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
- Molecular Weight:
- 162.27
- MOL File:
- 539-86-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 8:55:36
| 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 |
| color | Colorless to light yellow |
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 | |||||||||
| HS Code | 29329990 | |||||||||
| Toxicity | LD50 in mice (mg/kg): 60 i.v.; 120 s.c. (Cavallito, Bailey) | |||||||||
| NFPA 704 |
|
Allicin Chemical Properties,Uses,Production
Description
Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible of the characteristical fiavour of the bulbs.
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.
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.
Definition
An antibacterial substance extracted from garlic (allium).
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.
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.
Anticancer Research
For allicin, a reduction of tumoral cell proliferation was reported by Misharina et al.(2013).
Allicin Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Ambe Phytoextracts Private Limited | +91-1143764376 +91-1143764376 | New Delhi, India | 37 | 58 | Inquiry |
| Phytotech Extract Pvt Ltd | +91-7829650999 +91-7829650999 | Karnataka, India | 10 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Hebei ZB Gamay Biological Technology Co.,Ltd | +8617330018573 | China | 245 | 58 | Inquiry |
| Hebei Dangtong Import and export Co LTD | +8619831957301 | China | 983 | 58 | Inquiry |
| Hebei Kangcang new material Technology Co., LTD | +8615713292910 | China | 341 | 58 | Inquiry |
| Shaanxi TNJONE Pharmaceutical Co., Ltd | +8618740459177 | China | 1142 | 58 | Inquiry |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | China | 29798 | 60 | Inquiry |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21669 | 55 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9336 | 55 | Inquiry |
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