Home Other Building Blocks Delphinidin Chloride

Delphinidin Chloride

CAS No.:
528-53-0
Catalog Number:
AG00D8RH
Molecular Formula:
C15H11ClO7
Molecular Weight:
338.6966
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥97%
1 week
United States
$94
- +
5mg
≥97%
1 week
United States
$216
- +
10mg
≥97%
1 week
United States
$344
- +
Product Description
Catalog Number:
AG00D8RH
Chemical Name:
Delphinidin Chloride
CAS Number:
528-53-0
Molecular Formula:
C15H11ClO7
Molecular Weight:
338.6966
MDL Number:
MFCD00016663
IUPAC Name:
2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol;chloride
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
InChI Key:
FFNDMZIBVDSQFI-UHFFFAOYSA-N
SMILES:
Oc1cc(O)c2c(c1)[o+]c(c(c2)O)c1cc(O)c(c(c1)O)O.[Cl-]
UNII:
EM6MD4AEHE
Properties
Complexity:
380  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
338.019g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
338.696g/mol
Monoisotopic Mass:
338.019g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
122A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Pelargonidin activates the AhR and induces CYP1A1 in primary human hepatocytes and human cancer cell lines HepG2 and LS174T. Toxicology letters 20130426
Berry anthocyanidins synergistically suppress growth and invasive potential of human non-small-cell lung cancer cells. Cancer letters 20121201
The mirror crack'd: both pigment and structure contribute to the glossy blue appearance of the mirror orchid, Ophrys speculum. The New phytologist 20121201
Blockade of the renin-angiotensin system with delphinidin, cyanin, and quercetin. Planta medica 20121001
The B gene of pea encodes a defective flavonoid 3',5'-hydroxylase, and confers pink flower color. Plant physiology 20120601
Characterisation of anthocyanidin reductase from Shuchazao green tea. Journal of the science of food and agriculture 20120501
Delphinidin-3-O-galactoside protects mouse hepatocytes from (-)-epigallocatechin-3-gallate-induced cytotoxicity via up-regulation of heme oxygenase-1 and heat shock protein 70. Nutrition research (New York, N.Y.) 20120501
Effect of antioxidant activity and functional properties of Chingshey purple sweet potato fermented milk by Lactobacillus acidophilus, L. delbrueckii subsp. lactis, and L. gasseri strains. Journal of food science 20120101
Quantitative NMR: an applicable method for quantitative analysis of medicinal plant extracts and herbal products. Phytochemical analysis : PCA 20120101
Isolation and characterization of the fragrant cyclamen O-methyltransferase involved in flower coloration. Planta 20111201
Phytochemical study of the north caucasian Rosa spinossima L. fruit. Bulletin of experimental biology and medicine 20111201
Inhibitory effect of delphinidin on monocyte-endothelial cell adhesion induced by oxidized low-density lipoprotein via ROS/p38MAPK/NF-κB pathway. Cell biochemistry and biophysics 20111101
Delphinidin, a specific inhibitor of histone acetyltransferase, suppresses inflammatory signaling via prevention of NF-κB acetylation in fibroblast-like synoviocyte MH7A cells. Biochemical and biophysical research communications 20110708
CIELAB coordinates in response to berry skin anthocyanins and their composition in Vitis. Journal of food science 20110401
The biological activity of the wine anthocyanins delphinidin and petunidin is mediated through Msn2 and Msn4 in Saccharomyces cerevisiae. FEMS yeast research 20101101
Delphinidin, a dietary anthocyanidin in berry fruits, inhibits human glyoxalase I. Bioorganic & medicinal chemistry 20101001
Oxidative stress-based cytotoxicity of delphinidin and cyanidin in colon cancer cells. Archives of biochemistry and biophysics 20100901
Instability of, and generation of hydrogen peroxide by, phenolic compounds in cell culture media. Archives of biochemistry and biophysics 20100901
Functional characterization of a UDP-glucose:flavonoid 3-O-glucosyltransferase from the seed coat of black soybean (Glycine max (L.) Merr.). Phytochemistry 20100801
