| Identification | Back Directory | [Name]
DELPHINIDIN CHLORIDE | [CAS]
528-53-0 | [Synonyms]
ephdine
Ccris 2518
Delfinidol
delphinidin
delphinidol
ANTHOCYANIN
delphinidine
delfinidolchloride
DELPHINIDIN CHLORIDE
DELPHINIDINE CHLORIDE
DELPHINIDIN CHLORIDE(P)
DELPHINIDIN CHLORIDE hplc
DELPHINIDIN CHLORIDE WITH HPLC
3,3',4',5,5',7-HEXAHYDROXYFLAVYLIUM
3’,4’,5,5’,7-hexahydroxy-flavyliumchloride
3,3',4',5,5',7-HEXAHYDROXYFLAVYLIUM CHLORIDE
2-(3,4,5-trihydroxyphenyl)chromene-3,5,7-triol chloride
3,3',4',5,5',7-Hexahydroxy-2-phenylbenzopyrylium chloride
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chroMenyliuM chloride
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium chloride
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliuchloride
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliumchloride
1-Benzopyrylium, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride
1-BenzopyryliuM, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride (1:1) | [EINECS(EC#)]
208-437-0 | [Molecular Formula]
C15H11ClO7 | [MDL Number]
MFCD00016663 | [MOL File]
528-53-0.mol | [Molecular Weight]
338.7 |
| Chemical Properties | Back Directory | [Melting point ]
>349.85°C | [Boiling point ]
454.94°C (rough estimate) | [density ]
1.3946 (rough estimate) | [refractive index ]
1.4429 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Methanol (Slightly) | [form ]
neat | [color ]
Blue-Red to Black | [Major Application]
food and beverages | [InChI]
InChI=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 | [InChIKey]
FFNDMZIBVDSQFI-UHFFFAOYSA-N | [SMILES]
C1(=C(O)C=C2C(O)=CC(O)=CC2=[O+]1)C1=CC(=C(O)C(O)=C1)O.[Cl-] |
| Hazard Information | Back Directory | [Uses]
Delphinidin Chloride is an anthocyanidin; antioxidant. Delphinidin Chloride is a pigment found in grapes, cranberries, and pomegranates. | [Definition]
ChEBI: An anthocyanidin chloride that has delphinidin as the cationic counterpart. | [Description]
Delphinidin (chloride) is an anthocyanidin, a natural plant pigment which serves as the precursor of certain anthocyanins that provide the blue-red colors of flowers, fruits, and red wine.1 Delphinidin induces the release of nitric oxide by vascular endothelium, causing vasorelaxation.2 It also inhibits signaling through epithelial growth factor receptors, suppressing the expression of estrogen receptor α and inducing both apoptosis and autophagy at a dose of 1-40 μM.3,4 Delphinidin also inhibits the histone acetyltransferase activities of p300/CBP (IC50 = ~ 30 μM).5 | [Chemical Properties]
Soluble in organic solvents such as methanol, ethanol, and DMSO, derived from rhododendron and raspberry. | [Biotechnological Production]
Methods for extracting delphinidin chloride from plants. Commonly used extraction methods include solvent extraction, ultrasonic extraction, and microwave-assisted extraction. Among these, solvent extraction is the most commonly used method, which utilizes organic solvents to extract delphinidin chloride from plants, followed by concentration and drying steps to obtain the pure product. | [target]
VEGFR | [References]
[1] TIMOTHY A. HOLTON. Cloning and expression of cytochrome P450 genes controlling flower colour[J]. Nature, 1993, 366 6452: 276-279. DOI:10.1038/366276a0.
[1] EMILE ANDRIAMBELOSON . Natural Dietary Polyphenolic Compounds Cause Endothelium-Dependent Vasorelaxation in Rat Thoracic Aorta12[J]. Journal of Nutrition, 1998, 128 12: Pages 2324-2333. DOI:10.1093/jn/128.12.2324.
[1] TUBA OZBAY Rita N. Delphinidin Inhibits HER2 and Erk1/2 Signaling and Suppresses Growth of HER2-Overexpressing and Triple Negative Breast Cancer Cell Lines.[J]. Breast Cancer : Basic and Clinical Research, 2011, 5: 143-154. DOI:10.4137/BCBCR.S7156.
[1] HARINI S. AIYER*. Influence of Berry Polyphenols on Receptor Signaling and Cell-Death Pathways: Implications for Breast Cancer Prevention[J]. Journal of Agricultural and Food Chemistry, 2012, 60 23: 5693-5708. DOI:10.1021/jf204084f.
[1] AH-REUM SEONG . Delphinidin, a specific inhibitor of histone acetyltransferase, suppresses inflammatory signaling via prevention of NF-κB acetylation in fibroblast-like synoviocyte MH7A cells[J]. Biochemical and biophysical research communications, 2011, 410 3: Pages 581-586. DOI:10.1016/j.bbrc.2011.06.029.
[1] B. GABETTA G. P P Morazzoni. Synthesis of Delphinidin Chloride (IdB 1056), A Potent Free-Radicals Scavenger Endowed with Microvascular Protective Activity[J]. Planta medica, 1990, 56 1: 694-695. DOI:10.1055/s-2006-961376. |
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Sigma-Aldrich
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