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Delphinidin chloride

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Delphinidin chloride Basic information

Product Name:
Delphinidin chloride
Synonyms:
  • 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliuchloride
  • 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyryliumchloride
  • 3’,4’,5,5’,7-hexahydroxy-flavyliumchloride
  • delfinidolchloride
  • delphinidine
  • delphinidol
  • ephdine
  • 2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium-3,5,7-triol
CAS:
528-53-0
MF:
C15H11ClO7
MW:
338.7
EINECS:
208-437-0
Product Categories:
  • Flavonoids
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Anthocyanins
Mol File:
528-53-0.mol
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Delphinidin chloride Chemical Properties

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 
Solid
color 
Blue-Red to Black
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-]
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Safety Information

WGK Germany 
3
RTECS 
DK1310000
F 
10-21
HS Code 
29072990

MSDS

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Delphinidin chloride Usage And Synthesis

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. Delphinidin induces the release of nitric oxide by vascular endothelium, causing vasorelaxation. 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. Delphinidin also inhibits the histone acetyltransferase activities of p300/CBP (IC50 = ~ 30 μM).

Chemical Properties

Soluble in organic solvents such as methanol, ethanol, and DMSO, derived from rhododendron and raspberry.

Uses

Delphinidin Chloride is an anthocyanidin; antioxidant. Delphinidin Chloride is a pigment found in grapes, cranberries, and pomegranates.

Definition

ChEBI: Delphinidin chloride is an anthocyanidin chloride that has delphinidin as the cationic counterpart. It contains a delphinidin.

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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