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Keracyanin chloride

$480

  • Brand : BIOFRON

  • Catalogue Number : AV-H08084

  • Specification : 98%

  • CAS number : 18719-76-1

  • Formula : C27H31O15.Cl

  • Molecular Weight : 630.99

  • PUBCHEM ID : 29231

  • Volume : 10mg

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Catalogue Number

AV-H08084

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

630.99

Appearance

Powder

Botanical Source

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O)O.[Cl-]

Synonyms

Cyanidin 3-rutinoside/Keracyanine/Antirrhinin/cyanidin-3-O-rhamnoglucoside/Cyaninoside/2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride/cyanidin 3-O-rutinoside chloride/Sambucin/Cyanidin Chloride 3-Rhamnoglucoside/β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-, chloride (1:1)/2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromenium chloride/Chlorure de 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromenium/KERACYANIN/Cyanidin-3-rhamnoglucoside chloride/(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol,chloride/2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl-6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosidechlorid/2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromeniumchlorid/cyanidin 3-rhamnoglucoside/Keracyaninum/2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride/Prunicyanin/Keraciannai

IUPAC Name

(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol;chloride

Applications

Density

Solubility

Methanol; Water

Flash Point

Boiling Point

Melting Point

InChl

InChI=1S/C27H30O15.ClH/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10;/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31);1H/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+;/m0./s1

InChl Key

ADZHXBNWNZIHIX-XYGAWYNKSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:18719-76-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30150119

Abstract

The aim of this study was to revisit the TLC authentication of alimentary products concept based on analysis of anthocyanes with the foodstuffs of plant origin. To this effect, we used two anthocyanins (cyanin and keracyanin) and two anthocyanidins (pelargonidin and delphinidin) as phytochemical standards. The first step was to develop a novel method making use of the RP-18 F254s stationary phase (which ensures mixed-mode retention mechanism with the localized adsorption on the non-bonded silanols) and acetic acid as the mobile phase component. Importantly, similar TLC systems are currently used for the analysis of anthocyanes. Individual steps of our method development enabled a deeper insight in vulnerability of anthocyanins to external conditions resulting in hydrolysis thereof. In this study, it was impossible to fully separate the products of hydrolytic degradation of the test anthocyanins in a single development run and it was only triple development which ensured distinct and symmetrically shaped chromatographic spots, further scrutinized with use of mass spectrometry. The identity of the hydrolytically split fractions was additionally studied with use of the p-aminobenzoic acid (PABA) test. To obtain calibration curves, triple development was employed for cyanin, keracyanin, and pelargonidin, while delphinidin was developed in one development run. The respective LOD and LOQ values were: for spot (i) derived from the cyanin standard, 0.005 and 0.016 μg spot-1; for spot (ii) derived from the cyanin standard, 0.006 and 0.017 μg spot-1; for spot (i) derived from the keracyanin standard, 0.092 and 0.274 μg spot-1; for spot (ii) derived from the keracyanin standard, 0.035 and 0.104 μg spot-1; for the pelargonidin standard, 0.013 and 0.040 μg spot-1; and for the delphinidin standard, 0.036 and 0.108 μg spot-1. The developed method was used to identify and quantify cyanin, keracyanin, pelargonidin and delphinidin in selected alimentary products (syrups, juices and herbal infusions), keeping in mind that the obtained numerical results were of semi-quantitative nature only.

Copyright ? 2018 Elsevier B.V. All rights reserved.

KEYWORDS

Alimentary products; Anthocyanes; Authentication; Multiple development; TLC

Title

Vulnerability of anthocyanins to the components of a thin-layer chromatographic system and comprehensive screening of anthocyanes in alimentary products.

Author

Łata E1, Fulczyk A2, Kowalska T3, Sajewicz M4.

Publish date

2018 Oct 19

PMID

29173954

Abstract

The purpose of this study was to develop a novel and cost-effective thin-layer chromatographic method (TLC) using cellulose powder as stationary phase for authentication of the selected fruit-based alimentary products and targeting anthocyanes as the authenticity markers. Our method outperformed the HPTLC method earlier developed by another research team using silica gel as stationary phase. It was demonstrated that due to a limited chemical stability of anthocyanes, employing them as authenticity markers is burdened with a non-negligible uncertainty risk. Hydrolytic split of the glycosides into the aglycone and carbohydrate moieties can lead to a confusing multiplication of chromatographic bands and therefore it is advisable to use for the authentication purposes a limited set of well selected and stable enough anthocyane markers. Cyanin chloride, keracyanin chloride, pelargonidin chloride and delphinidin chloride were selected as the external standards and for the development of the calibration curves. The TLC-obtained LOD and LOQ values were 0.025 and 0.075μgspot-1 for cyanin, 0.055 and 0.166μgspot-1 for keracyanin, 0.047 and 0.140μgspot-1 for pelargonidin, and 0.171 and 0.513μgspot-1 for delphinidin, respectively. The analogous HPTLC-obtained LOD and LOQ values were 0.107 and 0.321μgspot-1 for cyanin, 0.189 and 0.566μgspot-1 for keracyanin, and 0.161 and 0.484μgspot-1 for pelargonidin, respectively. Delphinidin was not detectable with use of the HPTLC method. Consequently, quantification of anthocyanes in the alimentary products carried out with use of TLC allowed identification of more target compounds and in a higher number of alimentary products than it was possible with use of HPTLC, apparently due to the LOD levels by one magnitude order lower for TLC than HPTLC.

Copyright ? 2017 Elsevier B.V. All rights reserved.

KEYWORDS

Alimentary products; Anthocyanes; Authentication; HPTLC; TLC

Title

Novel thin-layer chromatographic method of screening the anthocyanes containing alimentary products and precautions taken at the method development step.

Author

Łata E1, Fulczyk A2, Kowalska T3, Sajewicz M4.

Publish date

2017 Dec 29

PMID

24930424

Abstract

Purple pigments were isolated from mulberry extracts using preparative high-speed countercurrent chromatography (HSCCC) and identified by ESI-MS/MS and high performance liquid chromatography (HPLC) techniques. The solvent system containing methyl tert-butyl ether, 1-butanol, acetonitrile, water, and trifluoroacetic acid (10:30:10:50:0.05; %, v/v) was developed in order to separate anthocyanins with different polarities. Cyanidin 3-O-(6″-O-α-rhamnopyranosyl-β-galactopyranoside) (also known as keracyanin) is the major component present in mulberry (41.3%). Other isolated pigments are cyanidin 3-O-(6″-O-α-rhamnopyranosyl-β-glucopyranoside) and petunidin 3-O-β-glucopyranoside. The binding characteristics of keracyanin with human serum albumin (HSA) were investigated by fluorescence and circular dichroism (CD) spectroscopy. Spectroscopic analysis reveals that HSA fluorescence quenched by keracyanin follows a static mode. Binding of keracyanin to HSA mainly depends on van der Waals force or H-bonds with average binding distance of 2.82 nm. The results from synchronous fluorescence, three-dimensional fluorescence, and CD spectra show that adaptive structure rearrangement and decrease of α-helical structure occur in the presence of keracyanin.

Title

Separation and identification of anthocyanin extracted from mulberry fruit and the pigment binding properties toward human serum albumin.

Author

Sheng F1, Wang Y, Zhao X, Tian N, Hu H, Li P.

Publish date

2014 Jul 16;