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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:40 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002193

Secondary Accession Numbers

HMDB02193

Metabolite Identification

Common Name

E,e-Carotene-3,3'-dione

Description

Carotene-3,3'-dione is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048 , 15003396 ).

Structure

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


  Mrv1652304202019462D          

 42 43  0  0  0  0            999 V2000
   -3.5724   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -6.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -7.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0013    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679    6.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117    7.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  7  1  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  2  0  0  0  0
 11  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
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 27 25  2  0  0  0  0
 28 27  1  0  0  0  0
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 31 30  2  0  0  0  0
 32 31  1  0  0  0  0
 33 29  1  0  0  0  0
 34 32  1  0  0  0  0
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 36 35  2  0  0  0  0
 37 34  1  0  0  0  0
 38 36  1  0  0  0  0
 39 38  1  0  0  0  0
 39 34  1  0  0  0  0
 40 34  1  0  0  0  0
 41 38  2  0  0  0  0
 42 35  1  0  0  0  0
M  END

HMDB0002193
     RDKit          3D
E,e-Carotene-3,3'-dione
 94 95  0  0  0  0  0  0  0  0999 V2000
  -11.9248    2.7367    1.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9789    1.3466    1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4591    0.3784    2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5082   -0.9770    1.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6825   -1.9424    2.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3412   -1.2581    0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4072    0.0540   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.8058    0.5642   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4465    1.0251    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1320    0.3509    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0013    0.8266   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2010   -2.0497   -1.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7965   -0.8124   -2.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5080   -4.2544   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5888   -3.3158    0.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4155    1.1889   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7297    0.9051   -1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1758    1.1701   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9516   -0.4316    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1916   -0.3101   -1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5779    1.3239    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9967    2.3743    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
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  7 10  1  0
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 42 93  1  0
 42 94  1  0
M  END


  Mrv1652304202019462D          

 42 43  0  0  0  0            999 V2000
   -3.5724   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -6.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -7.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679    6.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0117    7.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  7  1  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  2  0  0  0  0
 11  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 21  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  2  0  0  0  0
 30 29  1  0  0  0  0
 31 30  2  0  0  0  0
 32 31  1  0  0  0  0
 33 29  1  0  0  0  0
 34 32  1  0  0  0  0
 35 32  1  0  0  0  0
 36 35  2  0  0  0  0
 37 34  1  0  0  0  0
 38 36  1  0  0  0  0
 39 38  1  0  0  0  0
 39 34  1  0  0  0  0
 40 34  1  0  0  0  0
 41 38  2  0  0  0  0
 42 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002193

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1C(C)=CC(=O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,37-38H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+

> <INCHI_KEY>
IMFOMPZKWQBDLQ-DKLMTRRASA-N

> <FORMULA>
C40H52O2

> <MOLECULAR_WEIGHT>
564.8397

> <EXACT_MASS>
564.396730908

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
71.63200392800226

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-one

> <ALOGPS_LOGP>
8.49

> <JCHEM_LOGP>
9.572451591333333

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5058655287530005

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
193.3812000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
e,e-carotene-3,3'-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002193
     RDKit          3D
E,e-Carotene-3,3'-dione
 94 95  0  0  0  0  0  0  0  0999 V2000
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 41 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 42 94  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      -6.668 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002 -13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336 -10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668 -10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.167 -12.661   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.622 -13.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  -8.470   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -10.669 -13.090   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.335 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001   6.160   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001   7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335  10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  10.780   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.667   8.470   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  12.320   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002  10.010   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.336  10.780   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.167  12.661   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.336  12.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.002  13.090   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.622  13.450   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      10.669  13.090   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.002   8.470   0.000  0.00  0.00           C+0
CONECT    1    2    6    7    8                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1   11                                                  
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    5                                                            
CONECT   10    3                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   13                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   21                                                       
CONECT   20   18                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   34   35                                                  
CONECT   33   29                                                            
CONECT   34   32   37   39   40                                             
CONECT   35   32   36   42                                                  
CONECT   36   35   38                                                       
CONECT   37   34                                                            
CONECT   38   36   39   41                                                  
CONECT   39   38   34                                                       
CONECT   40   34                                                            
CONECT   41   38                                                            
CONECT   42   35                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

