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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:delphinidin
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Accession:CHEBI:28436 term browser browse the term
Definition:An anthocyanidin cation consisting of benzopyrylium with hydroxy substituents at the 3-, 5- and 7-positions and a 3,4,5-trihydroxyphenyl group at the 2-position. It is a plant pigment responsible for the colours of the plants of the genera Viola and Delphinium.
Synonyms:exact_synonym: 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium
 related_synonym: 3,3',4',5,5',7-Hexahydroxyflavylium;   Formula=C15H11O7;   InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1;   InChIKey=JKHRCGUTYDNCLE-UHFFFAOYSA-O;   SMILES=Oc1cc(O)c2cc(O)c([o+]c2c1)-c1cc(O)c(O)c(O)c1
 alt_id: CHEBI:23600;   CHEBI:4382
 xref: Beilstein:1691007;   CAS:13270-61-6;   KEGG:C05908;   KNApSAcK:C00020091;   LIPID_MAPS_instance:LMPK12010001
 xref_mesh: MESH:C017185
 xref: PMID:11906973;   PMID:12871827;   PMID:16902416;   PMID:18948740;   PMID:23129091;   Reaxys:1691007;   Wikipedia:Delphinidin
 cyclic_relationship: is_conjugate_acid_of CHEBI:144775


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delphinidin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO delphinidin inhibits the reaction [Carbon Tetrachloride results in increased expression of ACTA2 protein] CTD PMID:20371262 NCBI chr 1:252,537,614...252,550,394
Ensembl chr 1:252,537,615...252,550,394
JBrowse link
G Arnt aryl hydrocarbon receptor nuclear translocator multiple interactions ISO delphinidin inhibits the reaction [Hydrogen Peroxide results in increased expression of ARNT protein] CTD PMID:18603805 NCBI chr 2:196,594,178...196,651,486
Ensembl chr 2:196,594,303...196,651,179
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO delphinidin results in increased expression of BAK1 protein CTD PMID:29451351 NCBI chr20:5,609,620...5,618,899
Ensembl chr20:5,609,625...5,618,260
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions
decreases expression
ISO delphinidin results in increased expression of BAX protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin promotes the reaction [TGFB1 results in decreased expression of BAX protein]]; delphinidin promotes the reaction [TGFB1 results in decreased expression of BAX protein]
delphinidin results in decreased expression of BAX protein
CTD PMID:15740068, PMID:19818742, PMID:30365941 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression
multiple interactions
increases expression
ISO delphinidin results in decreased expression of BCL2 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin inhibits the reaction [TGFB1 results in decreased expression of BCL2 protein]]; delphinidin inhibits the reaction [TGFB1 results in decreased expression of BCL2 protein]
delphinidin results in increased expression of BCL2 protein
CTD PMID:15740068, PMID:19818742, PMID:29451351, PMID:30365941 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bid BH3 interacting domain death agonist multiple interactions ISO [delphinidin results in increased susceptibility to sodium arsenite] which results in decreased expression of BID protein CTD PMID:30125548 NCBI chr 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
JBrowse link
G Btg2 BTG anti-proliferation factor 2 affects expression ISO delphinidin affects the expression of BTG2 mRNA CTD PMID:19182879 NCBI chr13:50,913,185...50,916,944
Ensembl chr13:50,913,180...50,916,982
JBrowse link
G Casp3 caspase 3 increases activity
increases cleavage
multiple interactions
ISO delphinidin results in increased activity of CASP3 protein
delphinidin results in increased cleavage of CASP3 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin inhibits the reaction [TGFB1 results in increased expression of CASP3 protein]]; [delphinidin results in increased susceptibility to sodium arsenite] which results in increased cleavage of CASP3 protein; delphinidin inhibits the reaction [TGFB1 results in increased expression of CASP3 protein]
CTD PMID:15740068, PMID:29451351, PMID:30125548, PMID:30365941 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 multiple interactions ISO [delphinidin results in increased susceptibility to sodium arsenite] which results in increased cleavage of CASP8 protein CTD PMID:30125548 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 multiple interactions ISO [delphinidin results in increased susceptibility to sodium arsenite] which results in increased cleavage of CASP9 protein CTD PMID:30125548 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cdh1 cadherin 1 increases expression ISO delphinidin results in increased expression of CDH1 protein CTD PMID:29451351 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
JBrowse link
G Cdh2 cadherin 2 decreases expression ISO delphinidin results in decreased expression of CDH2 protein CTD PMID:29451351 NCBI chr18:8,146,971...8,366,037
Ensembl chr18:8,146,971...8,360,684
JBrowse link
G Cidea cell death-inducing DFFA-like effector a increases expression ISO delphinidin results in increased expression of CIDEA mRNA CTD PMID:19182879 NCBI chr18:63,082,861...63,108,450
