Delphinidin chloride

Names

[ CAS No. ]:
528-53-0

[ Name ]:
Delphinidin chloride

[Synonym ]:
T66 BOJ CR CQ DQ DQ& GQ IQ &&Chloride
2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol,chloride
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium chloride
Delphinidin chloride
3,3',4',5,5',7-hexahydroxy-2-phenylbenzopyrylium chloride
1-Benzopyrylium, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride (1:1)

Biological Activity

[Description]:

Delphinidin chloride, an anthocyanidin, is isolated from berries and red wine. Delphinidin chloride shows endothelium-dependent vasorelaxation. Delphinidin chloride also can modulate JAK/STAT3 and MAPKinase signaling to induce apoptosis in HCT116 cells[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Signaling Pathways >> Stem Cell/Wnt >> STAT

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Signaling Pathways >> JAK/STAT Signaling >> JAK

Signaling Pathways >> Epigenetics >> JAK

Signaling Pathways >> Stem Cell/Wnt >> JAK

Signaling Pathways >> JAK/STAT Signaling >> STAT

[References]

[1]. Nyman NA, et, al. Determination of anthocyanidins in berries and red wine by high-performance liquid chromatography. J Agric Food Chem. 2001 Sep;49(9):4183-7.

[2]. Andriambeloson E, et, al. Natural dietary polyphenolic compounds cause endothelium-dependent vasorelaxation in rat thoracic aorta. J Nutr. 1998 Dec;128(12):2324-33.

[3]. Zhang Z, et, al. Delphinidin modulates JAK/STAT3 and MAPKinase signaling to induce apoptosis in HCT116 cells. Environ Toxicol. 2021 May 6.

Chemical & Physical Properties

[ Density]:
1.3946 (rough estimate)

[ Boiling Point ]:
454.94°C (rough estimate)

[ Melting Point ]:
>350ºC

[ Molecular Formula ]:
C₁₅H₁₁ClO₇

[ Molecular Weight ]:
338.697

[ Exact Mass ]:
338.019318

[ PSA ]:
134.52000

[ Index of Refraction ]:
1.4429 (estimate)

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DK1310000

CHEMICAL NAME :: 1-Benzopyrylium, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride

CAS REGISTRY NUMBER :: 528-53-0

LAST UPDATED :: 199512

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C15-H11-O7.Cl

MOLECULAR WEIGHT :: 338.71

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >6 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PHYREH Phytotherapy Research. (Heyden & Son Ltd., Spectrum House, Hillview Gardens, London, NW4 2JQ, UK) V.1- 1987- Volume(issue)/page/year: 6,99,1992

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4229439

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >6 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PHYREH Phytotherapy Research. (Heyden & Son Ltd., Spectrum House, Hillview Gardens, London, NW4 2JQ, UK) V.1- 1987- Volume(issue)/page/year: 6,99,1992

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DK1310000

[ HS Code ]:
2907299090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2907299090

[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%

Articles

The metabolism of dietary polyphenols and the relevance to circulating levels of conjugated metabolites.

Free Radic. Res. 36(11) , 1229-41, (2002)

Berry extracts rich in anthocyanins have been linked to protective effects including the modulation of age-related neurological dysfunction and the improvement of the resistance of red blood cells aga...

Transcriptome sequencing and metabolite analysis reveals the role of delphinidin metabolism in flower colour in grape hyacinth.

J. Exp. Bot. 65(12) , 3157-64, (2014)

Grape hyacinth (Muscari) is an important ornamental bulbous plant with an extraordinary blue colour. Muscari armeniacum, whose flowers can be naturally white, provides an opportunity to unravel the co...

Functional characterization of an anthocyanidin reductase gene from the fibers of upland cotton (Gossypium hirsutum).

Planta 241(5) , 1075-89, (2015)

Metabolic profiling, gene cloning, enzymatic analysis, ectopic expression, and gene silencing experiments demonstrate that the anthocyanidin reductase (ANR) pathway is involved in the biosynthesis of ...