COMPND    HMDB0002193
HETATM    1  C1  UNL     1     -11.925   2.737   1.985  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.979   1.347   1.502  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.459   0.378   2.241  1.00  0.00           C  
HETATM    4  C4  UNL     1     -12.508  -0.977   1.741  1.00  0.00           C  
HETATM    5  O1  UNL     1     -12.683  -1.942   2.481  1.00  0.00           O  
HETATM    6  C5  UNL     1     -12.341  -1.258   0.265  1.00  0.00           C  
HETATM    7  C6  UNL     1     -12.407   0.054  -0.499  1.00  0.00           C  
HETATM    8  C7  UNL     1     -12.063  -0.139  -1.956  1.00  0.00           C  
HETATM    9  C8  UNL     1     -13.806   0.564  -0.387  1.00  0.00           C  
HETATM   10  C9  UNL     1     -11.446   1.025   0.158  1.00  0.00           C  
HETATM   11  C10 UNL     1     -10.132   0.351   0.410  1.00  0.00           C  
HETATM   12  C11 UNL     1      -9.001   0.827  -0.019  1.00  0.00           C  
HETATM   13  C12 UNL     1      -7.713   0.247   0.181  1.00  0.00           C  
HETATM   14  C13 UNL     1      -7.513  -1.020   0.928  1.00  0.00           C  
HETATM   15  C14 UNL     1      -6.615   0.828  -0.293  1.00  0.00           C  
HETATM   16  C15 UNL     1      -5.292   0.242  -0.096  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.145   0.729  -0.497  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.907   0.007  -0.207  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.992  -1.389   0.319  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.722   0.560  -0.407  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.474  -0.120  -0.180  1.00  0.00           C  
HETATM   22  C21 UNL     1       0.676   0.547  -0.204  1.00  0.00           C  
HETATM   23  C22 UNL     1       1.909  -0.207   0.004  1.00  0.00           C  
HETATM   24  C23 UNL     1       3.054   0.420   0.203  1.00  0.00           C  
HETATM   25  C24 UNL     1       3.091   1.896   0.242  1.00  0.00           C  
HETATM   26  C25 UNL     1       4.289  -0.398   0.050  1.00  0.00           C  
HETATM   27  C26 UNL     1       5.406   0.135   0.456  1.00  0.00           C  
HETATM   28  C27 UNL     1       6.694  -0.372   0.405  1.00  0.00           C  
HETATM   29  C28 UNL     1       7.866  -0.472   0.609  1.00  0.00           C  
HETATM   30  C29 UNL     1       7.801   1.032   1.732  1.00  0.00           C  
HETATM   31  C30 UNL     1       9.214  -0.584   0.849  1.00  0.00           C  
HETATM   32  C31 UNL     1      10.074  -0.882  -0.143  1.00  0.00           C  
HETATM   33  C32 UNL     1      11.545  -0.997   0.200  1.00  0.00           C  
HETATM   34  C33 UNL     1      12.095  -2.170  -0.579  1.00  0.00           C  
HETATM   35  C34 UNL     1      12.513  -3.395   0.117  1.00  0.00           C  
HETATM   36  C35 UNL     1      12.201  -2.050  -1.879  1.00  0.00           C  
HETATM   37  C36 UNL     1      11.797  -0.812  -2.535  1.00  0.00           C  
HETATM   38  O2  UNL     1      11.488  -0.782  -3.747  1.00  0.00           O  
HETATM   39  C37 UNL     1      11.736   0.476  -1.789  1.00  0.00           C  
HETATM   40  C38 UNL     1      12.192   0.275  -0.372  1.00  0.00           C  
HETATM   41  C39 UNL     1      13.691   0.156  -0.243  1.00  0.00           C  
HETATM   42  C40 UNL     1      11.671   1.386   0.547  1.00  0.00           C  
HETATM   43  H1  UNL     1     -12.738   2.976   2.709  1.00  0.00           H  
HETATM   44  H2  UNL     1     -12.144   3.443   1.125  1.00  0.00           H  
HETATM   45  H3  UNL     1     -10.908   2.956   2.384  1.00  0.00           H  
HETATM   46  H4  UNL     1     -12.822   0.639   3.252  1.00  0.00           H  
HETATM   47  H5  UNL     1     -13.216  -1.886   0.003  1.00  0.00           H  
