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goitrina

Structure via PubChem · Public domain (PubChem)

EntityQ5577929· pop 9· linked from 22 articles

Also known as goitrin, 5-vinyl-1,3-oxazolidine-2-thione, 5-ethenyl-1,3-oxazolidine-2-thione

Goitrin is an organosulfur compound classified as a derivative of oxazolidine and as a cyclic thiocarbamate. It reduces the production of thyroid hormones such as thyroxine. It is found in cruciferous vegetables such as cabbage, brussels sprouts and rapeseed oil, and is formed by the hydrolysis of a glucosinolate: progoitrin or 2-hydroxy-3-butenyl glucosinolate. The unstable isothiocyanate (2-hydroxy-3-butenyl isothiocyanate) derived from the latter glucosinolate spontaneously cyclizes to goitrin, because the hydroxy group is situated in proximity to the isothiocyanate group (allowing a five-m

In the Vinony graph

Vinony's link graph records 22 inbound references to goitrina, and connects out to thiocyanate, glucosinolate and Brassica oleracea var. capitata.

It sits within the topics Chembox image size set, ECHA InfoCard ID from Wikidata and Oxazolidines.

Vinony links it to 10 Wikipedia language editions.

Chemical data

Formula
C5H7NOS
Molecular weight
129.18 g/mol
IUPAC name
5-ethenyl-1,3-oxazolidine-2-thione
SMILES
C=CC1CNC(=S)O1
InChIKey
UZQVYLOFLQICCT-UHFFFAOYSA-N
XLogP
1
Polar surface area
53.4 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
129.025
Show 4 more facts
chemical formula
C₅H₇NOS
canonical SMILES
C=CC1CNC(=S)O1
has characteristic
bitterness
found in taxon
Isatis tinctoria
Sources (3)

via Wikidata · CC0

Article · Italiano

La goitrina è un tiocarbammato ciclico, derivante dalla decomposizione della progoitrina. È una sostanza a effetto goitrogeno che riduce la produzione di ormoni tiroidei quali la tiroxina.

Abstract from DBpedia / Wikipedia · CC BY-SA

Available in 10 languages

via Wikidata sitelinks · CC0

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