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Allicin

Product Name
Allicin
CAS No.
539-86-6
Chemical Name
Allicin
Synonyms
garlic meal;ALLICIN;AlliMed;alliosan;Allitrid;C6H10S2O;Allisatin;ARICINE(P);ALLICIN(SH);Allicin 10%
CBNumber
CB8466037
Molecular Formula
C6H10OS2
Formula Weight
162.27
MOL File
539-86-6.mol
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Allicin Property

Melting point:
25°C
Boiling point:
259°C (rough estimate)
Density 
d420 1.112
refractive index 
nD20 1.561
storage temp. 
4°C, away from moisture and light
solubility 
DMSO : 5 mg/mL (30.81 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form 
liquid
Water Solubility 
24g/L(10 ºC)
InChI
InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
InChIKey
JDLKFOPOAOFWQN-UHFFFAOYSA-N
SMILES
C(S(SCC=C)=O)C=C
LogP
1.133 (est)
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Safety

HS Code 
29329990
Toxicity
LD50 in mice (mg/kg): 60 i.v.; 120 s.c. (Cavallito, Bailey)
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
15570
Product name
Allicin
Purity
≥98%
Packaging
500μg
Price
$275
Updated
2024/03/01
Cayman Chemical
Product number
15570
Product name
Allicin
Purity
≥98%
Packaging
1mg
Price
$521
Updated
2024/03/01
Usbiological
Product number
441175
Product name
Allicin
Packaging
1mg
Price
$566
Updated
2021/12/16
TRC
Product number
A543500
Product name
Allicin(~80%)
Packaging
25mg
Price
$1190
Updated
2021/12/16
Usbiological
Product number
299898
Product name
Allicin
Packaging
1g
Price
$276
Updated
2021/12/16
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Allicin Chemical Properties,Usage,Production

Description

Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible of the characteristical fiavour of the bulbs.

Description

Allicin is a natural product originally isolated from A. sativum that has wide-ranging biological effects including antioxidative, anticancer, antimicrobial, and antifungal activities. It inhibits the cysteine proteases cathepsin B and L, facipain 2, and rhodesain with Ki values of 8.6 and 9.3, 1.04, and 5.31 μM, respectively. It shows antiparasitic activity against P. falciparum (IC50 = 5.2 μM) and T. b. brucei (IC50 = 13.8 μM), the parasites that cause malaria and African sleeping sickness, respectively. Allicin (5-10 μM) dose-dependently inhibits cell adhesion, invasion, and migration in various lung adenocarcinoma cell lines. It also alters the balance of tissue inhibitors of matrix metalloproteinases (TIMPs) and matrix metalloproteinases (MMPs), decreases phosphorylation of Akt, and decreases PI3K/Akt signaling.

Chemical Properties

Light yellow oily liquid

Physical properties

Appearance: Light yellow powder or light yellow oily liquid, with strong irritating odor. Unstable and light, heat, and organic solvents will easily degrade it into a variety of sulfur-containing organic compounds. Solubility: Its solubility is about 2.5% in the 10?°C water. Soluble in ethanol, ether, benzene, and other organic solvents. Boiling point: 80–85?°C (0.2?kPa). Relative density of d20?=?1.112; refractive index nD 20 ?=?1.561.

History

As the main active substance of garlic, garlic was separated by Cavallito and Bailey in 1944 from crushed garlic. Cavallito firstly clarified the physical properties and chemical structure of the scent of garlic.
Fresh garlic does not contain free allicin but only its precursor material alliin. When the garlic undergoes physical mechanical crushing, garlic alliinase is activated and catalyzes the breakdown of alliin into allicin.
The reported preparation methods of allicin contain extraction, biosynthesis, and chemical synthesis. Chemical synthesis starts from raw material of diallyldisulfides, m-chloroperoxy benzoic acid to get crude allicin. According to the United States patent report, biosynthesis preparation of allicin comes from natural sources or synthetic, after it is made into a certain concentration of aqueous solution, it is converted into allicin by reaction with alliinase. Extraction of allicin with low boiling nonpolar solvent can acquire pure allicin, but it must be stored at ?70?°C to prevent from decomposing.

