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Alliin

Product Name
Alliin
CAS No.
556-27-4
Chemical Name
Alliin
Synonyms
ALLIIN;ALLIIN(P);L(+) ALLIIN;ALLIIN hplc;(+)-L-Alliin;L(+/-) ALLIIN;Alliin (25 mg);Alliin556-27-4;Alliin/ACSO/SAC;ALLIIN WITH HPLC
CBNumber
CB6301738
Molecular Formula
C6H11NO3S
Formula Weight
177.22
MOL File
556-27-4.mol
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Alliin Property

Melting point:
164-166° (effervescence)
alpha 
D20 +63.5° (c = 2)
Boiling point:
416.1±45.0 °C(Predicted)
Density 
1.205 (estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
1.88±0.10(Predicted)
form 
solid
color 
White to off-white
Merck 
13,259
InChI
InChI=1/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11-/s3
InChIKey
XUHLIQGRKRUKPH-DYEAUMGKSA-N
SMILES
C(O)(=O)[C@H](C[S@](CC=C)=O)N |&1:3,5,r|
LogP
-0.478 (est)
CAS DataBase Reference
556-27-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
8-10
HS Code 
29309090
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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
72805
Product name
(+)-L-Alliin
Purity
analytical standard
Packaging
10mg
Price
$425
Updated
2024/03/01
Cayman Chemical
Product number
14002
Product name
(+)-Alliin
Purity
≥98%
Packaging
1mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
14002
Product name
(+)-Alliin
Purity
≥98%
Packaging
5mg
Price
$166
Updated
2024/03/01
Cayman Chemical
Product number
14002
Product name
(+)-Alliin
Purity
≥98%
Packaging
10mg
Price
$291
Updated
2024/03/01
Usbiological
Product number
299899
Product name
Alliin
Packaging
20mg
Price
$490
Updated
2021/12/16
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Alliin Chemical Properties,Usage,Production

Description

Alliin (S-allyl cysteine sulfoxide) is an organic sulfur-containing product derived from the amino acid cysteine. It is the precursor of thiosulfinates, which are responsible for the characteristic pungent flavours of Allium species. It is an L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by an (S)-allyl sulfinyl group. It has a role as a plant metabolite, an antioxidant, a cardioprotective agent, a neuroprotective agent and an antimicrobial agent. It is a non-proteinogenic alpha-amino acid, an L-cysteine derivative, an L-alanine derivative, a sulfoxide and an olefinic compound. It is a tautomer of an alliin zwitterion.

Occurrence

Alliin is a sulfoxide that is a natural constituent of fresh garlic. It is a derivative of the amino acid cysteine. When fresh garlic is chopped or crushed, the enzyme alliinase converts alliin into allicin, which is responsible for the aroma of fresh garlic. Garlic powder is not a source of alliin, nor is fresh garlic upon maceration since the enzymatic conversion to allicin takes place in the order of seconds. Alliin was the first natural product with both carbon- and sulfur-centered stereochemistry[1].

Uses

antibacterial, antioxidant

Definition

ChEBI: An L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by an (S)-allylsulfinyl group.

benefits

Different from allicin, which is quickly metabolized into diallyl disulfide and allyl mercaptan, alliin with bioavailability of 16.5% has nearly no first liver pass effect except that some are converted to diallyl disulfide. An extensive literature review discloses the nutraceutical and medicinal potential of alliin in several aspects. For example, alliin decreased fasting glucose levels and increased insulin levels to the same extent as glibenclamide, glyclazide or insulin in diabetic rats. Weeks’ administration of alliin modified the redox environment by decreasing reactive substances in organs and increasing the catalase and superoxide dismutase activities in nicotine-fed rats. Another study showed that alliin markedly depressed the increase of plasma and liver cholesterol levels in rats fed a hypercholesterolemic diet containing 10% hydrogenated coconut oil, 1% cholesterol and 0.2% cholic acid. Alliin was also found to possess anti-inflammatory activities for bowel diseases. These symptoms like diabetes, high radicals, hypercholesterolemia and inflammation are all associated with obesity and/or metabolic diseases. Supportively, a meta-analysis suggests that the single component intake of garlic may be effective for lowering plasma glucose concentration and body weight[1].

target

PPAR | TNF-α | IL Receptor | NF-kB | SOD | NADPH-oxidase | ROS

References

[1] Baiqiang Zhai. “Hypoglycemic and hypolipidemic effect of S-allyl-cysteine sulfoxide (alliin) in DIO mice.” Scientific Reports (2018): 3527.

Alliin Preparation Products And Raw materials

Raw materials

Preparation Products

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Alliin Suppliers

chemcube
Tel
--
Fax
--
Email
sales@chemcube.eu
Country
Germany
ProdList
4083
Advantage
34
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
Carl Roth GmbH & Co.KG
Tel
--
Fax
--
Email
info@carlroth.de
Country
Germany
ProdList
197
Advantage
77
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
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View Lastest Price from Alliin manufacturers

Hovane Phytochemicals Co., Ltd
Product
Alliin, Garlic Extract 556-27-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
2.2% - 30%
Supply Ability
1 ton
Release date
2024-11-11
Hebei Weibang Biotechnology Co., Ltd
Product
(S)-3-(Allylsulphinyl)-L-alanine 556-27-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 tons
Release date
2024-11-20
BINBO BIOLOGICAL CO.,LTD
Product
Garlic Extract Powder Alliin 556-27-4
Price
US $0.00/kg
Min. Order
1kg
Purity
1%-5%
Supply Ability
1000 kg
Release date
2024-11-08

556-27-4, AlliinRelated Search:


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