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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:31:39 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037286

Secondary Accession Numbers

HMDB37286

Metabolite Identification

Common Name

Citral propylene glycol acetal

Description

Citral propylene glycol acetal belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3. Citral propylene glycol acetal is a sweet, citrus, and lemon tasting compound. Based on a literature review very few articles have been published on Citral propylene glycol acetal.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0037286
     RDKit          3D
Citral propylene glycol acetal
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.9619   -0.8565    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9940    1.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -2.2853    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283    0.0202    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.0798    0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    0.9701    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.9030   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.0891   -1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272    0.6766    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    0.6122   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    1.8087   -1.3320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153    1.4447   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    0.5527   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1019   -0.6682   -1.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.1996   -0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626   -1.3952    3.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8890   -1.2297    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    0.2126    3.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -2.0132    1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080   -2.8377    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065   -2.8499    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127    0.9289    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    0.1390   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7940   -1.0506    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.9654    0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    0.9966    1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    0.1371   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    1.8735   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    1.4674   -1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3102    0.5300    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -0.1039   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274    2.3020   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947    0.7841   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2509    1.1752   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8727   -0.8096   -2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -1.6000   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2172   -0.6578   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END


  Mrv0541 02241217542D          

 15 15  0  0  0  0            999 V2000
    2.6398    0.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437    0.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437   -0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1288   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153   -0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    0.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4418   -0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4418    0.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9134    1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037286

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1COC(O1)\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O2/c1-10(2)6-5-7-11(3)8-13-14-9-12(4)15-13/h6,8,12-13H,5,7,9H2,1-4H3/b11-8+

> <INCHI_KEY>
DWZRENGNFQNWQZ-DHZHZOJOSA-N

> <FORMULA>
C13H22O2

> <MOLECULAR_WEIGHT>
210.3126

> <EXACT_MASS>
210.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.74184791230661

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1E)-2,6-dimethylhepta-1,5-dien-1-yl]-4-methyl-1,3-dioxolane

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.669462443

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.068104170809671

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
64.1642

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1E)-2,6-dimethylhepta-1,5-dien-1-yl]-4-methyl-1,3-dioxolane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037286
     RDKit          3D
Citral propylene glycol acetal
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.9619   -0.8565    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9940    1.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -2.2853    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283    0.0202    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.0798    0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    0.9701    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.9030   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.0891   -1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272    0.6766    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    0.6122   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    1.8087   -1.3320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153    1.4447   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    0.5527   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1019   -0.6682   -1.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.1996   -0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626   -1.3952    3.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8890   -1.2297    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    0.2126    3.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -2.0132    1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080   -2.8377    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065   -2.8499    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127    0.9289    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    0.1390   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7940   -1.0506    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.9654    0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    0.9966    1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    0.1371   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    1.8735   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    1.4674   -1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3102    0.5300    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -0.1039   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274    2.3020   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947    0.7841   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2509    1.1752   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8727   -0.8096   -2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -1.6000   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2172   -0.6578   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.928   0.629   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.442   0.228   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.442  -1.312   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.928  -1.874   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.895  -0.690   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.107  -2.081   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.775  -1.312   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.562  -2.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.775   0.228   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.892  -1.312   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.228  -2.081   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.558  -1.312   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.895  -2.081   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.558   0.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.438   2.081   0.000  0.00  0.00           C+0
CONECT    1    2    5   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4                                                       
CONECT    6    3    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037286
HETATM    1  C1  UNL     1       4.962  -0.856   2.850  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.791  -0.994   1.930  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.052  -2.285   1.921  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.428   0.020   1.143  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.278  -0.080   0.222  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.270   0.970   0.585  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.081   0.903  -0.330  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.221   1.089  -1.797  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.127   0.677   0.143  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.288   0.612  -0.759  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.638   1.809  -1.332  1.00  0.00           O  
HETATM   12  C11 UNL     1      -3.815   1.445  -2.026  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.476   0.553  -0.968  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.102  -0.668  -1.584  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.443   0.200  -0.106  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.763  -1.395   3.800  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.889  -1.230   2.417  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.118   0.213   3.140  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.959  -2.013   1.996  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.308  -2.838   2.823  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.206  -2.850   0.981  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.013   0.929   1.203  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.597   0.139  -0.833  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.794  -1.051   0.211  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.755   1.965   0.366  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.984   0.997   1.635  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.128   0.137  -2.355  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.464   1.874  -2.187  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.248   1.467  -1.978  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.310   0.530   1.209  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.063  -0.104  -1.587  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.427   2.302  -2.293  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.595   0.784  -2.883  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.251   1.175  -0.433  1.00  0.00           H  
HETATM   35  H20 UNL     1      -4.873  -0.810  -2.642  1.00  0.00           H  
HETATM   36  H21 UNL     1      -4.756  -1.600  -1.054  1.00  0.00           H  
HETATM   37  H22 UNL     1      -6.217  -0.658  -1.425  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    9    9
CONECT    8   27   28   29
CONECT    9   10   30
CONECT   10   11   15   31
CONECT   11   12
CONECT   12   13   32   33
CONECT   13   14   15   34
CONECT   14   35   36   37
END

HMDB0037286
     RDKit          3D
Citral propylene glycol acetal
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.9619   -0.8565    2.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9940    1.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -2.2853    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283    0.0202    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.0798    0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    0.9701    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.9030   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.0891   -1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1272    0.6766    0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    0.6122   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    1.8087   -1.3320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153    1.4447   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    0.5527   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1019   -0.6682   -1.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.1996   -0.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626   -1.3952    3.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8890   -1.2297    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1185    0.2126    3.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -2.0132    1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080   -2.8377    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065   -2.8499    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127    0.9289    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    0.1390   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7940   -1.0506    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.9654    0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9839    0.9966    1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    0.1371   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    1.8735   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477    1.4674   -1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3102    0.5300    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -0.1039   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274    2.3020   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947    0.7841   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2509    1.1752   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8727   -0.8096   -2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -1.6000   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2172   -0.6578   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2,6-Dimethyl-1,5-heptadienyl)-4-methyl-1,3-dioxolane	HMDB
2-(2,6-Dimethyl-1,5-heptadienyl-4-methyl-1,3-dioxolane	HMDB
2-(2,6-Dimethylhepta-1,5-dienyl)-4-methyl-1,3-dioxolane	HMDB
Citral propyleneglycol acetal	HMDB
Citral, 1,2-propylene glycol acetal	HMDB

Chemical Formula

C₁₃H₂₂O₂

Average Molecular Weight

210.3126

Monoisotopic Molecular Weight

210.161979948

IUPAC Name

2-[(1E)-2,6-dimethylhepta-1,5-dien-1-yl]-4-methyl-1,3-dioxolane

Traditional Name

2-[(1E)-2,6-dimethylhepta-1,5-dien-1-yl]-4-methyl-1,3-dioxolane

CAS Registry Number

10444-50-5

SMILES

CC1COC(O1)\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C13H22O2/c1-10(2)6-5-7-11(3)8-13-14-9-12(4)15-13/h6,8,12-13H,5,7,9H2,1-4H3/b11-8+

InChI Key

DWZRENGNFQNWQZ-DHZHZOJOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxolanes

Sub Class

1,3-dioxolanes

Direct Parent

1,3-dioxolanes

Alternative Parents

Substituents

Meta-dioxolane
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cell membrane (HMDB: HMDB0037286)

Cellular substructure

Extracellular (HMDB: HMDB0037286)
Membrane (HMDB: HMDB0037286)

Source

Endogenous

Endogenous (HMDB: HMDB0037286)

Exogenous

Food

Food (HMDB: HMDB0037286)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0037286)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037286)

Nutrient

Nutrient (HMDB: HMDB0037286)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037286)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037286)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	265.00 to 266.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	4.126 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	3.15	ALOGPS
logP	3.67	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	64.16 m³·mol⁻¹	ChemAxon
Polarizability	25.74 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.203	31661259
DarkChem	[M-H]-	151.111	31661259
DeepCCS	[M+H]+	156.471	30932474
DeepCCS	[M-H]-	154.114	30932474
DeepCCS	[M-2H]-	187.948	30932474
DeepCCS	[M+Na]+	163.002	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	146.9	32859911
AllCCS	[M+NH4]+	154.3	32859911
AllCCS	[M+Na]+	155.3	32859911
AllCCS	[M-H]-	155.5	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	157.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citral propylene glycol acetal	CC1COC(O1)\C=C(/C)CCC=C(C)C	1868.6	Standard polar	33892256
Citral propylene glycol acetal	CC1COC(O1)\C=C(/C)CCC=C(C)C	1428.8	Standard non polar	33892256
Citral propylene glycol acetal	CC1COC(O1)\C=C(/C)CCC=C(C)C	1448.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Citral propylene glycol acetal GC-MS (Non-derivatized) - 70eV, Positive	splash10-05oy-9600000000-bd1799126ba195ec66cf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citral propylene glycol acetal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citral propylene glycol acetal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 10V, Positive-QTOF	splash10-03di-2970000000-10aaf2c60c59dd3f6a67	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 20V, Positive-QTOF	splash10-0cdi-4910000000-fa12956387416e882f88	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 40V, Positive-QTOF	splash10-014i-9200000000-d938b63f43ec9dbd4e74	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 10V, Negative-QTOF	splash10-0a4i-0090000000-c0b1c2cef3dc0ef5ccf8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 20V, Negative-QTOF	splash10-0a4i-9870000000-aa839686fbd640c73f4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 40V, Negative-QTOF	splash10-0mbi-3900000000-6faa264b513629df0acc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 10V, Negative-QTOF	splash10-0a4i-0590000000-7d5fe92d644559701ca5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 20V, Negative-QTOF	splash10-05fr-2920000000-e7f08caa23aaca2c7d63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 40V, Negative-QTOF	splash10-054o-9800000000-7b1f7ce479fd181918f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 10V, Positive-QTOF	splash10-03di-7960000000-3bde298e6c9458cd4ebd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 20V, Positive-QTOF	splash10-05o3-9200000000-5660a891a3cd64134187	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citral propylene glycol acetal 40V, Positive-QTOF	splash10-052f-9100000000-90570bd5da089952d7f3	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016305

KNApSAcK ID

Not Available

Chemspider ID

4495577

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5338463

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015621

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Citral propylene glycol acetal (HMDB0037286)

MOL for HMDB0037286 (Citral propylene glycol acetal)

3D MOL for HMDB0037286 (Citral propylene glycol acetal)

3D SDF for HMDB0037286 (Citral propylene glycol acetal)

3D-SDF for HMDB0037286 (Citral propylene glycol acetal)

PDB for HMDB0037286 (Citral propylene glycol acetal)

3D PDB for HMDB0037286 (Citral propylene glycol acetal)

SMILES for HMDB0037286 (Citral propylene glycol acetal)

INCHI for HMDB0037286 (Citral propylene glycol acetal)

Structure for HMDB0037286 (Citral propylene glycol acetal)

3D Structure for HMDB0037286 (Citral propylene glycol acetal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra