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Castalagin

analytical standard

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Synonym(s):
(33β)-Vescalagin, NSC 297535
Empirical Formula (Hill Notation):
C41H26O26
CAS Number:
24312-00-3
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

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

InChI key

UDYKDZHZAKSYCO-UHFFFAOYSA-N

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General description

Castalagin is a polyphenol that is mainly present in oak and chestnut wood. It belongs to the class of hydrolyzable tannins or ellagitannins that is reported to exhibit anti-inflammatory, anticancer, antioxidant, and antibacterial properties. The anti-herpes virus activity of the compound is also investigated.

Application

Castalagin may be used as an analytical standard for the determination of the analyte in oak species, and various parts of white strawberry species by chromatography 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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Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry
Mammela P, et al.
Journal of Chromatography A, 891(1), 75-83 (2000)
Ellagitannins and Flavano-Ellagitannins: Red Wines Tendency in Different Areas, Barrel Origin and Ageing Time in Barrel and Bottle
Rasines-Perea Z, et al.
Food Chemistry, 9(8), 316-316 (2019)
Castalagin exerts inhibitory effects on osteoclastogenesis through blocking a broad range of signaling pathways with low cytotoxicity
Iwatake M, et al.
Phytotherapy Research, 29(6), 917-924 (2015)
Three-dimensional analysis of combination effect of ellagitannins and acyclovir on herpes simplex virus types 1 and 2
Vilhelmova N, et al.
Antiviral Research, 89(2), 174-181 (2011)
Polyphenolic compounds as chemical markers of wine ageing in contact with cherry, chestnut, false acacia, ash and oak wood
de Simon BF, et al.
Food Chemistry, 143, 66-76 (2014)

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