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SML0337

Sigma-Aldrich

S-Allyl-L-cysteine

≥98% (HPLC)

Synonym(s):

L-Deoxyalliin, S-allyl-cysteine, S-allylcysteine, SAC

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2S
CAS Number:
21593-77-1
Molecular Weight:
161.22
MDL number:
MFCD00151975
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
329825342
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -8 to -15°, c = 1 in H2O

color

white to beige

solubility

H2O: >10 mg/mL

storage temp.

−20°C

SMILES string

N[C@@H](CSCC=C)C(O)=O

InChI

1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1

InChI key

ZFAHNWWNDFHPOH-YFKPBYRVSA-N

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General description

S-Allyl-L-cysteine has anti-inflammatory properties. It inhibits prooxidant enzymes and chelates metals. S-Allyl-L-cysteine exhibits hypoglycemic and cholesterol-lowering effects. It prevents apoptosis, lowers the activity of inducible nitric oxide synthase and blocks nuclear factor kappa B activity.

Biochem/physiol Actions

S-allyl-L-cysteine is a sulfur containing amino acid found in garlic with antioxidant, anti-cancer, antihepatotoxic, neuroprotective and neurotrophic activity. S-allyl-L-cysteine has potent activity in several animal models of ischemic injury and Alzhemer′s disease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ganapathy Saravanan et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 64(6), 639-644 (2011-01-11)
Hyperlipidemia is an associated complication of diabetes mellitus. The association of hyperglycemia with an alteration of lipid parameters presents a major risk for cardiovascular complications in diabetes. The present study was designed to examine the antihyperlipidemic effect of S-allylcysteine (SAC)
Samir Mandal et al.
Biochimica et biophysica acta, 1820(1), 9-23 (2011-10-29)
Chronic lead (Pb(2+)) exposure leads to the reduced lifespan of erythrocytes. Oxidative stress and K(+) loss accelerate Fas translocation into lipid raft microdomains inducing Fas mediated death signaling in these erythrocytes. Pathophysiological-based therapeutic strategies to combat against erythrocyte death were
Gastrointestinal Tissue: Oxidative Stress and Dietary Antioxidants (2017)
J Yu et al.
Placenta, 33(6), 487-494 (2012-03-13)
Preeclampsia (PE) is a major cause of fetal growth restriction and perinatal mortality, which involves oxidative stress and vasodilator signaling disorder. S-allyl-L-cysteine (SAC) is one of the most abundant compounds in garlic extracts, and possesses several biological activities. This research
Hayate Javed et al.
Brain research, 1389, 133-142 (2011-03-08)
S-allyl cysteine (SAC), a sulfur containing amino acid derived from garlic, has been reported to have antioxidant, anti-cancer, antihepatotoxic and neurotrophic activity. This study was designed to examine the pre-treatment effects of SAC on cognitive deficits and oxidative damage in
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