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Details

Stereochemistry ACHIRAL
Molecular Formula C6H10S
Molecular Weight 114.209
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLYL SULFIDE

SMILES

C=CCSCC=C

InChI

InChIKey=UBJVUCKUDDKUJF-UHFFFAOYSA-N
InChI=1S/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2

HIDE SMILES / InChI

Description

Allyl sulfide or diallyl sulfide, a natural organosulfur compound, which is mostly obtained from the genus Allium plants, exhibits anticancer activities. This compound also possesses a protective role in cisplatin-induced nephrotoxicity via suppressing NF-κB downstream inflammatory proteins and p53/Puma signaling pathway. Besides, diallyl sulfide exerts protective properties in experimental Inflammatory bowel disease (IBD), an incurable disease which affects millions of people. It was also discovered, that diallyl sulfide may be effective in reducing ethanol-induced injury of cells thereby suggesting its potential to be used in drug formulations.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
Inhibition of cyclooxygenase-2 by diallyl sulfides (DAS) in HEK 293T cells.
2004
Differential effects of allyl sulfides from garlic essential oil on cell cycle regulation in human liver tumor cells.
2004 Dec
Diallyl sulfide induces heme oxygenase-1 through MAPK pathway.
2004 Dec 15
Role of cytochrome P4502E1 activation in proximal tubular cell injury induced by hydrogen peroxide.
2004 Mar
Signal transduction pathways leading to cell cycle arrest and apoptosis induction in cancer cells by Allium vegetable-derived organosulfur compounds: a review.
2004 Nov 2
Role of chemopreventive agents in cancer therapy.
2004 Nov 25
Involvement of cytochrome P450 2E1 in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse model of Parkinson's disease.
2004 Oct
Antioxidant effects of sulfur-containing amino acids.
2004 Oct 31
Effect of garlic (Allium sativum) on lipid peroxidation in experimental myocardial infarction in rats.
2004 Sep
Garlic's ability to prevent in vitro Cu2+-induced lipoprotein oxidation in human serum is preserved in heated garlic: effect unrelated to Cu2+-chelation.
2004 Sep 1
Patents

Sample Use Guides

In Vivo Use Guide
cisplatin-induced nephrotoxicity in rats: diallyl sulfide (DAS) was given at two dose levels; 50 and 100 mg/kg, orally for 4 consecutive days, starting one hour after administration of single dose of cisplatin (3.5 mg/kg, i.p.).
Route of Administration: Oral
In Vitro Use Guide
Diallyl sulfide (DAS), diallyl disulfide (DADS) and diallyl trisulfide (DATS) at 25 μM for 24-h and 48-h incubations promoted expression of drug resistant genes in colo 205 human colon cancer cells. Cells were treated with 25 uM DAS, DADS and DATS for 24 and 48 h and gene expression levels in colo 205 cells were determined for MRP1, MRP3, MRP4 and MRP6. Results indicated that DAS and DADS enhanced Mdr3 gene expression at the 48-h treatment, but did not affect MRP1, MRP4 and MRP6 gene expression in colo 205 cells. However, DAS and DADS inhibited the gene expressions of MRPs at 24 and 48-h treatment, and both inhibited MRP3 at 24-h treatment and inhibited MRP4 at 48 h treatment in colo 205 cells.
Name Type Language
ALLYL SULFIDE
FHFI   HSDB   MI   USP-RS  
Systematic Name English
DIALLYL SULPHIDE
Systematic Name English
ALLYL SULFIDE [FHFI]
Common Name English
DIALLYL SULFIDE
Systematic Name English
DIALLYL MONOSULPHIDE
Common Name English
ALLYL SULPHIDE
Systematic Name English
ALLYL SULFIDE [MI]
Common Name English
NSC-20947
Code English
ALLYL SULFIDE [USP-RS]
Common Name English
BIS(2-PROPENYL) SULPHIDE
Systematic Name English
1-PROPENE, 3,3'-THIOBIS-
Systematic Name English
DIALLYL MONOSULFIDE
Common Name English
DI(2-PROPENYL) SULPHIDE
Systematic Name English
DIALLYL THIOETHER
Systematic Name English
BIS(2-PROPENYL) SULFIDE
Systematic Name English
ALLYL SULFIDE [HSDB]
Common Name English
FEMA NO. 2042
Code English
DI(2-PROPENYL) SULFIDE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION ALLYL SULFIDE
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
CFR 21 CFR 172.515
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
Code System Code Type Description
ECHA (EC/EINECS)
209-775-1
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
RXCUI
17376
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY RxNorm
EPA CompTox
592-88-1
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
MERCK INDEX
M1558
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY Merck Index
MESH
C038491
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
CAS
592-88-1
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
HSDB
592-88-1
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
PUBCHEM
11617
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY
NCI_THESAURUS
C68524
Created by admin on Tue Mar 06 11:58:28 UTC 2018 , Edited by admin on Tue Mar 06 11:58:28 UTC 2018
PRIMARY