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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:30:24 UTC

Update Date

2021-09-26 22:52:01 UTC

HMDB ID

HMDB0244342

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

Description

retinal belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Based on a literature review very few articles have been published on retinal. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2z,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244342
     RDKit          3D
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-...
 49 49  0  0  0  0  0  0  0  0999 V2000
    5.3653   -0.0161   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6921   -0.2059   -0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5610   -0.2711    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094   -0.1580   -0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.2174    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -0.1158    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282    0.0558   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.1783    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -0.1546    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8942   -0.3194   -0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1131   -0.2858   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 49  1  0
M  END


  Mrv1533005011518522D          

 21 21  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  6  2  1  4  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11  9  1  4  0  0  0
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 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244342

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3

> <INCHI_KEY>
NCYCYZXNIZJOKI-UHFFFAOYSA-N

> <FORMULA>
C20H28O

> <MOLECULAR_WEIGHT>
284.443

> <EXACT_MASS>
284.214015522

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.63849552842676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

> <ALOGPS_LOGP>
6.62

> <JCHEM_LOGP>
4.855751458666667

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.061304726121949

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
96.8654

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
retinal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244342
     RDKit          3D
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-...
 49 49  0  0  0  0  0  0  0  0999 V2000
    5.3653   -0.0161   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6921   -0.2059   -0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5610   -0.2711    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094   -0.1580   -0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.2174    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -0.1158    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282    0.0558   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.1783    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -0.1546    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934   -0.0248    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3225   -0.2846    3.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    0.0309    1.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564    1.0189    0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4747    0.3488   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2351    1.3001   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -1.1412   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -0.3194   -0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1131   -0.2858   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2675   -0.1426   -2.2609 O   0  0  0  0  0  0  0  0  0  0  0  0
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 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
M  END

HEADER    PROTEIN                                 01-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-15         0                                  
HETATM    1  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      14.670   3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0244342
HETATM    1  C1  UNL     1       5.365  -0.016  -2.229  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.692  -0.206  -0.798  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.561  -0.271   0.146  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.309  -0.158  -0.324  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.194  -0.217   0.567  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.903  -0.116   0.150  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.728   0.056  -1.289  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.128  -0.178   1.147  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.328  -0.155   1.481  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.693  -0.025   0.992  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.656  -0.092   1.952  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.323  -0.285   3.388  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.101   0.031   1.631  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.156   1.019   0.457  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.475   0.349  -0.686  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.994   0.165  -0.417  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.235   1.300  -1.063  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.663  -1.141  -1.158  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.894  -0.319  -0.310  1.00  0.00           C  
HETATM   20  C20 UNL     1       8.113  -0.286  -1.031  1.00  0.00           C  
HETATM   21  O1  UNL     1       8.267  -0.143  -2.261  1.00  0.00           O  
HETATM   22  H1  UNL     1       4.702  -0.897  -2.491  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.216   0.045  -2.892  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.758   0.925  -2.352  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.697  -0.405   1.187  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.259  -0.013  -1.388  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.321  -0.350   1.648  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.111  -0.477  -1.744  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.610  -0.261  -1.900  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.588   1.146  -1.570  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.508  -0.334   2.186  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.349  -0.294   2.673  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.828  -1.249   3.612  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.746   0.528   3.839  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.277  -0.319   3.951  1.00  0.00           H  
HETATM   36  H15 UNL     1      -5.618   0.538   2.463  1.00  0.00           H  
HETATM   37  H16 UNL     1      -5.556  -0.932   1.355  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.206   1.247   0.180  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.604   1.922   0.736  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.641   0.913  -1.630  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.980  -0.632  -0.838  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.923   1.007  -2.059  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.997   2.125  -1.227  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.446   1.690  -0.420  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.362  -0.947  -2.191  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.823  -1.604  -0.613  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.539  -1.835  -1.093  1.00  0.00           H  
HETATM   48  H27 UNL     1       6.968  -0.456   0.784  1.00  0.00           H  
HETATM   49  H28 UNL     1       9.101  -0.395  -0.501  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   19   19
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7    8
CONECT    7   28   29   30
CONECT    8    9    9   31
CONECT    9   10   32
CONECT   10   11   11   16
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   18
CONECT   17   42   43   44
CONECT   18   45   46   47
CONECT   19   20   48
CONECT   20   21   21   49
END

HMDB0244342
     RDKit          3D
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-...
 49 49  0  0  0  0  0  0  0  0999 V2000
    5.3653   -0.0161   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6921   -0.2059   -0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5610   -0.2711    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094   -0.1580   -0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.2174    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -0.1158    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282    0.0558   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.1783    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -0.1546    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934   -0.0248    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -0.0918    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -0.2846    3.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    0.0309    1.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564    1.0189    0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4747    0.3488   -0.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9944    0.1655   -0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2351    1.3001   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627   -1.1412   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942   -0.3194   -0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1131   -0.2858   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2675   -0.1426   -2.2609 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022   -0.8973   -2.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    0.0453   -2.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7584    0.9247   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6973   -0.4045    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591   -0.0133   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3213   -0.3498    1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1114   -0.4765   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6098   -0.2605   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5879    1.1457   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.3335    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3490   -0.2936    2.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8281   -1.2493    3.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464    0.5278    3.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2770   -0.3191    3.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6176    0.5384    2.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -0.9318    1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2063    1.2471    0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036    1.9219    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6408    0.9130   -1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9796   -0.6321   -0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    1.0071   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9968    2.1245   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    1.6903   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617   -0.9471   -2.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -1.6036   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388   -1.8351   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9685   -0.4565    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1007   -0.3947   -0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  2 19  2  3
 19 20  1  0
 20 21  2  0
 16 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13-cis-Retinal	MeSH

Chemical Formula

C₂₀H₂₈O

Average Molecular Weight

284.443

Monoisotopic Molecular Weight

284.214015522

IUPAC Name

3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

Traditional Name

retinal

CAS Registry Number

Not Available

SMILES

CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O

InChI Identifier

InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3

InChI Key

NCYCYZXNIZJOKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoid skeleton
Diterpenoid
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

enal (CHEBI:15035 )
retinals (CHEBI:15035 )
a retinal (RETINAL )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.62	ALOGPS
logP	4.86	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.87 m³·mol⁻¹	ChemAxon
Polarizability	35.64 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
DeepCCS	[M+H]+	175.789	30932474
DeepCCS	[M-H]-	173.431	30932474
DeepCCS	[M-2H]-	206.318	30932474
DeepCCS	[M+Na]+	181.883	30932474
AllCCS	[M+H]+	174.0	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.1	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	179.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal	CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O	3063.1	Standard polar	33892256
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal	CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O	2469.4	Standard non polar	33892256
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal	CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O	2398.7	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 - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2290000000-df9d2aa7545cc60a54f9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 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 - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 10V, Positive-QTOF	splash10-00n3-1960000000-43f8c66f164764c37361	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 20V, Positive-QTOF	splash10-0609-3920000000-dbeab0a82b306761cf6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 40V, Positive-QTOF	splash10-052f-7900000000-d2bb7c1aeeb87d8833d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 10V, Negative-QTOF	splash10-0a59-0090000000-2ec2f8f314943441fa15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 20V, Negative-QTOF	splash10-0pb9-0190000000-312cebb17ccd0189ab4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 40V, Negative-QTOF	splash10-000i-1590000000-b2551eac481c0c930a4d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00022184

Chemspider ID

1041

KEGG Compound ID

Not Available

BioCyc ID

Retinals

BiGG ID

Not Available

Wikipedia Link

Retinal

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

15035

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal (HMDB0244342)

MOL for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

3D MOL for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

3D SDF for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

3D-SDF for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

PDB for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

3D PDB for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

SMILES for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

INCHI for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

Structure for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

3D Structure for HMDB0244342 ((2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra