Alliin

Names

[ CAS No. ]:
556-27-4

[ Name ]:
Alliin

[Synonym ]:
MFCD01311056
(+)-L-Alliin
(2R)-3-(Allylsulfinyl)-2-aminopropanoic acid
(+/-)-S-2-propenyl-L-cysteine sulfoxide
alliin
3-((S)-allylsulfinyl)-L-alanine
3-(Allylsulfinyl)-L-alanine
Einecs 209-118-9
L-Alanine, 3-[(S)-(1S)-2-propen-1-ylsulfinyl]-
L-Alanine, 3-(2-propenylsulfinyl)-, (S)-
alliin zwitterion
3-(2-Propèn-1-ylsulfinyl)-L-alanine
Alliin (25 mg)
3-(prop-2-en-1-ylsulfinyl)-L-alanine
S-Allyl-L-cysteine Sulfoxide
(S)-3-(Allylsulphiny
3-[(S)-Allylsulfinyl]-L-alanine
L-(+)-S-2-(propenyl)cysteine sulfoxide
L-Alanine, 3-[(S)-2-propenylsulfinyl]-
ALLIIN(P)
3-(2-Propenylsulfinyl)-L-alanine
L-Alanine, 3-(2-propen-1-ylsulfinyl)-
(2R)-2-amino-3-[(S)-prop-2-enylsulfinyl]propanoic acid

Biological Activity

[Description]:

Alliin, an orally active sulfoxide compound derived from garlic, exhibits hypoglycemic, antioxidant and anti-inflammatory activities[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Lu J, et al. Alliin attenuates 1, 3-dichloro-2-propanol-induced lipogenesis in HepG2 cells through activation of the AMP-activated protein kinase-dependent pathway. Life Sci. 2018 Feb 15;195:19-24.

[2]. Shi L, et al. Alliin, a garlic organosulfur compound, ameliorates gut inflammation through MAPK-NF-κB/AP-1/STAT-1 inactivation and PPAR-γ activation. Mol Nutr Food Res. 2017 Sep;61(9).

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

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

[ Melting Point ]:
165ºC

[ 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 ]:
−20°C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

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

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2942000000

Articles

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...

Fluorescent magnetic iron oxide nanoparticles for cardiac precursor cell selection from stromal vascular fraction and optimization for magnetic resonance imaging.

Int. J. Nanomedicine 10 , 711-26, (2015)

Fluorescent magnetic iron oxide nanoparticles have been used to label cells for imaging as well as for therapeutic purposes. The purpose of this study was to modify the approach to develop a nanoprobe...