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317691

Sigma-Aldrich

Allyl disulfide

technical grade, 80%

Synonym(s):

Diallyl disulfide

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About This Item

Linear Formula:
CH2=CHCH2SSCH2CH=CH2
CAS Number:
2179-57-9
Molecular Weight:
146.27
Beilstein:
1699241
EC Number:
218-548-6
MDL number:
MFCD00008656
UNSPSC Code:
12352100
PubChem Substance ID:
24859096
NACRES:
NA.22

grade

technical grade

Quality Level

100

vapor density

>5 (vs air)

vapor pressure

1 mmHg ( 20 °C)

Assay

80%

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

180-195 °C (lit.)

density

1.008 g/mL at 25 °C (lit.)

functional group

disulfide

storage temp.

2-8°C

SMILES string

C=CCSSCC=C

InChI

1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2

InChI key

PFRGXCVKLLPLIP-UHFFFAOYSA-N

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Biochem/physiol Actions

Organosulfur compound that is naturally found in garlic. Contributes to the pungent odor of crushed garlic. Anticancer agent and may provide protection against cardiovascular disease.

Other Notes

Remainder other allyl sulfides

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL9118
SHBL9119
MKCF8258
MKCB4951
MKBW2934V

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Nathaniel Edward Bennett Saidu et al.
Bioorganic & medicinal chemistry, 20(4), 1584-1593 (2012-01-24)
Coumarins and coumarin derivatives as well as diallyl polysulfides are well known as anticancer drugs. In order to find new drugs with anticancer activities, we combined coumarins with polysulfides in the form of di-coumarin polysulfides. These novel compounds were tested
Beatrice Pagliei et al.
Biochemical pharmacology, 85(3), 335-344 (2012-11-28)
The peroxisome proliferator activated receptor gamma co-activator 1 alpha (PGC1α) is an inducible transcriptional co-activator with direct function in the induction of mitochondrial biogenesis. In the present report we show that, in SH-SY5Y neuroblastoma cells, garlic-derived diallyl disulfide (DADS) is
Hailin Tang et al.
Cancer letters, 340(1), 72-81 (2013-07-16)
The purpose of this study was to identify a mechanism related to miRNA pathway which plays a role in the anti-tumor effects of Diallyl disulfide. Alterations in miRNA expression were observed in Diallyl disulfide-treated MGC-803 cells, including up-regulation of miR-200b
Hye Young Park et al.
Toxicology and applied pharmacology, 262(2), 177-184 (2012-05-09)
Diallyl disulfide (DADS), a main organosulfur component responsible for the diverse biological effects of garlic, displays a wide variety of internal biological activities. However, the cellular and molecular mechanisms underlying DADS' anti-inflammatory activity remain poorly understood. In this study, therefore
Laura Masuelli et al.
Frontiers in bioscience (Landmark edition), 17, 498-508 (2011-12-29)
Malignant tumors of mesenchimal origin such as rhabdomyosarcoma and osteosarcoma are highly aggressive pedriatic malignancies with a poor prognosis. Indeed, the initial response to chemotherapy is followed by chemoresistance. Diallyl disulfide (DADS), resveratrol (RES) and curcumin (CUR) are dietary chemopreventive
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