The chemical mechanism for Al3+ complexing with delphinidin: a model for the bluing of hydrangea sepals. Journal of inorganic biochemistry 20100701
Antifibrotic activity of anthocyanidin delphinidin in carbon tetrachloride-induced hepatotoxicity in mice. Toxicology 20100604
Phenolic extracts from Acacia mangium bark and their antioxidant activities. Molecules (Basel, Switzerland) 20100514
Delphinidin induces necrosis in hepatocellular carcinoma cells in the presence of 3-methyladenine, an autophagy inhibitor. Journal of agricultural and food chemistry 20100414
New inhibitors for expression of IgE receptor on human mast cell. Bioorganic & medicinal chemistry letters 20100401
Identification and characterization of anthocyanins in yard-long beans (Vigna unguiculata ssp. sesquipedalis L.) by High-performance liquid chromatography with diode array detection and electrospray ionization/mass spectrometry (HPLC-DAD-ESI/MS) analysis. Journal of agricultural and food chemistry 20100224
Delphinidin attenuates stress injury induced by oxidized low-density lipoprotein in human umbilical vein endothelial cells. Chemico-biological interactions 20100105
Inhibitory actions of bilberry anthocyanidins on angiogenesis. Phytotherapy research : PTR 20100101
An examination of anthocyanins' and anthocyanidins' affinity for cannabinoid receptors. Journal of medicinal food 20091201
Delphinidin suppresses ultraviolet B-induced cyclooxygenases-2 expression through inhibition of MAPKK4 and PI-3 kinase. Carcinogenesis 20091101
Delphinidin inhibits a broad spectrum of receptor tyrosine kinases of the ErbB and VEGFR family. Molecular nutrition & food research 20090901
Delphinidin ameliorates beta-amyloid-induced neurotoxicity by inhibiting calcium influx and tau hyperphosphorylation. Bioscience, biotechnology, and biochemistry 20090701
Fyn kinase is a direct molecular target of delphinidin for the inhibition of cyclooxygenase-2 expression induced by tumor necrosis factor-alpha. Biochemical pharmacology 20090401
Delphinidin modulates the DNA-damaging properties of topoisomerase II poisons. Chemical research in toxicology 20090316
Delphinidin, an anthocyanidin in pigmented fruits and vegetables, induces apoptosis and cell cycle arrest in human colon cancer HCT116 cells. Molecular carcinogenesis 20090301
Targeting STAT1 by myricetin and delphinidin provides efficient protection of the heart from ischemia/reperfusion-induced injury. FEBS letters 20090204
Delphinidin attenuates neoplastic transformation in JB6 Cl41 mouse epidermal cells by blocking Raf/mitogen-activated protein kinase kinase/extracellular signal-regulated kinase signaling. Cancer prevention research (Philadelphia, Pa.) 20081201
Delphinidin, a dietary anthocyanidin in pigmented fruits and vegetables: a new weapon to blunt prostate cancer growth. Cell cycle (Georgetown, Tex.) 20081101
Molecular structure and antioxidant properties of delphinidin. The journal of physical chemistry. A 20081023
A dietary anthocyanidin delphinidin induces apoptosis of human prostate cancer PC3 cells in vitro and in vivo: involvement of nuclear factor-kappaB signaling. Cancer research 20081015
Impact of delphinidin on the maintenance of DNA integrity in human colon carcinoma cells. Journal of agricultural and food chemistry 20081008
Inhibition of epidermal growth factor receptor signaling pathway by delphinidin, an anthocyanidin in pigmented fruits and vegetables. International journal of cancer 20081001
Delphinidin inhibits cell proliferation and invasion via modulation of Met receptor phosphorylation. Toxicology and applied pharmacology 20080815
The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Toxicology 20080710
PGK1 induction by a hydrogen peroxide treatment is suppressed by antioxidants in human colon carcinoma cells. Bioscience, biotechnology, and biochemistry 20080701
