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Silybin B

analytical standard

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Synonym(s):
(2R,3R)-3,5,7-Trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin-6-yl]-4-chromanone, (2S,3S)-2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-[(2R,3R)-3,5,7-trihydroxy-4-oxobenzopyran-2-yl]benzodioxin
Empirical Formula (Hill Notation):
C25H22O10
CAS Number:
142797-34-0
Molecular Weight:
482.44
MDL number:
MFCD18827498
UNSPSC Code:
85151701
PubChem Substance ID:
329758674
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤10.0% water
≤3.0% residual solvents

application(s)

food and beverages

format

neat

SMILES string

COc1cc(ccc1O)[C@@H]2Oc3cc(ccc3O[C@H]2CO)[C@H]4Oc5cc(O)cc(O)c5C(=O)[C@@H]4O

InChI

1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1

InChI key

SEBFKMXJBCUCAI-WAABAYLZSA-N

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General description

Silybin B is a flavonolignan present in silybin, an important bioactive constituent of silymarin extracted from the milk thistle plant, Silybum marianum. It is used in the treatment of various liver conditions and exhibits high anti-tumor promoting activity.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Silybin B may be used as an analytical reference standard for the quantification of the analyte in milk thistle plant extract using liquid chromatography−electrospray tandem mass spectrometry.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 2

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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James I Lee et al.
Journal of chromatography. A, 1116(1-2), 57-68 (2006-04-25)
A selective and sensitive liquid chromatography/tandem mass spectrometry (LC/MS/MS) method has been developed for the characterization of silymarin in commercially available milk thistle extract. In this study, six main active constituents, including silydianin, silychristin, diastereomers of silybin (silybin A and
Antonia Diukendjieva et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 53, 79-85 (2019-01-23)
In recent years the number of natural products used as pharmaceuticals, components of dietary supplements and cosmetics has increased tremendously requiring more extensive evaluation of their pharmacokinetic properties. This study aims at combining in vitro and in silico methods to
Kateřina Valentová et al.
International journal of molecular sciences, 19(8) (2018-08-12)
Silymarin, an extract from milk thistle (Silybum marianum) fruits, is consumed in various food supplements. The metabolism of silymarin flavonolignans in mammals is complex, the exact structure of their metabolites still remains partly unclear and standards are not commercially available.
Jiazeng Yang et al.
Metabolic engineering, 59, 44-52 (2020-02-01)
Silymarin extracted from milk thistle seeds, is used for treating hepatic diseases. Silybin and isosilybin are its main components, and synthesized from coupling of taxifolin and coniferyl alcohol. Here, the biosynthetic pathways of taxifolin and coniferyl alcohol were reconstructed in
Weiquan Zhao et al.
Journal of separation science, 37(17), 2300-2306 (2014-06-14)
Silymarin extracted from Silybum marianum (L.) Gaertn consists of a large number of flavonolignans, of which diastereoisomeric flavonolignans including silybin A and silybin B, and isosilybin A and isosilybin B are the main bioactive components, whose preparation from the crude
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