Ensembl chr18:63,098,144...63,108,051
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO delphinidin results in decreased activity of CYP1A1 protein CTD PMID:23419638 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Egfr epidermal growth factor receptor decreases phosphorylation ISO delphinidin results in decreased phosphorylation of EGFR protein CTD PMID:18618485 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G Epas1 endothelial PAS domain protein 1 multiple interactions ISO delphinidin inhibits the reaction [Hydrogen Peroxide results in increased expression of EPAS1 protein] CTD PMID:18603805 NCBI chr 6:10,306,508...10,385,239
Ensembl chr 6:10,306,405...10,387,265
JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 decreases phosphorylation ISO delphinidin results in decreased phosphorylation of ERBB2 protein CTD PMID:18618485 NCBI chr10:86,367,596...86,391,728
Ensembl chr10:86,367,596...86,391,728
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions ISO delphinidin inhibits the reaction [Hydrogen Peroxide results in increased expression of HIF1A protein] CTD PMID:18603805 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hif3a hypoxia inducible factor 3 subunit alpha multiple interactions ISO delphinidin inhibits the reaction [Hydrogen Peroxide results in increased expression of HIF3A protein] CTD PMID:18603805 NCBI chr 1:78,976,318...78,997,869
Ensembl chr 1:78,976,318...78,997,869
JBrowse link
G Hmox1 heme oxygenase 1 increases expression EXP delphinidin results in increased expression of HMOX1 protein CTD PMID:30266311 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression ISO delphinidin results in increased expression of JUN mRNA CTD PMID:15740068 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO delphinidin results in decreased phosphorylation of MAPK1 protein CTD PMID:18618485, PMID:29451351 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 decreases phosphorylation ISO delphinidin results in decreased phosphorylation of MAPK3 protein CTD PMID:18618485, PMID:29451351 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO delphinidin results in increased phosphorylation of and results in increased activity of MAPK8 protein CTD PMID:15740068 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO delphinidin promotes the reaction [Carbon Tetrachloride results in increased expression of MMP9 protein] CTD PMID:20371262 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nbn nibrin increases expression ISO delphinidin results in increased expression of NBN mRNA CTD PMID:19182879 NCBI chr 5:29,622,347...29,656,877
Ensembl chr 5:29,622,281...29,656,864
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 decreases activity
increases cleavage
ISO delphinidin results in decreased activity of PARP1 protein
delphinidin results in increased cleavage of PARP1 protein
CTD PMID:17884996, PMID:29451351 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pcbp4 poly(rC) binding protein 4 affects expression ISO delphinidin affects the expression of PCBP4 mRNA CTD PMID:19182879 NCBI chr 8:115,154,848...115,165,706
Ensembl chr 8:115,155,470...115,165,706
JBrowse link
G Pdgfa platelet derived growth factor subunit A multiple interactions ISO delphinidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased abundance of Reactive Oxygen Species]; delphinidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased secretion of VEGFA protein] CTD PMID:16921400 NCBI chr12:17,734,141...17,756,186
Ensembl chr12:17,734,133...17,755,285
JBrowse link
G Pdgfb platelet derived growth factor subunit B multiple interactions ISO delphinidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased abundance of Reactive Oxygen Species]; delphinidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased secretion of VEGFA protein] CTD PMID:16921400 NCBI chr 7:121,215,458...121,233,092
Ensembl chr 7:121,214,628...121,232,741
JBrowse link
G Pgk1 phosphoglycerate kinase 1 multiple interactions ISO delphinidin inhibits the reaction [Hydrogen Peroxide results in increased expression of PGK1 protein] CTD PMID:18603805 NCBI chr  X:77,263,399...77,279,373
Ensembl chr  X:77,263,359...77,279,367
JBrowse link
G Snai1 snail family transcriptional repressor 1 decreases expression ISO delphinidin results in decreased expression of SNAI1 protein CTD PMID:29451351 NCBI chr 3:164,274,710...164,279,199
Ensembl chr 3:164,274,710...164,279,378
JBrowse link
G Snai2 snail family transcriptional repressor 2 decreases expression ISO delphinidin results in decreased expression of SNAI2 protein CTD PMID:29451351 NCBI chr11:90,404,421...90,406,730
Ensembl chr11:90,403,333...90,406,797
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO delphinidin inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 protein]
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin inhibits the reaction [TGFB1 results in decreased expression of BCL2 protein]]; 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin inhibits the reaction [TGFB1 results in increased expression of CASP3 protein]]; 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [delphinidin promotes the reaction [TGFB1 results in decreased expression of BAX protein]]; delphinidin inhibits the reaction [TGFB1 results in decreased expression of BCL2 protein]; delphinidin inhibits the reaction [TGFB1 results in increased abundance of Malondialdehyde]; delphinidin inhibits the reaction [TGFB1 results in increased abundance of Reactive Oxygen Species]; delphinidin inhibits the reaction [TGFB1 results in increased expression of CASP3 protein]; delphinidin promotes the reaction [TGFB1 results in decreased expression of BAX protein]
CTD PMID:20371262, PMID:30365941 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO delphinidin inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF protein] CTD PMID:20371262 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Top1 DNA topoisomerase I decreases activity ISO delphinidin results in decreased activity of TOP1 protein CTD PMID:19182879 NCBI chr 3:156,635,688...156,717,686
Ensembl chr 3:156,642,464...156,717,686
JBrowse link
G Top2a DNA topoisomerase II alpha decreases activity
multiple interactions
ISO delphinidin results in decreased activity of TOP2A protein
delphinidin results in decreased susceptibility to [Doxorubicin affects the activity of TOP2A protein]; delphinidin results in decreased susceptibility to [Etoposide affects the activity of TOP2A protein]
CTD PMID:19182879 NCBI chr10:86,901,467...86,930,947
Ensembl chr10:86,901,007...86,932,154
JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO delphinidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased secretion of VEGFA protein] CTD PMID:16921400 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link
malvidin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO malvidin promotes the reaction [[endotoxin, Escherichia coli results in increased phosphorylation of and results in increased activity of AKT1 protein] which results in increased phosphorylation of GSK3B protein]; malvidin promotes the reaction [endotoxin, Escherichia coli results in increased phosphorylation of and results in increased activity of AKT1 protein] CTD PMID:23755222 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO malvidin results in increased expression of BAX protein CTD PMID:15964118 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO malvidin results in decreased expression of BCL2 protein CTD PMID:15964118 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO malvidin results in increased activity of CASP3 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one promotes the reaction [malvidin results in increased activity of CASP3 protein]; SB 203580 inhibits the reaction [malvidin results in increased activity of CASP3 protein]
CTD PMID:15964118 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Dusp1 dual specificity phosphatase 1 multiple interactions ISO malvidin promotes the reaction [endotoxin, Escherichia coli results in increased expression of DUSP1 mRNA]; malvidin promotes the reaction [endotoxin, Escherichia coli results in increased expression of DUSP1 protein] CTD PMID:23755222 NCBI chr10:16,970,642...16,973,425
Ensembl chr10:16,970,626...16,973,418
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO malvidin promotes the reaction [[endotoxin, Escherichia coli results in increased phosphorylation of and results in increased activity of AKT1 protein] which results in increased phosphorylation of GSK3B protein] CTD PMID:23755222 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO malvidin results in decreased phosphorylation of MAPK1 protein CTD PMID:15964118 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO malvidin results in increased expression of and results in increased phosphorylation of MAPK14 protein CTD PMID:15964118 NCBI chr20:5,933,290...5,995,137
Ensembl chr20:5,933,303...5,995,137
JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases phosphorylation ISO malvidin results in decreased phosphorylation of MAPK3 protein CTD PMID:15964118 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO malvidin results in increased cleavage of PARP1 protein CTD PMID:15964118 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pde5a phosphodiesterase 5A decreases activity ISO malvidin results in decreased activity of PDE5A protein CTD PMID:15769121 NCBI chr 2:226,899,604...227,044,916
Ensembl chr 2:226,900,619...227,041,576
JBrowse link
G Pdgfa platelet derived growth factor subunit A multiple interactions ISO malvidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased abundance of Reactive Oxygen Species] CTD PMID:16921400 NCBI chr12:17,734,141...17,756,186
Ensembl chr12:17,734,133...17,755,285
JBrowse link
G Pdgfb platelet derived growth factor subunit B multiple interactions ISO malvidin inhibits the reaction [[PDGFA protein co-treated with PDGFB protein] results in increased abundance of Reactive Oxygen Species] CTD PMID:16921400 NCBI chr 7:121,215,458...121,233,092
Ensembl chr 7:121,214,628...121,232,741
