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Showing metabocard for Ajoene (HMDB0033566)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:18:04 UTC
Update Date2022-03-07 02:53:46 UTC
HMDB IDHMDB0033566
Secondary Accession Numbers
  • HMDB33566
Metabolite Identification
Common NameAjoene
DescriptionAjoene is found in onion-family vegetables. Ajoene is isolated from garlic (Allium sativum) extracts. Nutriceutical with anti-cancer properties Ajoene is a chemical compound available from garlic (Allium sativum). The name (and pronunciation) is derived from "ajo", the Spanish word for garlic. It is found as a mixture of two isomers, E-, and Z- 4,5,9-trithiadodeca-1,6,11-triene 9-oxide. Ajoene, an unsaturated disulfide, is formed from the bonding of three allicin molecules. Allicin is a sulfinyl compound that gives garlic its strong odor and flavor. The release of allicin occurs after a garlic clove is crushed or finely chopped. Subsequent formation of ajoene occurs when allicin is dissolved in various solvents including edible oils. Ajoene is also found in garlic extract. Ajoene is most stable and most abundant in macerate of garlic (chopped garlic in edible oil)
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033566 (Ajoene)

  Mrv0541 05061307122D          

 13 12  0  0  0  0            999 V2000
   -2.6664    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    2.5559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.9059    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  6  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0033566 (Ajoene)

HMDB0033566
     RDKit          3D
Ajoene
 27 26  0  0  0  0  0  0  0  0999 V2000
    6.1138    0.3398    1.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708   -0.1643    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    0.0722    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515   -1.5185    0.2513 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -1.2696    0.0466 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -1.2593   -1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335   -0.4435   -1.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.4086   -0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847   -0.0463   -0.8668 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8632   -1.5263   -0.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.9222    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0467    0.4982    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5910   -0.0141    1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    0.9259    2.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899    0.1805    1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9713   -0.7533   -0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602    0.5180   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110    0.7823    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -1.9145   -2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122   -0.3810   -3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385    0.2956    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9975    1.4901   -1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909    0.7002    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972    1.9999    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6174    0.6142   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6388   -0.3377    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9868   -0.1192    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  3
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
M  END
Download

3D SDF for HMDB0033566 (Ajoene)

  Mrv0541 05061307122D          

 13 12  0  0  0  0            999 V2000
   -2.6664    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    2.5559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.9059    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  6  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033566

> <DATABASE_NAME>
hmdb

> <SMILES>
C=CCSS\C=C/CS(=O)CC=C

> <INCHI_IDENTIFIER>
InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5-

> <INCHI_KEY>
IXELFRRANAOWSF-ALCCZGGFSA-N

> <FORMULA>
C9H14OS3

> <MOLECULAR_WEIGHT>
234.402

> <EXACT_MASS>
234.02067714

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.80598183598837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[(1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl]disulfanyl}prop-1-ene

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.6583815063333331

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.617060635165

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.01318253603882

> <JCHEM_PKA_STRONGEST_BASIC>
-6.574096816323368

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
69.00370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl]disulfanyl}prop-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033566 (Ajoene)

HMDB0033566
     RDKit          3D
Ajoene
 27 26  0  0  0  0  0  0  0  0999 V2000
    6.1138    0.3398    1.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708   -0.1643    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    0.0722    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515   -1.5185    0.2513 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -1.2696    0.0466 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -1.2593   -1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335   -0.4435   -1.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.4086   -0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7847   -0.0463   -0.8668 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8632   -1.5263   -0.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296    0.9222    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0467    0.4982    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5910   -0.0141    1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    0.9259    2.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899    0.1805    1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9713   -0.7533   -0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602    0.5180   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110    0.7823    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -1.9145   -2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122   -0.3810   -3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385    0.2956    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9975    1.4901   -1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909    0.7002    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972    1.9999    0.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6174    0.6142   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6388   -0.3377    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9868   -0.1192    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  3
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
M  END
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PDB for HMDB0033566 (Ajoene)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.977   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.358   0.151   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.644   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.025  -0.619   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.025   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.310   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.691   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.691   0.151   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.025   2.461   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.357   2.461   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0      -0.976   4.771   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       0.357   4.001   0.000  0.00  0.00           S+0
HETATM   13  S   UNK     0       1.691   1.691   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    6                                                       
CONECT    4    2    8                                                       
CONECT    5    7    9                                                       
CONECT    6    3   11                                                       
CONECT    7    5   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   13                                                       
CONECT   10   13                                                            
CONECT   11    6   12                                                       
CONECT   12    7   11                                                       
CONECT   13    8    9   10                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0033566 (Ajoene)

