S-Allyl-L-cysteine sulfoxide

Base Information

• Chemical Name: S-Allyl-L-cysteine sulfoxide
• CAS No.: 556-27-4
• Molecular Formula: C6H11NO3S
• Molecular Weight: 177.224
• Hs Code.: 29309090
• European Community (EC) Number: 209-118-9
• Metabolomics Workbench ID: 67967
• Nikkaji Number: J1.460.053A
• Wikidata: Q104253333
• Wikipedia: Alliin
• Mol file: 556-27-4.mol

Synonyms:alliin;alliin, (L-Ala)-(R)-isomer;alliin, (L-Ala)-(S)-isomer;alliin, (L-Ala)-isomer;isoalliin;PCSO;S-(2-propenyl)cysteine sulfoxide;S-allylcysteine sulfoxide

Chemical Property of S-Allyl-L-cysteine sulfoxide

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 4.32E-08mmHg at 25°C
• Melting Point: 165oC
• Refractive Index: 1.579
• Boiling Point: 416.1 °C at 760 mmHg
• PKA: 1.88±0.10(Predicted)
• Flash Point: 205.5 °C
• PSA: 99.60000
• Density: 1.354 g/cm³
• LogP: 0.89900
• Storage Temp.: −20°C
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 177.04596439
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Alliin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCS(=O)CC(C(=O)O)N
• Isomeric SMILES: C=CCS(=O)C[C@H](C(=O)O)N
• Uses: antibacterial, antioxidant

Technology Process of S-Allyl-L-cysteine sulfoxide

There total 10 articles about S-Allyl-L-cysteine sulfoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

S-allyl cysteine (21593-77-1,49621-03-6) → S-allyl-L-cysteine sulfoxide (556-27-4,17795-26-5,17795-27-6,21593-55-5,112319-21-8)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 25h;

DOI:10.1039/c9nj00826h

Reference yield: 28.2%

(Rc,Ss)-S-allyl-L-cysteine sulfoxide methyl ester → Alliin (556-27-4)

Guidance literature:

With sodium methylate; In methanol; water; at -20 ℃; for 2h;

DOI:10.1021/acs.jafc.5b05501

Reference yield:

S-propenyl-L-cysteine (49621-03-6) → S-allyl-L-cysteine sulfoxide (556-27-4,17795-26-5,17795-27-6,21593-55-5,112319-21-8)

Guidance literature:

With water; dihydrogen peroxide; (-)(2R)-2-amino-3-allylsulfinyl-propionic acid;

DOI:10.1002/hlca.19510340212 DOI:10.1002/hlca.19480310140

upstream raw materials:

S-allyl cysteine

S-propenyl-L-cysteine

(S)-3-(allylthio)-2-aminopropanoic acid

S-allyl-N-formyl-DL-cysteine

Downstream raw materials:

(2R)-2-(acetylamino)-3-(prop-2-en-1-ylsulfanyl)propanoic acid

S-allyl cysteine

allicin

bis-2-propenyl thiosulfonate

Refernces

• 1、 Janska, Petra,Knejzlík, Zdenek,Perumal, Ayyappasamy Sudalaiyadum,Jurok, Radek,Tokarova, Viola,Nicolau, Dan V.,Tepanek, FrantisekS,Kaspar, Ondrej. "Effect of physicochemical parameters on the stability and activity of garlic alliinase and its use for in-situ allicin synthesis". . . Retrieved 2021/03/26.
• 2、 Uto-Kondo, Harumi,Hase, Ayumu,Yamaguchi, Yusuke,Sakurai, Ayaka,Akao, Makoto,Saito, Takeshi,Kumagai, Hitomi. "S-allyl-L-cysteine sulfoxide, a garlic odor precursor, suppresses elevation in blood ethanol concentration by accelerating ethanol metabolism and preventing ethanol absorption from gut". . p. 724 - 731. Retrieved 2018/04/12.