CHEBI:28436 - delphinidin

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ChEBI Name delphinidin
ChEBI ID CHEBI:28436
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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4382, CHEBI:23600
Supplier Information eMolecules:31492408, ZINC000003777403
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Delphinidin (also delphinidine) is an anthocyanidin, a primary plant pigment, and also an antioxidant. Delphinidin gives blue hues to flowers in the genera Viola and Delphinium. It also gives the blue-red color of the grape variety Cabernet Sauvignon, and can be found in cranberries and Concord grapes as well as pomegranates, and bilberries. Delphinidin, like nearly all other anthocyanidins, is pH-sensitive, i.e. a natural pH indicator, and changes from blue in basic solution to red in acidic solution.
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Formula C15H11O7
Net Charge +1
Average Mass 303.24360
Monoisotopic Mass 303.04993
InChI 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
Roles Classification
Biological Role(s): biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing delphinidin (CHEBI:28436) has role antineoplastic agent (CHEBI:35610)
delphinidin (CHEBI:28436) has role biological pigment (CHEBI:26130)
delphinidin (CHEBI:28436) has role plant metabolite (CHEBI:76924)
delphinidin (CHEBI:28436) is a 5-hydroxyanthocyanidin (CHEBI:140277)
delphinidin (CHEBI:28436) is conjugate acid of delphinidin(1−) (CHEBI:144775)
Incoming delphinidin 3,3',5-tri-O-glucoside (CHEBI:55456) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-β-D-glucoside (CHEBI:31463) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-β-D-glucoside-5-O-β-D-glucoside (CHEBI:55455) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-β-D-sambubioside (CHEBI:74810) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-(6''-O-malonyl)-β-D-glucoside (CHEBI:55334) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-(6''-O-malonyl)-β-D-glucoside-3'-O-β-D-glucoside (CHEBI:55336) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-(6-O-(E)-4-coumaroyl-β-D-glucoside) (CHEBI:75677) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-(6-O-(Z)-4-coumaroyl-β-D-glucoside) (CHEBI:75675) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-(6-O-acetyl-β-D-glucoside) (CHEBI:75678) has functional parent delphinidin (CHEBI:28436)
delphinidin 3-O-rutinoside-7-O-β-D-glucoside (CHEBI:145693) has functional parent delphinidin (CHEBI:28436)
malvidin (CHEBI:6674) has functional parent delphinidin (CHEBI:28436)
ternatin C5 (CHEBI:55335) has functional parent delphinidin (CHEBI:28436)
delphinidin chloride (CHEBI:38701) has part delphinidin (CHEBI:28436)
delphinidin(1−) (CHEBI:144775) is conjugate base of delphinidin (CHEBI:28436)
IUPAC Name
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium
Synonym Source
3,3',4',5,5',7-Hexahydroxyflavylium ChemIDplus
Manual Xrefs Databases
C00020091 KNApSAcK
C05908 KEGG COMPOUND
Delphinidin Wikipedia
LMPK12010001 LIPID MAPS
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Registry Numbers Types Sources
13270-61-6 CAS Registry Number ChemIDplus
1691007 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
16 December 2019