Products for Research Use Only
RegisterLogin

Goitrin

CAT: 0804-HY-N0224A-02Size: 10 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-N0224A-02Size:10 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Goitrin ((S) -Goitrin), a product of glucosinolate-myrosinase reactions, is a potent inhibitor of thyroid peroxidase. Goitrin can inhibit iodine utilization by the thyroid. Goitrin also exhibits anti-influenza virus (H1N1) activity[1][2][3].
CAS Number
500-12-9
Product Name Alternative
(S) -Goitrin; L-5-Vinyl-2-thiooxazolidone
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Influenza Virus
Type
Natural Products
Related Pathways
Anti-infection
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/goitrin.html
Purity
99.66
Solubility
10 mM in DMSO
Smiles
S=C1O[C@@H](C=C)CN1
Molecular Formula
C5H7NOS
Molecular Weight
129.18
Precautions
H302, H315, H319
References & Citations
[1]Felker P, et, al. Concentrations of thiocyanate and goitrin in human plasma, their precursor concentrations in brassica vegetables, and associated potential risk for hypothyroidism. Nutr Rev. 2016 Apr;74 (4) :248-58.|[2]Wooding S, et, al. Genetics and bitter taste responses to goitrin, a plant toxin found in vegetables. Chem Senses. 2010 Oct;35 (8) :685-92.|[3]Nie LX, et, al. Antiviral activity of Isatidis Radix derived glucosinolate isomers and their breakdown products against influenza A in vitro/ovo and mechanism of action. J Ethnopharmacol. 2020 Apr 6;251:112550.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(5S)-5-ethenyl-2-oxazolidinethione

(S)-goitrin is a 5-ethenyl-1,3-oxazolidine-2-thione that has S-configuration. It is a constituent of a traditional Chinese herbal medicine, Radix isatidis. It has a role as an antiviral agent, an antithyroid drug and a plant metabolite. It is an enantiomer of a (R)-goitrin.

CAS Number500-12-9
PubChem CID7568320
IUPAC Name(5S)-5-ethenyl-1,3-oxazolidine-2-thione
Molecular FormulaC5H7NOS
Molecular Weight129.18
XLogP1
Topological Polar Surface Area53.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count8
Formal Charge0
Complexity124
SMILES
C=C[C@H]1CNC(=S)O1
InChI
InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)/t4-/m0/s1
InChIKey
UZQVYLOFLQICCT-BYPYZUCNSA-N
Chemical Structure
2D Structure
2D structure of (5S)-5-ethenyl-2-oxazolidinethione
CAS: 500-12-9
CID: 7568320
Formula: C5H7NOS
MW: 129.18
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight129.18
XLogP31
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass129.02483502
Monoisotopic Mass129.02483502
Topological Polar Surface Area53.4 Ų
Heavy Atom Count8
Formal Charge0
Complexity124
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA2036-10Goitrin
AB1630(±) -Goitrin
447505-01DL-Goitrin
AB3320(S) -Goitrin
371513Goitrin discontinued
AB0973(R) -Goitrin

Popular Products