ALLYL TRISULFIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H10S3
Molecular Weight	178.339
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CCSSSCC=C

InChI

InChIKey=UBAXRAHSPKWNCX-UHFFFAOYSA-N

InChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2

HIDE SMILES / InChI

Molecular Formula	C6H10S3
Molecular Weight	178.339
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Apoptotic pathway induced by diallyl trisulfide in pancreatic cancer cells.	2014-01-07	24415872
Allitridin reduces I Kr current by disrupting the trafficking of human ether-à-go-go-related gene channels.	2014	24504171
Keap1 cysteine 288 as a potential target for diallyl trisulfide-induced Nrf2 activation.	2014	24489685
Inhibiting invasion into human bladder carcinoma 5637 cells with diallyl trisulfide by inhibiting matrix metalloproteinase activities and tightening tight junctions.	2013-10-01	24084732
Antioxidant effects of diallyl trisulfide on high glucose-induced apoptosis are mediated by the PI3K/Akt-dependent activation of Nrf2 in cardiomyocytes.	2013-09-30	23453443
Diallyl sulfide, diallyl disulfide, and diallyl trisulfide inhibit migration and invasion in human colon cancer colo 205 cells through the inhibition of matrix metalloproteinase-2, -7, and -9 expressions.	2013-09	21695758
Diallyl trisulfide inhibits proliferation, invasion and angiogenesis of osteosarcoma cells by switching on suppressor microRNAs and inactivating of Notch-1 signaling.	2013-07	23430952
Effect of diallyl trisulfide on human ovarian cancer SKOV- 3/DDP cell apoptosis.	2013	24460275
Diallyl sulfide, diallyl disulfide and diallyl trisulfide affect drug resistant gene expression in colo 205 human colon cancer cells in vitro and in vivo.	2012-05-15	22397993
Diallyl trisulfide suppresses the adipogenesis of 3T3-L1 preadipocytes through ERK activation.	2012-03	22137902
Garlic constituent diallyl trisulfide suppresses x-linked inhibitor of apoptosis protein in prostate cancer cells in culture and in vivo.	2011-06	21411500
Study on the effects of allitride and its mechanisms on renal cell carcinoma in vitro.	2011-03-03	21574149
[Role of allitridin in the blocking of murine cytomegalovirus induced regulatory T cells amplification in vitro].	2010-07-27	20979868
Sodium 2-propenyl thiosulfate derived from garlic induces phase II detoxification enzymes in rat hepatoma H4IIE cells.	2010-06	20650352
Sulforaphane and alpha-lipoic acid upregulate the expression of the pi class of glutathione S-transferase through c-jun and Nrf2 activation.	2010-05	20237067
Diallyl disulfide and diallyl trisulfide protect endothelial nitric oxide synthase against damage by oxidized low-density lipoprotein.	2010-05	20229525
Diallylpolysulfides induce growth arrest and apoptosis.	2010-03	20126995
Diallyl trisulphide-induced apoptosis in human melanoma cells involves downregulation of Bcl-2 and Bcl-xL expression and activation of caspases.	2009-12	20055834
Transcriptional repression and inhibition of nuclear translocation of androgen receptor by diallyl trisulfide in human prostate cancer cells.	2009-08-01	19622577
Neuroprotective potential of phase II enzyme inducer diallyl trisulfide.	2009-02	18768114
Allium compounds, dipropyl and dimethyl thiosulfinates as antiproliferative and differentiating agents of human acute myeloid leukemia cell lines.	2008-12	19707466
In vitro anti-Helicobacter pylori activity of diallyl sulphides and protocatechuic acid.	2008-01	17705145
Glutathione- and thioredoxin-related enzymes are modulated by sulfur-containing chemopreventive agents.	2007-10	17937621
Mitochondria-mediated apoptosis by diallyl trisulfide in human prostate cancer cells is associated with generation of reactive oxygen species and regulated by Bax/Bak.	2007-05	17513609
[Effect of diallyl trisulfide on tumor necrosis factor-alpha expression and nuclear factor-KappaB activity in mice with acute lung injury induced by lipopolysaccharide].	2007-04	17448272
Diallyl disulfide and diallyl trisulfide up-regulate the expression of the pi class of glutathione S-transferase via an AP-1-dependent pathway.	2007-02-07	17263507
A proteomic investigation into a human gastric cancer cell line BGC823 treated with diallyl trisulfide.	2006-06	16344271
c-Jun NH(2)-terminal kinase signaling axis regulates diallyl trisulfide-induced generation of reactive oxygen species and cell cycle arrest in human prostate cancer cells.	2006-05-15	16707465
Effects of allitridi on cell cycle arrest of human gastric cancer cells.	2005-09-21	16222732
Diallyl trisulfide inhibits tumor necrosis factor-alpha expression in inflammed mucosa of ulcerative colitis.	2005-08	16110831
A case-control study in Shanghai of fruit and vegetable intake and endometrial cancer.	2005-06-06	15886701
Garlic arrests MDA-MB-435 cancer cells in mitosis, phosphorylates the proapoptotic BH3-only protein BimEL and induces apoptosis.	2005-05-09	15827557
Microarray analysis of altered gene expression in diallyl trisulfide-treated HepG2 cells.	2004-12-07	16382202
Antioxidant effects of sulfur-containing amino acids.	2004-10-31	15515186
Experimental study on the prevention and treatment of murine cytomegalovirus hepatitis by using allitridin.	2004-02	14670586
Inhibition of cyclooxygenase-2 by diallyl sulfides (DAS) in HEK 293T cells.	2004	15523159
[Effect of allitridi on cyclin D1 and p27(Kip1) protein expression in gastric carcinoma BGC823 cells].	2003-12	14693049
Protective effect of three diallyl sulphides against glucose-induced erythrocyte and platelet oxidation, and ADP-induced platelet aggregation.	2002-12-15	12676192
In-vitro antimicrobial activity of four diallyl sulphides occurring naturally in garlic and Chinese leek oils.	2001-07	11444776
In vitro activity of garlic oil and four diallyl sulphides against antibiotic-resistant Pseudomonas aeruginosa and Klebsiella pneumoniae.	2001-05	11328781
In vitro efficacy of a compound derived from garlic against Pneumocystis carinii.	1996-11	8999132

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:55:40 GMT 2025` Edited by `admin` on `Mon Mar 31 18:55:40 GMT 2025`
Record UNII	0ZO1U5A3XX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALLYL TRISULFIDE

Systematic Name

English

DIALLYL TRISULFIDE

Preferred Name

English

ALLITRIDE

Common Name

English

Diallyl trisulfide [WHO-DD]

Common Name

English

DIALLYL TRISULPHIDE

Systematic Name

English

ALLITRIDUM

Common Name

English

DIALLYL TRISULFIDE [MI]

Common Name

English

DIALLYL TRISULFIDE [FHFI]

Common Name

English

FEMA NO. 3265

Code

English

DI-2-PROPENYL TRISULFIDE

Systematic Name

English

NSC-651936

Code

English

TRISULFIDE, DI-2-PROPENYL

Systematic Name

English

ALLITRIDIN

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

DIALLYL TRISULFIDE