ChemicalBook > CAS DataBase List > 3-(allylsulphinyl)-L-alanine

3-(allylsulphinyl)-L-alanine

Product Name
3-(allylsulphinyl)-L-alanine
CAS No.
17795-26-5
Chemical Name
3-(allylsulphinyl)-L-alanine
Synonyms
ACSO;rac-Alliin;L-(±)-Alliin;(±)-L-Alliin;(+/-)-L-Alliin;Einecs 241-773-6;(±)-L-Alliin, ≥90%;(±)-L-Alliin;(±)-L-Alliin;(+/-)-L-Alliin[74264]
CBNumber
CB8892362
Molecular Formula
C6H11NO3S
Formula Weight
177.22
MOL File
17795-26-5.mol
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3-(allylsulphinyl)-L-alanine Property

Boiling point:
416.1±45.0 °C(Predicted)
Density 
1.354±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
PBS (pH 7.2): 10 mg/ml
form 
A crystalline solid
pka
1.88±0.10(Predicted)
color 
White to light yellow
BRN 
1724805
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89470
Product name
(±)-<SC>L</SC>-Alliin
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
10 mg
Price
$277
Updated
2025/07/31
Sigma-Aldrich
Product number
74264
Product name
(±)-L-Alliin
Purity
≥90%(HPLC)
Packaging
10mg
Price
$305
Updated
2025/07/31
Sigma-Aldrich
Product number
1012950
Product name
(±)-L-Alliin
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$901
Updated
2025/07/31
Cayman Chemical
Product number
14001
Product name
(±)-Alliin
Purity
≥98%
Packaging
5mg
Price
$85
Updated
2024/03/01
Cayman Chemical
Product number
14001
Product name
(±)-Alliin
Purity
≥98%
Packaging
10mg
Price
$162
Updated
2024/03/01
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3-(allylsulphinyl)-L-alanine Chemical Properties,Usage,Production

Description

Alliin is a cysteine sulfoxide constituent of garlic that is converted by alliinase to allicin, which imparts its pungent aroma and flavor. Alliin exhibits anti-cancer, anti-microbial, anti-hypertensive, cardioprotective, and anti-oxidant activities. It has been shown to inhibit squalene monooxygenase, a rate-limiting step in the downstream pathway of cholesterol biosynthesis, with an IC50 value of 120 μM.

Uses

rac-Alliin has shown notable preventive effects on cardiac marker enzymes and lipids in isoproterenol-induced myocardial injury. rac-Alliin is also known to exhibit anticancer, antimicrobial, antihypertensive, antioxidant activities.

Uses

(±)-L-Alliin has been used in nutrient broth No. 2 (NB2) for determining the concentrations of garlic-derived products active against Clostridium jejuni.

Definition

ChEBI: 3-(Allylsulphinyl)-L-alanine is a L-alpha-amino acid.

General Description

Alliin is the precursor of allicin.

Biochem/physiol Actions

S-Allyl-L-cysteine ((±)-L-Alliin) (SAC) may be used to study its potential as an anti-Alzheimer′s factor. SAC has been shown to increase cell proliferation and neuroblast differentiation by increasing 5-HT(1A) and provide antioxidative benefit to neurons and synapses.

References

[1] TVRTKO KARLO KOVA?EVI?. The Interplay of Physiological and Biochemical Response to Short-Term Drought Exposure in Garlic (Allium sativum L.).[J]. Plants-Basel, 2023, 12 18. DOI: 10.3390/plants12183215
[2] CHIEKO OHSUMI  Konosuke S  Takahisa Hayashi. Formation of alliin in the culture tissues of Allium sativum. Oxidation of S-allyl-l-cysteine[J]. Phytochemistry, 1993, 33 1: Pages 107-111. DOI: 10.1016/0031-9422(93)85404-f
[3] S.M. ASDAQ  M. N I. Potential of garlic and its active constituent, S-allyl cysteine, as antihypertensive and cardioprotective in presence of captopril[J]. Phytomedicine, 2010, 17 13: Pages 1016-1026. DOI: 10.1016/j.phymed.2010.07.012
[4] JI-MYUNG KIM. Structure?Activity Relationship of Neuroprotective and Reactive Oxygen Species Scavenging Activities for Allium Organosulfur Compounds[J]. Journal of Agricultural and Food Chemistry, 2006, 54 18: 6547-6553. DOI: 10.1021/jf060412c
[5] XAVIER LIEBEN LOUIS. Garlic extracts prevent oxidative stress, hypertrophy and apoptosis in cardiomyocytes: a role for nitric oxide and hydrogen sulfide.[J]. BMC Complementary and Alternative Medicine, 2012, 12: 140. DOI: 10.1186/1472-6882-12-140
[6] RADU VASILE BAGIU  Monica B  Brigitha Vlaicu. Chemical composition and in vitro antifungal activity screening of the Allium ursinum L. (Liliaceae).[J]. International Journal of Molecular Sciences, 2012, 13 2: 1426-1436. DOI: 10.3390/ijms13021426

3-(allylsulphinyl)-L-alanine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-(allylsulphinyl)-L-alanine manufacturers

R&D Scientific Inc.
Product
(Allylsulfinyl)-2-aminopropanoic acid 17795-26-5
Price
US $4900.00/g
Min. Order
1g
Purity
97
Supply Ability
500 Kg
Release date
2024-05-23

17795-26-5, 3-(allylsulphinyl)-L-alanine Related Search:


  • 3-(allylsulphinyl)-L-alanine
  • Einecs 241-773-6
  • L-Alanine, 3-(2-propenylsulfinyl)-
  • Alliin (Mixture of DiastereoMers)
  • rac-Alliin
  • ACSO
  • (+/-)-L-ALLIIN, >=90% (HPLC)
  • L-Cysteine, S-2-propen-1-yl-, S-oxide
  • (+/-)-L-Alliin
  • (2R)-2-amino-3-(prop-2-ene-1-sulfinyl)propanoic acid
  • (2R)-3-(Allylsulfinyl)-2-aminopropanoic acid
  • (±)-L-Alliin, ≥90%
  • (Allylsulfinyl)-D-alanine
  • L-(±)-Alliin
  • (Allylsulfinyl)-2-aminopropanoic acid
  • L-Alliin, Hydroxyl radical scavenger
  • (±)-<sc>L</sc>-Alliin
  • (±)-<sc>L</sc>-Alliin
  • (±)-L-Alliin
  • (+/-)-L-Alliin[74264]
  • 17795-26-5
  • Amino Acids & Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds