ChemicalBook > CAS DataBase List > S-ALLYL-L-CYSTEINE

S-ALLYL-L-CYSTEINE

As a flavor ingredient

Product Name: S-ALLYL-L-CYSTEINE
CAS No.: 21593-77-1
Chemical Name: S-ALLYL-L-CYSTEINE
Synonyms: SAC;s-allylcysteine;ADCY10;NSC 96449;DEOXYALLIIN;Allylcysteine;L-DEOXYALLIIN;S-Allylcystein;S-ALLYL-L-CYSTEINE;AH-related protein
CBNumber: CB5180109
Molecular Formula: C6H11NO2S
Formula Weight: 161.22
MOL File: 21593-77-1.mol

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S-ALLYL-L-CYSTEINE Property

Melting point:: 235-236℃
Boiling point:: 300℃
Density: 1.191
FEMA: 4322 | S-ALLYL-L-CYSTEINE
Flash point:: 135℃
storage temp.: -20°C
solubility: H2O: >10mg/mL
pka: 2.07±0.10(Predicted)
form: powder
color: white to beige
Odor: at 0.10 % in propylene glycol. cooked roasted
Odor Type: roasted
optical activity: [α]/D -8 to -15°, c = 1 in H2O
Water Solubility: H2O: >10mg/mL
JECFA Number: 1710
Stability:: Light Sensitive
LogP: 1.31
CAS DataBase Reference: 21593-77-1(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 43
Safety Statements: 36/37
WGK Germany: 3
RTECS: HA2466200
HS Code: 2930.90.9250

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H317May cause an allergic skin reaction
Precautionary statements: P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0337
Product name: S-Allyl-L-cysteine
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $80.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1013057
Product name: S-Allyl-L-cysteine
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 25mg
Price: $1130
Updated: 2025/07/31

TCI Chemical

Product number: A1468
Product name: S-Allyl-L-cysteine
Purity: >98.0%(T)
Packaging: 5g
Price: $197
Updated: 2025/07/31

TCI Chemical

Product number: A1468
Product name: S-Allyl-L-cysteine
Purity: >98.0%(T)
Packaging: 25g
Price: $590
Updated: 2025/07/31

Cayman Chemical

Product number: 14014
Product name: L-Deoxyalliin
Purity: ≥98%
Packaging: 10mg
Price: $44
Updated: 2024/03/01

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S-ALLYL-L-CYSTEINE Chemical Properties,Usage,Production

As a flavor ingredient

Identification

CAS.No.:

21593-77-1

FL.No.:

15.055

FEMA.No.:

4322

NAS.No.:

n/a

CoE.No.:

n/a

EINECS.No.

n/a

JECFA.No.:

1710

Description: White powder; cooked roasted brown aroma.

Regulatory Status:
CoE: n/a
FDA: n/a
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2007).

Reported uses (ppm): (FEMA, 2007)

Food Category

Usual

Max.

Baked goods

Breakfast cereal

Cheese

Condiments, relishes

Fats, oils

Fish products

Gravies

Imitation dairy

Instant coffee, tea

Meat products

Nut products

Poultry

Processed vegetables

Reconstituted vegetables

Seasonings/flavors

Snack foods

Soups

Natural occurrence: Reported found in garlic.

Description

L-Deoxyalliin is a water soluble organosulfur compound derived from garlic and is the most abundant constituent of aged garlic extracts. It has neuroprotective and antioxidative activities, reducing edema formation in the ischemic brain by inhibiting free radical-mediated lipid peroxidation and preventing neuronal cell death in cerebral ischemic insult by specifically scavenging peroxynitrite at concentrations up to 100 μM. L-Deoxyalliin also demonstrates various anti-amyloidogenic properties in experimental models of Alzheimer’s disease.

Chemical Properties

White powder; cooked roasted brown aroma.

Occurrence

Reported found in garlic

Uses

A water-soluble organosulfur

Uses

antineoplastic

Uses

L-Deoxyalliin is a organosulfur compound that naturally occurs in garlic. L-Deoxyalliin is known to exhibit neuroprotective and antioxidative properties.

Definition

ChEBI: An S-hydrocarbyl-L-cysteine that is L-cysteine in which the hydrogen attached to the sulphur is replaced by a prop-2-enyl group. It commonly occurs in garlic and has been found to exhibit antineoplastic activity.

Aroma threshold values

High strength odor; recommend smelling in a 0.10% solution or less

General Description

S-Allyl-L-cysteine has anti-inflammatory properties. It inhibits prooxidant enzymes and chelates metals. S-Allyl-L-cysteine exhibits hypoglycemic and cholesterol-lowering effects. It prevents apoptosis, lowers the activity of inducible nitric oxide synthase and blocks nuclear factor kappa B activity.

Biochem/physiol Actions

S-allyl-L-cysteine is a sulfur containing amino acid found in garlic with antioxidant, anti-cancer, antihepatotoxic, neuroprotective and neurotrophic activity. S-allyl-L-cysteine has potent activity in several animal models of ischemic injury and Alzhemer′s disease.

