30113-37-2

Basic information

• Product Name: MALVIDIN-3-GALACTOSIDE CHLORIDE
• Synonyms: MALVIDIN-3-GALACTOSIDE CHLORIDE;MALVIDIN-3-O-GALACTOSIDE CHLORIDE;PRIMULIN;PRIMULIN CHLORIDE;PRIMULINE;3-(galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride;PRIMULINE FOR MICROSCOPY;1-Benzopyrylium, 3-(.beta.-D-galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-, chloride
• CAS NO: 30113-37-2
• Molecular Formula: C23H25ClO12
• Molecular Weight: 528.89
• EINECS: 250-055-1
• Product Categories: Anthocyanins
• Mol File: 30113-37-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: MALVIDIN-3-GALACTOSIDE CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: MALVIDIN-3-GALACTOSIDE CHLORIDE(30113-37-2)
• EPA Substance Registry System: MALVIDIN-3-GALACTOSIDE CHLORIDE(30113-37-2)

Safety Data

• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 30113-37-2(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
MALVIDIN-3-GALACTOSIDE CHLORIDE is used as a natural colorant for imparting red, blue, and purple hues to various food products, such as red wine, fruit juices, and jams. Its presence in these products is not only for aesthetic purposes but also for the potential health benefits it may provide.
Used in Pharmaceutical Industry:
MALVIDIN-3-GALACTOSIDE CHLORIDE is used as a potential therapeutic agent for its antioxidative, anti-inflammatory, and anti-cancer properties. It is being studied for its potential role in disease prevention and treatment, although more research is needed to confirm its safety and efficacy.
Used in Cosmetic Industry:
MALVIDIN-3-GALACTOSIDE CHLORIDE is used as a natural color additive in cosmetic products, such as lipsticks and blushes, to provide a vibrant and long-lasting color. Its presence in these products may also contribute to the overall health and appearance of the skin due to its potential antioxidant and anti-inflammatory effects.

InChI:InChI=1/C23H24O12.ClH/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23;/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27);1H/t17-,19+,20+,21-,23-;/m1./s1

Upstream product

• 196408-13-6 1-(4-acetoxy-3,5-dimethoxy-phenyl)-2-hydroxy-ethanone 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 133-89-1 UDP-glucose 
• 643-84-5 malvidin chloride 
• 32292-78-7 2-formyl-3,5-dihydroxyphenyl benzoate 

Downstream Products

• 1399679-45-8 malvidin-3-glucoside-(O)-catechin 

Relevant articles and documents

Functional characterization of a UDP-glucose:flavonoid 3-O- glucosyltransferase from the seed coat of black soybean (Glycine max (L.) Merr.)

The seed coats of black soybean (Glycine max (L.) Merr.) accumulate red (cyanidin-), blue (delphinidin-), purple (petunidin-), and orange (pelargonidin-based) anthocyanins almost exclusively as 3-O-glucosides; however, the responsible enzyme has not been identified. In this study, the full-length cDNA which encodes the enzyme that catalyzes the final step in anthocyanin biosynthesis, namely UDP-glucose:flavonoid 3-O-glucosyltransferase (UGT78K1), was isolated from the seed coat tissue of black soybean using rapid amplification of cDNA ends (RACE). Of the 28 flavonoid substrates tested, the purified recombinant protein glucosylated only anthocyanidins and flavonols, and demonstrated strict 3-OH regiospecificity. Galactose could also be transferred with relatively low activity to the 3-position of cyanidin or delphinidin in vitro. These findings are consistent with previous reports of mainly 3-O-glucosylated and minor amounts of 3-O-galactosylated anthocyanins in the seed coat of black soybean. The recombinant enzyme exhibited pronounced substrate inhibition by cyanidin at 100 μM acceptor concentration. Transfer of UGT78K1 into the Arabidopsis T-DNA mutant (ugt78d2) deficient in anthocyanidin and flavonol 3-O-glucosyltransferase activity, restored the accumulation of anthocyanins and flavonols, suggesting the in vivo function of the enzyme as a flavonoid 3-O-glucosyltransferase. Genomic and phylogenetic analyses suggest the existence of three additional soybean sequences with high similarity to UGT78K1. RT-PCR confirmed the co-expression of one of these genes (Glyma08g07130) with UGT78K1 in the seed coat of black soybean, suggesting possible functional redundancies in anthocyanin biosynthesis in this tissue.