Allicin supplier | CasNO.539-86-6

Name
Allicin
EINECS 208-727-7
CAS No. 539-86-6
Article Data41
CAS DataBase
Density 1.148 g/cm³
Solubility slightly soluble in ethanol, insoluble in water, glycerin and propylene glycol
Melting Point 25°C
Formula C₆H₁₀OS₂
Boiling Point 248.6 °C at 760 mmHg
Molecular Weight 162.277
Flash Point 104.2 °C
Transport Information
Appearance Clear to slightly yellow liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Propene-1-sulfinothioicacid, S-2-propen-1-yl ester;2-Propene-1-sulfinicacid, thio-, S-allyl ester (7CI,8CI);2-Propene-1-sulfinothioic acid,S-2-propenyl ester (9CI);Alliosan;Diallylthiosulfinate;Thio-2-propene-1-sulfinic acid S-allyl ester;
PSA 61.58000
LogP 2.62100

Synthetic route

: 17795-27-6
S‐allyl‐L‐cysteine sulfoxide

: 539-86-6
allicin

Conditions

Conditions	Yield
With water extract of garlic In water at 20℃; Enzymatic reaction;	99%

: 2179-57-9
diallyl disulphide

: 539-86-6
allicin

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at -50 - -20℃; for 0.75h; Product distribution / selectivity; Inert atmosphere;	96%
With Peroxyformic acid In methanol at 0℃; for 0.25h; Reagent/catalyst;	92%
With peracetic acid; sodium carbonate In chloroform at 0℃; 1.) 30 min; 2.) 30 min;	90%

: C14H30OSSi

: 539-86-6
allicin

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78℃; for 3h;	71%

: C13H28OSSi

: 539-86-6
allicin

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78℃; for 3h; Reagent/catalyst; Solvent; Temperature;	64%

: C10H22OSSi

: 539-86-6
allicin

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78℃; for 3h; Reagent/catalyst; Solvent; Temperature;	29%

: 79-21-0
peracetic acid

: 2179-57-9
diallyl disulphide

: 67-66-3
chloroform

: 539-86-6
allicin

...Expand

: 93-59-4
Perbenzoic acid

: 2179-57-9
diallyl disulphide

: 67-66-3
chloroform

: 539-86-6
allicin

...Expand

: 556-27-4, 17795-26-5, 17795-27-6, 21593-55-5, 112319-21-8
S-allyl-L-cysteine sulfoxide

: 539-86-6
allicin

Conditions

Conditions	Yield
enzymatischer Abbau durch Alliinase; (+)(2R)-2-amino-3-allylsulfinyl-propionic acid;
durch Einwirkung von Alliinase;
alliinase rich garlic juice extract at 30℃; for 3h; Product distribution / selectivity; Enzymatic reaction;
With Petiveria alliacea L. alliinase; Petiveria alliacea lachrymatory factor synthase; pyridoxal 5'-phosphate; NAD at 20℃; for 0.333333h; pH=8; aq. phosphate buffer;

: 1072-43-1
propylene sulphide

: 539-86-6
allicin

Conditions

Conditions	Yield
With sodium periodate

: 21593-77-1, 49621-03-6
S-allyl cysteine

A: 2179-57-9
diallyl disulphide

B: 539-86-6
allicin

C: 29418-05-1
bis-2-propenyl thiosulfonate

D: 113-24-6
sodium pyruvate

Conditions

Conditions	Yield
With nitrogen(II) oxide In water for 24h; Ambient temperature; Yield given. Yields of byproduct given;

...Expand

: 21593-77-1, 49621-03-6
S-allyl cysteine

A: 2179-57-9
diallyl disulphide

B: 539-86-6
allicin

C: 29418-05-1
bis-2-propenyl thiosulfonate

D: 127-17-3
2-oxo-propionic acid

Conditions

Conditions	Yield
With nitrogen(II) oxide; trifluoroacetic acid In water for 5h; Mechanism; Ambient temperature; other time; also in absence of CF3COOH;

...Expand

: 106-95-6
allyl bromide

: 539-86-6
allicin

Conditions

Conditions	Yield
With sodium hydrogensulfide; dihydrogen peroxide Yield given. Multistep reaction;

: 556-27-4
Alliin

: 539-86-6
allicin

Conditions

Conditions	Yield
With immobilized alliinase
Immobilized alliinase column;
With alliinase In water at 25 - 35℃; for 0.5h; pH=6.5 - 8.5; Time; Enzymatic reaction; Inert atmosphere;

