(±)-Alliin

Names

[ Name ]:
(±)-Alliin

[Synonym ]:
3-[(S)-Allylsulfinyl]-L-alanine
alliin
3-(allylsulfinyl)-l-alanin
(±)-Alliin
L-Alanine, 3-[(S)-(1S)-2-propen-1-ylsulfinyl]-
ACSO,S-Allyl-L-cysteine sulfoxide,SAC
(2R)-2-amino-3-[(S)-prop-2-enylsulfinyl]propanoic acid
alliin zwitterion
ACSO S-Allyl-L-cysteine sulfoxide SAC

Biological Activity

[Description]:

(±)-Alliin is the main active component of garlic. (±)-Alliin is a putative inhibitor of the main protease of SARS-CoV-2 (Mpro)[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> SARS-CoV

[In Vitro]

Molecular docking is used to assess the binding stability of various drugs with SARS-CoV-2 main protease (Mpro). (±)-Alliin is found to interact with SARS-CoV Mpro at Leu-167, Met-49 and Glu-166 with three H-bonds; for SARS-CoV-2 Mpro, the observed docking sites of (±)-Alliin are Cys-145, Met-49 and Glu-166 with three H-bonds[1].

[References]

[1]. Bijun Cheng, et al. Discovery of Alliin as a Putative Inhibitor of the Main Protease of SARS-CoV-2 by Molecular Docking. Biotechniques

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
416.1±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₆H₁₁NO₃S

[ Molecular Weight ]:
177.221

[ Flash Point ]:
205.5±28.7 °C

[ Exact Mass ]:
177.045959

[ PSA ]:
99.60000

[ LogP ]:
-0.48

[ Vapour Pressure ]:
0.0±2.1 mmHg at 25°C

[ Index of Refraction ]:
1.579

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Risk Phrases ]:
36/37/38

[ RIDADR ]:
NONH for all modes of transport

Articles

Analytical method for simultaneous determination of bulk and intramolecular (13) C-isotope compositions of acetic acid.

Rapid Commun. Mass Spectrom. 29 , 2337-40, (2015)

Headspace solid-phase microextraction (HS-SPME) combined with gas chromatography/pyrolysis-gas chromatography/combustion-isotope ratio mass spectrometry (GC/Py-GC/C-IRMS) was developed for the simulta...

Metabolism, excretion, and pharmacokinetics of S-allyl-L-cysteine in rats and dogs.

Drug Metab. Dispos. 43(5) , 749-55, (2015)

The metabolism, excretion, and pharmacokinetics of S-allyl-l-cysteine (SAC), an active key component of garlic supplements, were examined in rats and dogs. A single dose of SAC was administered orally...

Combination of aqueous two-phase extraction and cation-exchange chromatography: New strategies for separation and purification of alliin from garlic powder

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 957 , 60-7, (2014)

In this study, a two-step process combining aqueous two-phase extraction (ATPE) with chromatography was developed for extraction and purification of alliin from garlic powder. The partition coefficien...