Comparison of delphinidin, quercetin and (-)-epigallocatechin-3-gallate as inhibitors of the EGFR and the ErbB2 receptor phosphorylation. Molecular nutrition & food research 20080701
Delphinidin, a dietary anthocyanidin, inhibits platelet-derived growth factor ligand/receptor (PDGF/PDGFR) signaling. Carcinogenesis 20080501
[Analysis of anthocyanins in dietary supplements containing blueberry extract]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20080101
Engineering of the rose flavonoid biosynthetic pathway successfully generated blue-hued flowers accumulating delphinidin. Plant & cell physiology 20071101
Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells. The Journal of nutrition 20071001
Limited stability in cell culture medium and hydrogen peroxide formation affect the growth inhibitory properties of delphinidin and its degradation product gallic acid. Molecular nutrition & food research 20070901
Anthocyanin-rich grape extract blocks breast cell DNA damage. Journal of medicinal food 20070601
Differential response related to genotoxicity between eggplant (Solanum melanogena) skin aqueous extract and its main purified anthocyanin (delphinidin) in vivo. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070501
7-Polyacylated delphinidin 3,7-diglucosides from the blue flowers of Leschenaultia cv. Violet Lena. Phytochemistry 20070301
Anthocyanin 3-galactosides from Cornus alba 'Sibirica' with glucosidation of the B-ring. Phytochemistry 20070301
Redirection of anthocyanin synthesis in Osteospermum hybrida by a two-enzyme manipulation strategy. Phytochemistry 20070301
High-molecular-weight polyphenols from oolong tea and black tea: purification, some properties, and role in increasing mitochondrial membrane potential. Bioscience, biotechnology, and biochemistry 20070301
Delphinidin, an anthocyanidin in pigmented fruits and vegetables, protects human HaCaT keratinocytes and mouse skin against UVB-mediated oxidative stress and apoptosis. The Journal of investigative dermatology 20070101
[Analysis of anthocyanin content in bilberry (Vaccinium myrtillus L.) fruit crude drugs by high-performance liquid chromatography method]. Medicina (Kaunas, Lithuania) 20070101
An overview of DNA and RNA bindings to antioxidant flavonoids. Cell biochemistry and biophysics 20070101
Study of diversity of anthocyanin composition in bilberry (Vaccinium myrtillus L.) fruits. Medicina (Kaunas, Lithuania) 20070101
Characterization of hemiacetal forms of anthocyanidin 3-O-beta-glycopyranosides. Journal of agricultural and food chemistry 20061213
Monomers of condensed tannins affect the larval exsheathment of parasitic nematodes of ruminants. Journal of agricultural and food chemistry 20061004
Delphinidin and cyanidin inhibit PDGF(AB)-induced VEGF release in vascular smooth muscle cells by preventing activation of p38 MAPK and JNK. British journal of pharmacology 20061001
Concentrations of anthocyanins in common foods in the United States and estimation of normal consumption. Journal of agricultural and food chemistry 20060531
Delphinidin, a dietary anthocyanidin, inhibits vascular endothelial growth factor receptor-2 phosphorylation. Carcinogenesis 20060501
Interaction of antioxidant flavonoids with tRNA: intercalation or external binding and comparison with flavonoid-DNA adducts. DNA and cell biology 20060201
Anthocyanidins decrease endothelin-1 production and increase endothelial nitric oxide synthase in human endothelial cells. Molecular nutrition & food research 20060101
Natural flavonoids are potent inhibitors of glycogen phosphorylase. Molecular nutrition & food research 20060101
Colour variation in red grapevines (Vitis vinifera L.): genomic organisation, expression of flavonoid 3'-hydroxylase, flavonoid 3',5'-hydroxylase genes and related metabolite profiling of red cyanidin-/blue delphinidin-based anthocyanins in berry skin. BMC genomics 20060101