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO malvidin inhibits the reaction [endotoxin, Escherichia coli affects the localization of and results in increased phosphorylation of and results in increased activity of RELA protein] CTD PMID:23755222 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
malvidin 3-O-beta-D-glucoside term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Car1 carbonic anhydrase 1 decreases activity ISO malvidin-3-glucoside results in decreased activity of CA1 protein CTD PMID:28445001 NCBI chr 2:88,185,204...88,227,486
Ensembl chr 2:88,217,188...88,227,479
JBrowse link
G Car2 carbonic anhydrase 2 decreases activity ISO malvidin-3-glucoside results in decreased activity of CA2 protein CTD PMID:28445001 NCBI chr 2:88,097,740...88,112,868
Ensembl chr 2:88,097,720...88,113,029
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO malvidin-3-glucoside inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:23731018 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Pde5a phosphodiesterase 5A decreases activity ISO malvidin-3-glucoside results in decreased activity of PDE5A protein CTD PMID:15769121 NCBI chr 2:226,899,604...227,044,916
Ensembl chr 2:226,900,619...227,041,576
JBrowse link
G Sele selectin E multiple interactions ISO malvidin-3-glucoside inhibits the reaction [TNF protein results in increased expression of SELE protein] CTD PMID:30611791 NCBI chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO malvidin-3-glucoside inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]
malvidin-3-glucoside inhibits the reaction [TNF protein results in increased expression of SELE protein]
CTD PMID:23731018, PMID:30611791 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
malvin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Car1 carbonic anhydrase 1 decreases activity ISO malvin results in decreased activity of CA1 protein CTD PMID:28445001 NCBI chr 2:88,185,204...88,227,486
Ensembl chr 2:88,217,188...88,227,479
JBrowse link
G Car2 carbonic anhydrase 2 decreases activity ISO malvin results in decreased activity of CA2 protein CTD PMID:28445001 NCBI chr 2:88,097,740...88,112,868
Ensembl chr 2:88,097,720...88,113,029
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biophysical role 12282
          biological pigment 1045
            delphinidin 48
              delphinidin 3,3',5-tri-O-glucoside 0
              delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside 0
              delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside 0
              delphinidin 3-O-(6-O-(E)-4-coumaroyl-beta-D-glucoside) 0
              delphinidin 3-O-(6-O-(Z)-4-coumaroyl-beta-D-glucoside) 0
              delphinidin 3-O-(6-O-acetyl-beta-D-glucoside) 0
              delphinidin 3-O-beta-D-glucoside 0
              delphinidin 3-O-beta-D-glucoside-5-O-beta-D-glucoside 0
              delphinidin 3-O-beta-D-sambubioside 0
              delphinidin 3-O-rutinoside-7-O-beta-D-glucoside 0
              delphinidin chloride 0
              malvidin + 19
              ternatin C5 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  oxacycle 17181
                                    benzopyran 10132
                                      1-benzopyran 9848
                                        chromenes 931
                                          chromene 153
                                            2H-chromene 153
                                              chromenyliums 153
                                                chromenylium 153
                                                  flavylium 153
                                                    anthocyanidin cation 153
                                                      5-hydroxyanthocyanidin 103
                                                        delphinidin 48
                                                          delphinidin 3,3',5-tri-O-glucoside 0
                                                          delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside 0
                                                          delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside 0
                                                          delphinidin 3-O-(6-O-(E)-4-coumaroyl-beta-D-glucoside) 0
                                                          delphinidin 3-O-(6-O-(Z)-4-coumaroyl-beta-D-glucoside) 0
                                                          delphinidin 3-O-(6-O-acetyl-beta-D-glucoside) 0
                                                          delphinidin 3-O-beta-D-glucoside 0
                                                          delphinidin 3-O-beta-D-glucoside-5-O-beta-D-glucoside 0
                                                          delphinidin 3-O-beta-D-sambubioside 0
                                                          delphinidin 3-O-rutinoside-7-O-beta-D-glucoside 0
                                                          delphinidin chloride 0
                                                          malvidin + 19
                                                          ternatin C5 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.