Synthesis

232953-12-7

21593-77-1

BocSacOMe (9.92 g, 36.02 mmol) was used as raw material and dissolved in CH2Cl2 (100 mL) in a 250 mL round bottom flask. TFA (10 mL) was added to the solution under argon protection and the reaction mixture was stirred at room temperature for 3 hours. The progress of the reaction was monitored by TLC (unfolding agent: 150% EtOAc in petroleum ether solution) to confirm complete consumption of raw materials (Rf = 0.4). Subsequently, the solvent was removed by rotary evaporation and the yellow residue obtained was dried briefly under vacuum. The viscous residue was dissolved in THF (30 mL) and cooled to 0 °C. LiOH (72 mL, 5M aqueous solution) was added to the stirred solution. The ice bath was removed and the reaction mixture continued to stir for 1 h at room temperature. Upon completion of the reaction, it was diluted with 100 mL of H2O and neutralized to pH < 7 (detected by pH paper) using DOWEX(R) resin. All resin was transferred to an empty column, washed with 500 mL H2O (gravity flow), and the effluent was discarded. The product was eluted with 5% NH4OH aqueous solution and washed with 50% H2O (eluent). The grades containing (R)-3-(allylthio)-2-aminopropionic acid (Rf = 0.6) were collected and concentrated by rotary evaporation to give a yellow solid. Further purification by column chromatography [eluent ratio: 7:2:1 iPrOH:MeOH:NH4OH (25% aqueous solution)] afforded white crystals of Sac (3.29 g, 57%). Melting point: 212-213 °C. 1H NMR (400 MHz, D2O): δH = 2.5-2.70 (2H, ABX system, J = 13.3, 5.3, 6.7 Hz, CH2SAllyl), 3.06 (2H, d, J = 7.2 Hz, CH2CH=CH2), 3.28 (1H, dd, J = 6.7, 5.3 Hz , Hα), 5.02-5.09 (2H, m, HC=CH2), 5.71 (1H, m, HC=CH2).

References

[1] Journal of the American Chemical Society, 2008, vol. 130, # 30, p. 9642 - 9643
[2] Patent: US2012/178913, 2012, A1. Location in patent: Page/Page column 10-11

S-ALLYL-L-CYSTEINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from S-ALLYL-L-CYSTEINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: S-ALLYL-L-CYSTEINE 21593-77-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 2000
Release date: 2025-09-04

BINBO BIOLOGICAL CO.,LTD

Product: S-Allyl-L-Cysteine 21593-77-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99.8%
Supply Ability: 1000 kg
Release date: 2024-04-01

BINBO BIOLOGICAL CO.,LTD

Product: S-Allyl-L-Cysteine 21593-77-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000 kg
Release date: 2024-04-22

21593-77-1, S-ALLYL-L-CYSTEINERelated Search:

AC-CYS(FARNESYL)-OME S-ALLYL-L-CYSTEINE Prenisteine S-Allyl-L-cysteine Sulfoxide,(S)-S-ALLYL-L-CYSTEINE SULFOXIDE GAMMA-GLUTAMYL-S-ALLYL-L-CYSTEINE (25 MG) S-Allyl-D-Cysteine gamma-Glutamyl-S-allyl-L-cysteine L-Cysteine FARNESYL CYSTEINE FA-CYS(FARNESYL)-OH N-ACETYL-S-GERANYLGERANYL-L-CYSTEINE N-ACETYL LEUKOTRIENE E4 11-TRANS LEUKOTRIENE E4 20,20,20-TRIFLUOROLEUKOTRIENE E4 AFC 14,15-LEUKOTRIENE E4 LEUKOTRIENE E4 S-Allyl-L-cysteine hydrochloride,S-Allyl-L-cysteine HC

S-ALLYL-L-CYSTEINE

(R)-ALLYLTHIO-2-AMINOPROPIONIC ACID

s-allylcysteine

CYSTEINE, S-ALLYL-L-

DEOXYALLIIN

L-DEOXYALLIIN

(L)-3-(ALLYLSULFENYL)-ALANINE

Allylcysteine

S-Allyl-L-cysteine, ≥98.0%(T)

(R)-3-(Allylthio)-2-aMinopropanoic acid

L-Deoxyalliin / S-Allyl-L-cysteine

S-Allyl-L-cysteine S-Allyl-L-cysteine

3-(Allylthio)-L-alanine

L-3-(Allylthio)-alanine

NSC 96449

S-(2-Propenyl)-L-cysteine

S-2-Propenylcysteine

<i>S</i>-Allyl-<sMall>L</sMall>-cysteine

L-Cysteine,S-2-propen-1-yl-

SAC

ADCY10

Adenylate cyclase homolog

Adenylate cyclase type 10

AH-related protein

ANTI-ADCY10 (CENTER) antibody produced in rabbit

3-mercapto-2-(prop-2-enylamino)propanoic acid

S-Allyl-L-cysteine &gt

S-ALLYL-L-CYSTEINE USP/EP/BP

S-allyl-laevo-cysteine

(+/-)-Amino-4-methylpentanoic acid

(+)-S-Allylcysteine

S-Allylcystein

21593-77-1

Inhibitors

Amino acids methyl、ethyl、t-butyl series