Uses

Allicin is naturally formed by the action of the enzyme allicinase on alliin when the tissue of the garlic bulb is disrupted. Allicin shows antibacterial activity.

Definition

An antibacterial substance extracted from garlic (allium).

Indications

This product conforms to the national standards for chemical drugs. The current clinical used forms are allicin injection, garlic instant kelp capsule, etc. It is used clinically mainly for anti-pathogenic microbial infection, anti-tumor, and anti-dilation of blood vessels. It could also be used for the treatment of periodontitis and ulcerative colitis.

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 8295, 1984 DOI: 10.1021/ja00338a049

Contact allergens

Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible for the characteristic flavor of the bulbs and has immunomodulating and antibacterial properties.

Pharmacology

Allicin has a broad spectrum of pharmacological activities, such as antibacterial, antiviral, anticancer, decreasing the blood pressure, and inhibition of platelet aggregation.
2. The Effect on Heart and Cerebral Vessels Allicin exerts a protective effect on the heart and cerebral vessels through reducing plasma total cholesterol, lowering blood pressure, inhibition of platelet activity, and reducing hematocrit and blood viscosity. Allicin increases the activity of inducible nitric oxide synthetase (iNOS) and boosts the NO level, which results in the vasodilation. In vitro study also found that allicin’s vasodilation is related to NO, and allicin can improve the level of iNOS and NO in platelet and placental villi as well as choriocarcinoma. In addition, allicin administration effectively reverses hyperlipidemia and atherosclerosis, inhibits lipid peroxidation, and reduces the level of glutathione decomposition and superoxide dismutase and peroxidase activity in high cholesterol-fed rats.
3. Anticancer Allyl sulfide, the active ingredient of allicin, shows anticancer effect. Epidemiological investigation and experimental studies have shown that allicin has a significant inhibitory effect on gastric, colon, liver, and lung cancers. Experimental results show that allicin improves the cellular immune function of cancer patients. Alliin is the precursor of allicin, which also has significant antitumor activity. In the 1980s, it was found that the growth of S180 tumor in mice was significantly inhibited by alliin injection or garlic thionine. Meanwhile, alliin could selectively inhibit the reduction synthesis of reduced glutathione (GSH)-dependent prostaglandin E2?in gland cells.

Anticancer Research

For allicin, a reduction of tumoral cell proliferation was reported by Misharina et al.(2013).

Clinical Use

Allicin shows inhibitory effects on infections caused by bacteria, fungi, and virus. Clinical studies reported that allicin has cured 23 Candida albicans-infected patients . Combining allicin with surgery had cured ten patients with maxillary sinus aspergillosis. Good results for the treatment of chronic gastritis, peptic ulcer, chronic colitis, and fatty liver were achieved after allicin administration. Allicin is also capable of eliminating oxygen free radical ion. In addition, allicin can reduce the nitrite- and nitrate-reducing bacteria, and taking garlic could benefit chronic symptoms in stomach, such as stomach discomfort, fullness pain, acid reflux, heating, burning and loss of appetite, and so on.

target

ROS | ERK | p38MAPK | Caspase | IL Receptor | TNF-α | IkB | Antifection | IKK

Allicin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Allicin manufacturers

Hebei Dangtong Import and export Co LTD
Product
Allicin 539-86-6
Price
US $8.00-6.00/g
Min. Order
1g
Purity
99%
Supply Ability
500
Release date
2023-09-14
Hebei Kangcang new material Technology Co., LTD
Product
Allicin 539-86-6
Price
US $9.00-70.00/g
Min. Order
10g
Purity
99%
Supply Ability
10 tons
Release date
2024-03-27
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Allicin 539-86-6
Price
US $5.00/kg
Min. Order
1kg
Purity
99.92%
Supply Ability
50000tons
Release date
2024-04-24

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