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Details

Stereochemistry ACHIRAL
Molecular Formula C4H5NS
Molecular Weight 99.154
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ALLYL ISOTHIOCYANATE

SMILES

C=CCN=C=S

InChI

InChIKey=ZOJBYZNEUISWFT-UHFFFAOYSA-N
InChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2

HIDE SMILES / InChI

Molecular Formula C4H5NS
Molecular Weight 99.154
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Allyl isothiocyanate (AITC), also known as mustard oil, is one of the most common naturally occurring isothiocyanates, which occurs in many common cruciferous vegetables. Besides antimicrobial activity against a wide spectrum of pathogens, it showed anticancer activity in both cultured cancer cells and animal models, although the underlining mechanisms remain largely undefined. Allyl isothiocyanate is a TRPA1 and TRPV1 agonist and pungency and lachrymatory effects of Allyl isothiocyanate are mediated through the TRPA1 and TRPV1 ion channels. Allyl isothiocyanate irritates the mucous membranes and induces eczematous or vesicular skin reactions.

Approval Year

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as victim

PubMed

Substance Class Chemical
Record UNII
BN34FX42G3
Record Status Validated (UNII)
Record Version