malvidin-3-O-galactoside chloride
3-(galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride
 
Notes:
Isol. from many plant spp. inc. Vaccinium myrtillus (bilberry) and Vaccinium corymbosum (blueberry) Malvidin (Mv) is an anthocyanidin. As a primary plant pigment, its glycosides are highly abundant in nature. It is primarily responsible for the color of red wine, Vitis vinifera being one of its sources. It is also one of the anthocyanidins responsible for the blue pigment found in the Primula polyanthus plant.; Malvidin is an anthocyanin. Anthocyanins are pigments that give color red to red grape (Vitis vinifera) varieties, and blood oranges (Citrus sinensis (L.) Osbeck). (PMID: 15563216, 17425943); Anthocyanins have potentially chemopreventive activity, apart from its antioxidant activity. (PMID: 16080535); Numerous classes of grape anthocyanins are transferred to the wine and confer taste and color to the beverage. (PMID: 15954164); Anthocyanins are water soluble pigments belonging to the flavonoids compound family involved in nature in a wide range of functions such as flowers, fruits, and seeds pigmentation to attract pollinators, to disperse seeds, to protect against UV light damage, and in plant defense to protect against pathogen attack. Because anthocyanins impart much of the color and flavor of fruits and vegetables, they are usually components of the human diet and are not only considered exclusively as food products but also as therapeutic agents; in fact, anthocyanins have been suggested to protect against oxidative stress, coronary heart diseases, certain cancers, and other age-related diseases. At least part of these presumed health-promoting features can be attributed to the antioxidant properties of these compounds whose chemical structure appears ideal for free radical scavenging. (PMID: 16277406)
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      Product(s):
      30113-37-2 Malvidin-3-galactoside chloride
       
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CAS Number: 30113-37-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 250-055-1
MDL: MFCD00185577
Molecular Weight: 528.89465000
Formula: C23 H25 Cl O12
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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US Patents: Search
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PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
Soluble in:
 water, 26.58 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Malvidin-3-galactoside chloride
ExtraSynthese
For experimental / research use only.
Malvidin-3-o-galactoside Chloride (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Malvidin-3-galactoside chloride ≥95%
Sigma-Aldrich
For experimental / research use only.
Malvidin-3-galactoside chloride
analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for malvidin-3-O-galactoside chloride usage levels up to:
 not for fragrance use.
 
Recommendation for malvidin-3-O-galactoside chloride flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 94409
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
Chemidplus: 0030113372
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References:
 (2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 94409
Pubchem (sid): 135050356
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): HMDB38010
FooDB: FDB017212
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 bilberry fruit
Search Trop  Picture
 bilberry leaf
Search Trop  Picture
 blueberry fruit
Search Trop  Picture
 crowberry
Search Trop  Picture
 rice
Search Trop  Picture
 rice seed
Search Trop  Picture
 vaccinium spp.
Search Trop  Picture
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Synonyms:
 chromen-1-ylium chloride
(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
3-(galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride
 malvidin 3-galactoside
 malvidin-3-galactoside chloride
 primulin
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Articles:
PubMed: Anti-inflammatory effect of the blueberry anthocyanins malvidin-3-glucoside and malvidin-3-galactoside in endothelial cells.
PubMed: Direct effects of Vaccinium myrtillus L. fruit extracts on rat heart mitochondrial functions.
PubMed: Phenolic compounds and bioactivities of pigmented rice.
PubMed: Berry anthocyanins and anthocyanidins exhibit distinct affinities for the efflux transporters BCRP and MDR1.
PubMed: NMR methodologies in the analysis of blueberries.
PubMed: Effects of bilberry (Vaccinium myrtillus) in combination with lactic acid bacteria on intestinal oxidative stress induced by ischemia-reperfusion in mouse.
PubMed: Bog bilberry (Vaccinium uliginosum L.) extract reduces cultured Hep-G2, Caco-2, and 3T3-L1 cell viability, affects cell cycle progression, and has variable effects on membrane permeability.
PubMed: Bog bilberry anthocyanin extract improves motor functional recovery by multifaceted effects in spinal cord injury.
PubMed: Survey of antioxidant capacity and phenolic composition of blueberry, blackberry, and strawberry in Nanjing.
PubMed: Analysis and tentative structure elucidation of new anthocyanins in fruit peel of Vitis coignetiae Pulliat (meoru) using LC-MS/MS: Contribution to the overall antioxidant activity.
PubMed: Increasing antioxidant activity and reducing decay of blueberries by essential oils.
PubMed: Saskatoon and wild blueberries have higher anthocyanin contents than other Manitoba berries.
PubMed: Comparison of anthocyanin distribution in different blueberry sources by capillary zone electrophoresis.
PubMed: [The structure of the initial inputs into the metasympathetic nervous system of the rat uterus].
PubMed: [The sources of the innervation of the sphincter of the esophagogastric junction in rats].
PubMed: Isolation of two developmentally regulated genes involved in spore wall maturation in Saccharomyces cerevisiae.
PubMed: [Identification of catecholamines in the rat brain and mollusk tissues using semithin slices and retrograde staining].
PubMed: [Role of membrane damage in the inactivation of yeast cells by visible light].
PubMed: Retrograde labeling and dissociation of mouse retinal ganglion cells.
PubMed: Absorption of anthocyanins from blueberries and serum antioxidant status in human subjects.
PubMed: High-resolution separation and quantification of neutral lipid and phospholipid species in mammalian cells and sera by multi-one-dimensional thin-layer chromatography.
PubMed: Characterisation of minor tetra- to hepta-saccharides O-linked to human meconium glycoproteins by t.l.c.-m.s. microsequencing of neoglycolipid derivatives in conjunction with conventional m.s. and 1H-n.m.r. spectroscopy.
PubMed: [Intravital study of the hydrophobic interactions in protein fibrils by a polarization-fluorescence method. I. Collagen fibrils].
PubMed: [Connections between neurons of sympathetic ganglia and the myenteric nerve plexus of the mammalian colon].
PubMed: Initial neurons of associative and callosal pathways of lateral suprasylvian area of the cat brain.
PubMed: Divergent projections of catecholamine neurons of the locus coeruleus as revealed by fluorescent retrograde double labeling technique.
PubMed: [Study of interneuronal connections by the technic of luminescent demonstration of retrograde transport of primulin].
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