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Vescalagin

analytical standard

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Empirical Formula (Hill Notation):
C41H26O26
CAS Number:
36001-47-5
Molecular Weight:
934.63
UNSPSC Code:
85151701
NACRES:
NA.24

grade

analytical standard

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤15.0% water (Karl Fischer)

application(s)

food and beverages

format

neat

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(C1=CC(O)=C(O)C(O)=C1C2=C(C(OC[C@@]3([H])O4)=O)C=C(O)C(O)=C2O)O[C@@]3([H])[C@H](O5)[C@@]([C@@H]6O)([H])OC(C7=C6C(O)=C(O)C(O)=C7C8=C(O)C(O)=C(O)C(C9=C(O)C(O)=C(O)C=C9C4=O)=C8C5=O)=O

InChI

1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11?,31-,34-,35-,36?/m1/s1

InChI key

UDYKDZHZAKSYCO-OHJDNFKWSA-N

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General description

Vescalagin, an ester derivative of open-chain D-glucose, is a C-glycosidic ellagitannin widely present as a principal phenolic metabolite in various plant species.

Application

Vescalagin may be used as an analytical standard for the determination of the analyte in oak tannins, chestnut bark samples (Castanea sativa Mill.), wine, fruit samples, and vegetable tanning agents by liquid chromatography (LC) based techniques.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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María Navarro et al.
Food chemistry, 226, 23-31 (2017-03-04)
A new method for the analysis of ellagitannins observed in oak-aged wine is proposed, exhibiting interesting advantages with regard to previously reported analytical methods. The necessary extraction of ellagitannins from wine was simplified to a single step of solid phase
RP-HPLC-UV-ESI-MS phytochemical analysis of fruits of Conocarpus erectus L.
Abdel-Hameed ESS, et al.
Chemical Papers, 68(10), 1358-1367 (2014)
Plant Polyphenols: Synthesis, Properties, Significance volume 59 of Basic Life Sciences
Plant Polyphenols: Synthesis, Properties, Significance (2012)
Patrizia Comandini et al.
Food chemistry, 157, 290-295 (2014-04-01)
In the present investigation, an HPLC-DAD/ESI-MS method for the complete analysis of tannins and other phenolic compounds of different commercial chestnut bark samples was developed. A total of seven compounds (vescalin, castalin, gallic acid, vescalagin, 1-O-galloyl castalagin, castalagin and ellagic
P Mämmelä et al.
Journal of chromatography. A, 891(1), 75-83 (2000-09-22)
Extractable tannins were analysed by liquid chromatography-electrospray ionisation mass spectrometry in two oak species, North American white oak (Quercus alba) and European red oak (Quercus robur). They mainly included various glucose gallic and ellagic acid esters. The structures were partially
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