Nasunin from eggplant consists of cis-trans isomers of delphinidin 3-[4-(p-coumaroyl)-L-rhamnosyl (1-->6)glucopyranoside]-5-glucopyranoside. Journal of agricultural and food chemistry 20051130
Anthocyanidins inhibit cyclooxygenase-2 expression in LPS-evoked macrophages: structure-activity relationship and molecular mechanisms involved. Biochemical pharmacology 20050801
DNA interaction with naturally occurring antioxidant flavonoids quercetin, kaempferol, and delphinidin. Journal of biomolecular structure & dynamics 20050601
Preformed and induced chemical resistance of tea leaf against Exobasidium vexans infection. Journal of chemical ecology 20050601
Identification of anthocyanins in Rhamnus alaternus L. berries. Journal of agricultural and food chemistry 20050309
Induction of apoptosis by the Anthocyanidins through regulation of Bcl-2 gene and activation of c-Jun N-terminal kinase cascade in hepatoma cells. Journal of agricultural and food chemistry 20050309
Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells. Photochemistry and photobiology 20050101
Identification of delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-glucoside, a postulated intermediate in the biosynthesis of ternatin C5 in the blue petals of Clitoria ternatea (butterfly pea). Chemistry & biodiversity 20041101
Delphinidin accumulation is associated with abnormal flower development in petunias. Phytochemistry 20040801
Absorption and metabolism of delphinidin 3-O-beta-D-glucopyranoside in rats. Free radical biology & medicine 20040401
Anthocyanidins inhibit activator protein 1 activity and cell transformation: structure-activity relationship and molecular mechanisms. Carcinogenesis 20040101
Flavonoid composition related to petal color in different lines of Clitoria ternatea. Phytochemistry 20031101
Anthocyanidins induce apoptosis in human promyelocytic leukemia cells: structure-activity relationship and mechanisms involved. International journal of oncology 20030901
Antioxidant activity of the anthocyanin from carrot (Daucus carota) callus culture. International journal of food sciences and nutrition 20030901
Involvement of cyclin-dependent pathway in the inhibitory effect of delphinidin on angiogenesis. Cardiovascular research 20030801
Delphinidin, an active compound of red wine, inhibits endothelial cell apoptosis via nitric oxide pathway and regulation of calcium homeostasis. British journal of pharmacology 20030701
Delphinidin inhibits endothelial cell proliferation and cell cycle progression through a transient activation of ERK-1/-2. Biochemical pharmacology 20030215
Antioxidant activity of anthocyanins and their aglycons. Journal of agricultural and food chemistry 20030129
Selective accumulation of delphinidin derivatives in tobacco using a putative flavonoid 3',5'-hydroxylase cDNA from Campanula medium. Bioscience, biotechnology, and biochemistry 20030101
[Polyphenols and anthocyanins in fruits, grapes juices and wines, and evaluation of their antioxidant activity]. Medicina (Kaunas, Lithuania) 20030101
Absorption of anthocyanins from blueberries and serum antioxidant status in human subjects. Journal of agricultural and food chemistry 20021218
Acylated anthocyanins from the blue-violet flowers of Anemone coronaria. Phytochemistry 20020601
Effects of prodelphinidins isolated from Ribes nigrum on chondrocyte metabolism and COX activity. Naunyn-Schmiedeberg's archives of pharmacology 20020601
Red wine polyphenols increase calcium in bovine aortic endothelial cells: a basis to elucidate signalling pathways leading to nitric oxide production. British journal of pharmacology 20020301
Antioxidant properties of gallocatechin and prodelphinidins from pomegranate peel. Redox report : communications in free radical research 20020101
Anthocyanin composition of the fruit of Coriaria myrtifolia L. Phytochemical analysis : PCA 20020101
The anthocyanidins cyanidin and delphinidin are potent inhibitors of the epidermal growth-factor receptor. Journal of agricultural and food chemistry 20010201
Properties