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Isosilybin B

analytical standard

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Synonym(s):
(2R,3R)-3,5,7-Trihydroxy-2-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydrobenzo[1,4]dioxin-6-yl]-4-chromanone
Empirical Formula (Hill Notation):
C25H22O10
CAS Number:
142796-22-3
Molecular Weight:
482.44
MDL number:
MFCD18783097
UNSPSC Code:
85151701
PubChem Substance ID:
329770481

grade

analytical standard

Quality Level

100

Assay

≥80.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

COc1cc(ccc1O)[C@@H]2Oc3ccc(cc3O[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)33-18-7-12(3-5-16(18)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

FDQAOULAVFHKBX-WAABAYLZSA-N

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General description

Isosilybin B is a flavonolignan and a bioactive component present in silymarin, isolated from Silybum marianum. It is commonly used in the treatment of cirrhosis, hepatitis and prevents the liver from being exposed to toxic substances.

Application

Isosilybin B may be used as an analytical reference standard for the quantification of the analyte in compound preparations of Silybum marianum and Silybum.miltiorrhiza using high-performance liquid chromatography with photo diode array detection and electrospray ionization-mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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 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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Simultaneous determination of abietane-type diterpenes, flavonolignans and phenolic compounds in compound preparations of Silybum marianum and Salvia miltiorrhiza by HPLC-DAD-ESI MS
Zhao Y, et al.
Journal of Pharmaceutical and Biomedical Analysis, 38(3), 564-570 (2005)
Separation and characterization of silybin, isosilybin, silydianin and silychristin in milk thistle extract by liquid chromatography?electrospray tandem mass spectrometry
Lee.IJ, et al.
Journal of Chromatography A, 1116(1-2), 147-152 (2006)
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

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