: 870-23-5
prop-2-ene-1-thiol

A: 2179-57-9
diallyl disulphide

B: 539-86-6
allicin

Conditions

Conditions	Yield
With dihydrogen peroxide for 0.25h; Product distribution / selectivity;

: 1195577-61-7
(S)-allyl-L-cysteine sulfoxide

A: 539-86-6
allicin

B: 127-17-3
2-oxo-propionic acid

Conditions

Conditions	Yield
With alliinase In water at 25 - 35℃; for 0.5h; pH=6.5 - 8.5; Enzymatic reaction; Inert atmosphere;

: 556-27-4, 17795-26-5, 17795-27-6, 21593-55-5, 112319-21-8
S-allyl-L-cysteine sulfoxide

A: 539-86-6
allicin

B: 127-17-3
2-oxo-propionic acid

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; water; Allium sativum alliinase Enzymatic reaction;

: 539-86-6
allicin

: 401567-22-4
6-(trifluoromethyl)benzo[d]thiazole-2-thiol

: 2-(allyldisulfanyl)-6-(trifluoromethyl)benzo[d]thiazole

Conditions

Conditions	Yield
In methanol at 20℃;	97%

: 539-86-6
allicin

: 120-53-6
6-ethoxy-2-mercaptobenzothiazole

: 2-(allyldisulfanyl)-6-ethoxybenzo[d]thiazole

Conditions

Conditions	Yield
In methanol at 20℃;	95%

: 539-86-6
allicin

: 52-89-1
l-cysteine hydrochloride

: 2281-22-3
(R)-2-amino-3-(allyldithio)propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water for 0.33h;	90%
With sodium hydrogencarbonate
With sodium hydrogencarbonate In water for 0.33h; pH=6;	480 mg

: 2268-79-3
2-mercapto-6-methylbenzothiazole

: 539-86-6
allicin

: 2-(allyldisulfanyl)-6-methylbenzo[d]thiazole

Conditions

Conditions	Yield
In methanol at 20℃;	90%

: 539-86-6
allicin

: 149-30-4
2-Mercaptobenzothiazole

: 2-(allyldisulfanyl)benzothiazole

Conditions

Conditions	Yield
In methanol at 20℃;	90%

: 539-86-6
allicin

: 15639-75-5
6-mercaptopurine riboside

: S-allylthio-6-mercaptopurine riboside

Conditions

Conditions	Yield
In ethanol for 4h; pH=7.2; aq. phosphate buffer;	85%
In ethanol; water at 4℃; for 4h; pH=7.2; Phosphate buffer;	85%

: 539-86-6
allicin

: 157930-09-1, 157930-10-4, 157930-11-5, 157930-13-7, 157930-14-8
6-Mercaptopurine

: 1146104-41-7
S-allylthio-6-mercaptopurine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water pH=8.0 - 8.4;	80%
With sodium hydrogencarbonate In ethanol; water at 20℃; for 10h; pH=8 - 8.4;	80%
In ethanol at 20℃; pH=6.5; aq. phosphate buffer;

: 539-86-6
allicin

: 184826-39-9
(3,5,6-Trimethyl-pyrazin-2-yl)-methanethiol

: 2-((allyldisulfanyl)methyl)-3,5,6-trimethylpyrazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 60℃; for 10h; pH=8 - 8.4;	49%

: 539-86-6
allicin

: 51618-29-2
6-chloro-2-mercaptobenzothiazole

: 2-(allyldisulfanyl)-6-chlorobenzo[d]thiazole

Conditions

Conditions	Yield
In methanol at 20℃;	40%

: 539-86-6
allicin

: 22876-20-6
6-chloro-2-mercaptobenzoxazole

: 2-(allyldisulfanyl)-6-chlorobenzoxazole

Conditions

Conditions	Yield
In methanol at 20℃;	40%

: 539-86-6
allicin

: 49559-83-3
2-mercapto-5-metossi-benzossazolo

: 2-(allyldisulfanyl)-5-methoxybenzoxazole

Conditions

Conditions	Yield
In methanol at 20℃;	31%

: 539-86-6
allicin

: 100-53-8
phenylmethanethiol

: 1-allyl-2-benzyldisulfane

Conditions

Conditions	Yield
In methanol at 20℃;	30%

: 539-86-6
allicin

: 67-03-8
Thiamine hydrochloride

: 554-44-9
N-(2-allyldisulfanyl-4-hydroxy-1-methyl-but-1-en-t-yl)-N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-formamide

Conditions

Conditions	Yield
With sodium hydroxide; ethanol; water bei pH 8;

: 2179-57-9
diallyl disulphide

: 539-86-6
allicin

A: 2-(2',3'-dithia-5'-hexenyl)-3,4-dihydro-2H-thiopyran

B: 3-(2',3'-dithia-5'-hexenyl)-3,4-dihydro-2H-thiopyran

Conditions

Conditions	Yield
at 100℃; for 0.25h; Product distribution; Mechanism; copyrolysis;	A 0.22 % Chromat. B 0.26 % Chromat.

