of VCAM1 mRNA] CTD PMID:26422990 NCBI chr 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

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  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          metabolite 19263
            cyanidin 3-O-beta-D-glucoside 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  oxacycle 17185
                                    benzopyran 10135
                                      1-benzopyran 9851
                                        chromenes 931
                                          chromene 153
                                            2H-chromene 153
                                              chromenyliums 153
                                                chromenylium 153
                                                  flavylium 153
                                                    anthocyanidin cation 153
                                                      5-hydroxyanthocyanidin 103
                                                        cyanidin cation 59
                                                          cyanidin 3-O-beta-D-glucoside 42
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.