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SML3573

Sigma-Aldrich

Goitrin

≥98% (HPLC)

Synonym(s):

(-)-5-Vinyl-2-oxazolidinethione, (5S)-5-Ethenyl-1,3-oxazolidine-2-thione, L-Goitrin

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About This Item

Empirical Formula (Hill Notation):
C5H7NOS
CAS Number:
Molecular Weight:
129.18
MDL number:
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D 85 to 67° (C=1.0g/100mL, CDCl3 )

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

S=C1NC[C@H](C=C)O1

Biochem/physiol Actions

Goitrin is a sulfur containing alkaloid isolated from Isatis indigotica (Ban Lan Gen) and Brassica vegetables (yellow turnip, broccoli) that exhibits antiviral, anticancer, and antithyroid activities. Epigoitrin and goitrin appear to show virucidal effect on influenza virus A (H1N1) in vitro and in ovo.

Storage Class Code

11 - Combustible Solids

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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1-5-Vinyl-2-thiooxazolidone, an antithyroid compound from yellow turnip and from Brassica seeds
The Journal of Biological Chemistry, 181(1), 121-130 (1941)
Stereospecific Assay of (R)- and (S)-Goitrin in Commercial Formulation of Radix Isatidis by Reversed Phase High-Performance Liquid Chromatography
Lixing Nie, Zhong Dai, Shuangcheng Ma
Journal of Analytical Methods in Chemistry, 2017, 2810565-2810565 (2017)
Antiviral activity of Isatidis Radix derived glucosinolate isomers and their breakdown products against influenza A in vitro/ovo and mechanism of action
Li-Xing Nie
Journal of Ethnopharmacology, 251, 112550-112550 (2020)

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