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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

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
Akeem O Lawal et al.
Environmental toxicology and pharmacology, 32(2), 266-274 (2011-08-17)
Garlic has been reported in many previous studies as a potent chemopreventive agent. The protective effect of garlic has been ascribed to the presence of organosulphur compounds (OSC). In this study, the efficacy of aged garlic extract (AGE) compared to
Tatsuya Sueyoshi et al.
PloS one, 6(6), e21229-e21229 (2011-06-24)
Constituent chemicals in garlic extract are known to induce phase I and phase II enzymes in rodent livers. Here we have utilized Car(+/+) and Car(-/-) mice to demonstrate that the nuclear xenobiotic receptor CAR regulated the induction of the estrogen
Tao Zeng et al.
Biochimica et biophysica acta, 1830(10), 4848-4859 (2013-07-03)
Diallyl disulfide (DADS) is a garlic-derived organosulfur compound. The current study is designed to evaluate the protective effects of DADS against ethanol-induced oxidative stress, and to explore the underlying mechanisms by examining the HO-1/Nrf-2 pathway. We investigated whether or not
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
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