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Merck
CN

SML3573

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
UNSPSC Code:
51111800
NACRES:
NA.21
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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InChI

1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)/t4-/m0/s1

InChI key

UZQVYLOFLQICCT-BYPYZUCNSA-N

SMILES string

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

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

Quality Level

Biochem/physiol Actions

Antiviral, anticancer, and antithyroid; show virucidal effect on influenza virus A (H1N1)
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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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)
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)
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)

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