...Expand

: 52-90-4
L-Cysteine

: 539-86-6
allicin

: 2281-22-3
(R)-2-amino-3-(allyldithio)propionic acid

Conditions

Conditions	Yield
In water 1.) r.t., 40 min, 2.) 0 deg C, overnight; Yield given;
In water for 0.5h;	5.7 mmol
In water at 23 - 25℃;
In water at 20℃; for 2h;

: 539-86-6
allicin

A: 62488-53-3
3-vinyl-4H-<1,2>-dithiin

B: 2179-57-9
diallyl disulphide

C: 2050-87-5
diallyl trisulfide

D: 80028-57-5
2‐ethenyl‐4H‐1,3‐dithiine

Conditions

Conditions	Yield
In chloroform-d1 at 25℃; for 144h;	A 0.008 g B 0.03 g C 0.01 g D 0.015 g

...Expand

: 539-86-6
allicin

A: 62488-53-3
3-vinyl-4H-<1,2>-dithiin

B: 2179-57-9
diallyl disulphide

C: 2050-87-5
diallyl trisulfide

D: 80028-57-5
2‐ethenyl‐4H‐1,3‐dithiine

E: 92285-00-2
(Z)-ajoene

F: 92284-99-6
(E)-ajoene

Conditions

Conditions	Yield
at 37℃; for 48h; Product distribution; other temperatures, other times;

...Expand

: 539-86-6
allicin

A: 104228-61-7
4,5,9-trithiadodeca-1,11-diene 9-oxide

B: 92284-99-6
(E)-ajoene

Conditions

Conditions	Yield
With acetic acid at 25℃; for 120h;	A 0.220 g B 0.024 g

: 539-86-6
allicin

A: 92285-00-2
(Z)-ajoene

B: 92284-99-6
(E)-ajoene

Conditions

Conditions	Yield
In water; acetone at 63 - 64℃; for 4h; Mechanism; Product distribution; Heating; in water-benzene, 37 deg C, 48 h;
In water; benzene at 37℃; for 48h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
In water; acetone for 4h; Heating; Yield given. Yields of byproduct given;

Allicin Chemical Properties

Structure of Allicin (CAS NO.539-86-6):

IUPAC Name: 3-prop-2-enylsulfinylsulfanylprop-1-ene
Empirical Formula: C₆H₁₀OS₂
Molecular Weight: 162.273
EINECS: 208-727-7
Index of Refraction: 1.567
Molar Refractivity: 46.15 cm³
Molar Volume: 141.2 cm³
Polarizability: 18.29×10^-24cm³
Surface Tension: 47.3 dyne/cm
Density: 1.148 g/cm³
Flash Point: 104.2 °C
Enthalpy of Vaporization: 46.61 kJ/mol
Boiling Point: 248.6 °C at 760 mmHg
Vapour Pressure: 0.0379 mmHg at 25°C
Product Categories: plant extract
Canonical SMILES: C=CCSS(=O)CC=C
InChI: InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
InChIKey: JDLKFOPOAOFWQN-UHFFFAOYSA-N

Allicin History

Allicin is an organic compound obtained from garlic. It is also obtainable from onions, and other species in the family Alliaceae. It was first isolated and studied in the laboratory by Chester J. Cavallito in 1944.

Allicin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	60mg/kg (60mg/kg)		Journal of the American Chemical Society. Vol. 66, Pg. 1950, 1944.
mouse	LD50	subcutaneous	120mg/kg (120mg/kg)		Journal of the American Chemical Society. Vol. 66, Pg. 1950, 1944.

Allicin Specification

Allicin , its cas register number is 64058-30-6. It also can be called 4-04-00-00007 (Beilstein Handbook Reference) ; Allylthiosulphinic acid allyl ester ; Diallyl thiosulfinate ; Diallyldisulfid-S-oxid ; Thio-2-propene-1-sulfinic acid S-allyl ester .

Product Name

Allicin

Synthetic route

Allicin Chemical Properties

Allicin History

Allicin Toxicity Data With Reference

Allicin Specification

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