ChemicalBook >> CAS DataBase List >>Alliin

Alliin

CAS No.
556-27-4
Chemical Name:
Alliin
Synonyms
ALLIIN;ALLIIN(P);ALLIIN hplc;L(+) ALLIIN;(+)-L-Alliin;L(+/-) ALLIIN;Alliin (25 mg);Alliin556-27-4;Alliin/ACSO/SAC;ALLIIN WITH HPLC
CBNumber:
CB6301738
Molecular Formula:
C6H11NO3S
Molecular Weight:
177.22
MDL Number:
MFCD01311056
MOL File:
556-27-4.mol
MSDS File:
SDS
Last updated:2024-07-02 08:55:13

Alliin Properties

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.
form solid
pka 1.88±0.10(Predicted)
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)
FDA UNII 7I4L2D0E9G

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
8-10
HS Code  29309090
NFPA 704
0
2 0

Alliin price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 72805 (+)-L-Alliin analytical standard 556-27-4 10mg $425 2024-03-01 Buy
Cayman Chemical 14002 (+)-Alliin ≥98% 556-27-4 1mg $38 2024-03-01 Buy
Cayman Chemical 14002 (+)-Alliin ≥98% 556-27-4 5mg $166 2024-03-01 Buy
Cayman Chemical 14002 (+)-Alliin ≥98% 556-27-4 10mg $291 2024-03-01 Buy
Usbiological 299899 Alliin 556-27-4 20mg $490 2021-12-16 Buy
Product number Packaging Price Buy
72805 10mg $425 Buy
14002 1mg $38 Buy
14002 5mg $166 Buy
14002 10mg $291 Buy
299899 20mg $490 Buy

Alliin Chemical Properties,Uses,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 It is an L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by an (S)-allyl sulfinyl group.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

Global( 262)Suppliers
Supplier Tel Email Country ProdList Advantage
Zhengzhou Anbu Chem Co.,Ltd
+86-0371-88006763; +8615988602810 sales@anbuchem.com China 3000 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3772 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12446 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29798 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29888 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8820 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58

View Lastest Price from Alliin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-3-(Allylsulphinyl)-L-alanine pictures 2024-08-15 (S)-3-(Allylsulphinyl)-L-alanine
556-27-4
US $0.00 / KG 0.1KG 99% 1000KGS Zhengzhou Anbu Chem Co.,Ltd
Alliin pictures 2024-04-24 Alliin
556-27-4
US $5.00 / kg 1kg 99.92% 50000tons Ouhuang Engineering Materials (Hubei) Co., Ltd
(S)-3-(Allylsulphinyl)-L-alanine pictures 2023-08-01 (S)-3-(Allylsulphinyl)-L-alanine
556-27-4
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • Alliin pictures
  • Alliin
    556-27-4
  • US $5.00 / kg
  • 99.92%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
Allylsulphinyl-L-alanine (S)-3-(ALLYLSULFINYL)-L-ALANINE (S)-S-ALLYL-L-CYSTEINE SULFOXIDE (S)-3-(allylsulphinyl)-L-alanine S-Allyl-L-cysteine Sulfoxide ALLIIN(P) ALLIIN hplc (2R)-2-Amino-3-[(S)-prop-2-enylsulfinyl]propanoic acid ALLIIN WITH HPLC L-Alliin 556-27-4 3-(Allylsulfinyl)-L-alanine, (S)- L-Alanine, 3-[(S)-2-propenylsulfinyl]- 3-(Allylsulfinyl)alanin Einecs 209-118-9 L-Alanine, 3-(2-propenylsulfinyl)-, (S)- S-Allyl-L-cystein-S-oxid Alliin (25 mg) (S)-3-(Allylsulphiny L(+)Alliin / 3-(2-Propenylsulfinyl) alanine (+)-3-(2-PROPENYLSULFINYL) ALANINE (+/-)-L-ALLIIN (2S)-3-(ALLYLSULFINYL)-2-AMINOPROPANOIC ACID Alliin:(S)-3-(Allylsulphinyl)-L-alanine (S)-L-3-(Allylsulfinyl)alanine L(+) ALLIIN L(+/-) ALLIIN 3-(2-PROPENYLSUFINYL)ALANINE (+)-3-(2-PROPENYLSULFINYL) ALANINE 3-(2-PROPENYLSULFINYL)ALANINE Alliin556-27-4 (R)-3-((S)-Allylsulfinyl)-2-aminopropanoic acid (+)-L-Alliin, 98%, from Allium sativum L. Alliin (+)-L-Alliin 3-(Allylsulfinyl)-L-alanine L-Cysteine, S-2-propen-1-yl-, S-oxide, [S(S)]- (+)-L-Alliin (S)-3-(Allylsulphinyl)-L-alanine USP/EP/BP Alliin/ACSO/SAC ALLIIN Allin Mixture (AS) 556-27-4 550-27-4 Sulphur Derivatives Miscellaneous Natural Products