COMPND    HMDB0033566
HETATM    1  C1  UNL     1       6.114   0.340   1.434  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.471  -0.164   0.403  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.029   0.072   0.259  1.00  0.00           C  
HETATM    4  S1  UNL     1       3.151  -1.518   0.251  1.00  0.00           S  
HETATM    5  S2  UNL     1       1.065  -1.270   0.047  1.00  0.00           S  
HETATM    6  C4  UNL     1       0.543  -1.259  -1.655  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.434  -0.444  -1.997  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.027   0.409  -0.937  1.00  0.00           C  
HETATM    9  S3  UNL     1      -2.785  -0.046  -0.867  1.00  0.00           S  
HETATM   10  O1  UNL     1      -2.863  -1.526  -0.555  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.630   0.922   0.391  1.00  0.00           C  
HETATM   12  C8  UNL     1      -5.047   0.498   0.388  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.591  -0.014   1.476  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.616   0.926   2.184  1.00  0.00           H  
HETATM   15  H2  UNL     1       7.190   0.180   1.569  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.971  -0.753  -0.351  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.860   0.518  -0.751  1.00  0.00           H  
HETATM   18  H5  UNL     1       3.611   0.782   0.983  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.034  -1.914  -2.354  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.812  -0.381  -3.035  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.538   0.296   0.030  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.997   1.490  -1.203  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.191   0.700   1.374  1.00  0.00           H  
HETATM   24  H11 UNL     1      -3.497   2.000   0.207  1.00  0.00           H  
HETATM   25  H12 UNL     1      -5.617   0.614  -0.507  1.00  0.00           H  
HETATM   26  H13 UNL     1      -6.639  -0.338   1.505  1.00  0.00           H  
HETATM   27  H14 UNL     1      -4.987  -0.119   2.368  1.00  0.00           H  
CONECT    1    2    2   14   15
CONECT    2    3   16
CONECT    3    4   17   18
CONECT    4    5
CONECT    5    6
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9   21   22
CONECT    9   10   10   11
CONECT   11   12   23   24
CONECT   12   13   13   25
CONECT   13   26   27
END
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SMILES for HMDB0033566 (Ajoene)

C=CCSS\C=C/CS(=O)CC=C
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INCHI for HMDB0033566 (Ajoene)

InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl disulfide, 9ciHMDB
2-Propenyl-3-(2-propenylsulfinyl)-1-propenyl disulfideHMDB
4,5,9-Trithia-1,6,11-dodecatriene 9-oxideHMDB
4,5,9-Trithiadodeca-1,6,11-triene 9-oxideHMDB
Allyl 3-allylsulfinyl-1-propenyl disulfideHMDB
Disulfide, 2-propenyl 3-(2-propenylsulfinyl)-1-propenylHMDB
trans-AjoeneHMDB
Chemical FormulaC9H14OS3
Average Molecular Weight234.402
Monoisotopic Molecular Weight234.02067714
IUPAC Name3-{[(1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl]disulfanyl}prop-1-ene
Traditional Name3-{[(1Z)-3-(prop-2-ene-1-sulfinyl)prop-1-en-1-yl]disulfanyl}prop-1-ene
CAS Registry Number92285-01-3
SMILES
C=CCSS\C=C/CS(=O)CC=C
InChI Identifier
InChI=1S/C9H14OS3/c1-3-6-11-12-7-5-9-13(10)8-4-2/h3-5,7H,1-2,6,8-9H2/b7-5-
InChI KeyIXELFRRANAOWSF-ALCCZGGFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfoxides
Sub ClassNot Available
Direct ParentSulfoxides
Alternative Parents
Substituents
  • Allyl sulfur compound
  • Sulfoxide
  • Organic disulfide
  • Sulfenyl compound
  • Sulfinyl compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.44 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003580
KNApSAcK IDC00052510
Chemspider ID8056824
KEGG Compound IDC16757
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAjoene
METLIN IDNot Available
PubChem Compound9881148
PDB IDNot Available
ChEBI ID80707
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1631421
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Naganawa R, Iwata N, Ishikawa K, Fukuda H, Fujino T, Suzuki A: Inhibition of microbial growth by ajoene, a sulfur-containing compound derived from garlic. Appl Environ Microbiol. 1996 Nov;62(11):4238-42. [PubMed:8900018 ]
  2. Ledezma E, Apitz-Castro R: [Ajoene the main active compound of garlic (Allium sativum): a new antifungal agent]. Rev Iberoam Micol. 2006 Jun;23(2):75-80. [PubMed:16854181 ]
  3. Urbina JA, Marchan E, Lazardi K, Visbal G, Apitz-Castro R, Gil F, Aguirre T, Piras MM, Piras R: Inhibition of phosphatidylcholine biosynthesis and cell proliferation in Trypanosoma cruzi by ajoene, an antiplatelet compound isolated from garlic. Biochem Pharmacol. 1993 Jun 22;45(12):2381-7. [PubMed:8328978 ]
  4. Kaschula CH, Hunter R, Parker MI: Garlic-derived anticancer agents: structure and biological activity of ajoene. Biofactors. 2010 Jan-Feb;36(1):78-85. doi: 10.1002/biof.76. [PubMed:20108330 ]
  5. Srivastava KC, Tyagi OD: Effects of a garlic-derived principle (ajoene) on aggregation and arachidonic acid metabolism in human blood platelets. Prostaglandins Leukot Essent Fatty Acids. 1993 Aug;49(2):587-95. [PubMed:8415808 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .