# Delphinidin
> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Delphinidin
> Markdown URL: https://mediated.wiki/source/Delphinidin.md
> Source: https://en.wikipedia.org/wiki/Delphinidin
> Source revision: 1352340831
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 414413412
| ImageFile=Delphinidin.svg
| ImageSize=200px
| ImageClass=skin-invert-image
| IUPACName=3,3′,4′,5,5′,7-Hexahydroxyflavylium
| SystematicName=3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ4-1-benzopyran-1-ylium
| OtherNames=
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 114185
| InChI = 1/C15H10O7.ClH/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);1H
| InChIKey = FFNDMZIBVDSQFI-UHFFFAOYAW
| SMILES = C1=C(C=C(C(=C1O)O)O)C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)O.[Cl-]
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 28436
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 590878
| ChEMBL2_Ref = {{ebicite|changed|EBI}}
| ChEMBL2 = 276780
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C15H10O7.ClH/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);1H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FFNDMZIBVDSQFI-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=13270-61-6
| CASNo1_Ref = {{cascite|correct|CAS}}
| CASNo1=528-53-0
| CASNo1_Comment = (chloride)
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 031A4BN94T
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = EM6MD4AEHE
| UNII1_Comment = (chloride)
| PubChem = 68245
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C05908
}}
|Section2={{Chembox Properties
| Formula=C15H11O7+
| MolarMass = 303.24 g/mol
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
}}
'''Delphinidin''' (also '''delphinidine'''[{{cite web | url = https://www.chemindustry.com/chemicals/0934666.html | title = Delphinidine }}][{{cite web | url = http://en.chembase.cn/substance-136982.html | title = Delphinidine }}]) is an [anthocyanidin](/source/anthocyanidin), a primary [plant pigment](/source/plant_pigment), and also an [antioxidant](/source/antioxidant).[{{cite journal | title = Delphinidin, an Anthocyanidin in Pigmented Fruits and Vegetables, Protects Human HaCaT Keratinocytes and Mouse Skin Against UVB-Mediated Oxidative Stress and Apoptosis |author1=Afaq, F. |author2=Syed, D. N. |author3=Malik, A. |author4=Hadi, N. |author5=Sarfaraz, S. |author6=Kweon, M.-H. |author7=Khan, N. |author8=Zaid, M. A. |author9=Mukhtar, H. | journal = Journal of Investigative Dermatology | year = 2007 | volume = 127 | issue = 1 | pages = 222–232 | doi = 10.1038/sj.jid.5700510 | pmid = 16902416 |doi-access=free }}] Delphinidin gives blue hues to flowers in the genera [''Viola''](/source/Viola_(plant)) and ''[Delphinium](/source/Delphinium)''. It also gives the blue-red color of the [grape](/source/grape) variety [Cabernet Sauvignon](/source/Cabernet_Sauvignon), and can be found in [cranberries](/source/Cranberry) and [Concord grapes](/source/Concord_grapes) as well as [pomegranate](/source/pomegranate)s,[{{ cite journal |author1=Ribéreau-Gayon, J. |author2=Ribéreau-Gayon, P. | title = The Anthocyans and Leucoanthocyans of Grapes and Wines | journal = American Journal of Enology and Viticulture | year = 1958 | volume = 9 | pages = 1–9 }}] and [bilberries](/source/bilberry).[{{cite journal |journal=J Agric Food Chem|vauthors=Lätti AK, Riihinen KR, Kainulainen PS |title=Analysis of anthocyanin variation in wild populations of bilberry (Vaccinium myrtillus L.) in Finland |year=2008 |volume=56 |issue=1|pages=190–6 |pmid=18072741 |doi=10.1021/jf072857m}}]
Delphinidin, like nearly all other anthocyanidins, is [pH](/source/pH)-sensitive, i.e. a [natural pH indicator](/source/natural_pH_indicator), and changes from blue in basic [solution](/source/Solution_(chemistry)) to red in [acid](/source/acid)ic solution.
{{Ph indicator template|high_pH=11|high_pH_color=blue|indicator_name=Delfinidin|low_pH=3|low_pH_text=white|low_pH_color=red|high_pH_text=white}}
== Glycosides ==
Several [glycoside](/source/glycoside)s derived from delphinidin are known:
*[Myrtillin](/source/Myrtillin) (delphinidin-3-''O''-glucoside) and [tulipanin](/source/tulipanin) (delphinidin-3-''O''-rutinoside) can be found in [blackcurrant](/source/blackcurrant) pomace.
*[Violdelphin](/source/Violdelphin) (delphinidin 3-rutinoside-7-''O''-(6-''O''-(4-(6-''O''-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside) is responsible for the purplish-blue flower color of ''[Aconitum chinense](/source/Aconitum_chinense)''.[{{PubChem|3083066}}]
*[Nasunin](/source/Nasunin) (delphinidin-3-(''p''-coumaroylrutinoside)-5-glucoside) is responsible for the colour of the [eggplant](/source/eggplant) fruit's purple skin.[{{cite journal | pmid = 10962130 | volume=148 | title=Antioxidant activity of nasunin, an anthocyanin in eggplant peels | year=2000 | journal=Toxicology | pages=119–23 | author=Noda Y, Kneyuki T, Igarashi K, Mori A, Packer L | issue=2–3 | doi=10.1016/s0300-483x(00)00202-x }}]
*{{visible anchor|Delphinidin ternatin}}s including [''Clitoria ternatea'' ternatins](/source/Clitoria_ternatea)
== See also ==
* [Prodelphinidin](/source/Prodelphinidin), a type of condensed tannins
==References==
{{reflist}}
{{Anthocyanins}}
Category:Anthocyanidins
---
Adapted from the Wikipedia article [Delphinidin](https://en.wikipedia.org/wiki/Delphinidin) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Delphinidin?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.