HETATM   48  H6  UNL     1     -11.439  -1.854   0.037  1.00  0.00           H  
HETATM   49  H7  UNL     1     -12.608  -0.955  -2.446  1.00  0.00           H  
HETATM   50  H8  UNL     1     -10.940  -0.283  -2.008  1.00  0.00           H  
HETATM   51  H9  UNL     1     -12.250   0.775  -2.537  1.00  0.00           H  
HETATM   52  H10 UNL     1     -14.101   1.312  -1.122  1.00  0.00           H  
HETATM   53  H11 UNL     1     -14.144   0.848   0.630  1.00  0.00           H  
HETATM   54  H12 UNL     1     -14.460  -0.327  -0.654  1.00  0.00           H  
HETATM   55  H13 UNL     1     -11.343   1.933  -0.448  1.00  0.00           H  
HETATM   56  H14 UNL     1     -10.150  -0.561   0.975  1.00  0.00           H  
HETATM   57  H15 UNL     1      -9.090   1.765  -0.585  1.00  0.00           H  
HETATM   58  H16 UNL     1      -6.951  -1.762   0.266  1.00  0.00           H  
HETATM   59  H17 UNL     1      -8.461  -1.502   1.152  1.00  0.00           H  
HETATM   60  H18 UNL     1      -6.827  -0.851   1.803  1.00  0.00           H  
HETATM   61  H19 UNL     1      -6.730   1.736  -0.813  1.00  0.00           H  
HETATM   62  H20 UNL     1      -5.255  -0.711   0.463  1.00  0.00           H  
HETATM   63  H21 UNL     1      -4.151   1.646  -1.043  1.00  0.00           H  
HETATM   64  H22 UNL     1      -3.362  -1.411   1.385  1.00  0.00           H  
HETATM   65  H23 UNL     1      -3.778  -1.958  -0.253  1.00  0.00           H  
HETATM   66  H24 UNL     1      -2.033  -1.879   0.314  1.00  0.00           H  
HETATM   67  H25 UNL     1      -1.734   1.617  -0.773  1.00  0.00           H  
HETATM   68  H26 UNL     1      -0.406  -1.190   0.020  1.00  0.00           H  
HETATM   69  H27 UNL     1       0.745   1.603  -0.368  1.00  0.00           H  
HETATM   70  H28 UNL     1       1.909  -1.296   0.012  1.00  0.00           H  
HETATM   71  H29 UNL     1       2.665   2.242  -0.757  1.00  0.00           H  
HETATM   72  H30 UNL     1       4.086   2.296   0.336  1.00  0.00           H  
HETATM   73  H31 UNL     1       2.379   2.328   0.997  1.00  0.00           H  
HETATM   74  H32 UNL     1       4.244  -1.389  -0.371  1.00  0.00           H  
HETATM   75  H33 UNL     1       5.298   1.153   0.937  1.00  0.00           H  
HETATM   76  H34 UNL     1       6.528  -1.434  -0.349  1.00  0.00           H  
HETATM   77  H35 UNL     1       8.477   0.553   2.421  1.00  0.00           H  
HETATM   78  H36 UNL     1       6.814   0.919   2.022  1.00  0.00           H  
HETATM   79  H37 UNL     1       8.190   1.664   1.012  1.00  0.00           H  
HETATM   80  H38 UNL     1       9.715  -0.534   1.822  1.00  0.00           H  
HETATM   81  H39 UNL     1       9.712  -1.039  -1.137  1.00  0.00           H  
HETATM   82  H40 UNL     1      11.712  -1.082   1.260  1.00  0.00           H  
HETATM   83  H41 UNL     1      11.850  -3.650   0.951  1.00  0.00           H  
HETATM   84  H42 UNL     1      12.508  -4.254  -0.635  1.00  0.00           H  
HETATM   85  H43 UNL     1      13.589  -3.316   0.430  1.00  0.00           H  
HETATM   86  H44 UNL     1      12.635  -2.858  -2.477  1.00  0.00           H  
HETATM   87  H45 UNL     1      12.416   1.189  -2.347  1.00  0.00           H  
HETATM   88  H46 UNL     1      10.730   0.905  -1.903  1.00  0.00           H  
HETATM   89  H47 UNL     1      14.176   1.170  -0.119  1.00  0.00           H  
HETATM   90  H48 UNL     1      13.952  -0.432   0.672  1.00  0.00           H  
HETATM   91  H49 UNL     1      14.192  -0.310  -1.106  1.00  0.00           H  
HETATM   92  H50 UNL     1      12.064   1.108   1.567  1.00  0.00           H  
HETATM   93  H51 UNL     1      10.578   1.324   0.599  1.00  0.00           H  
HETATM   94  H52 UNL     1      11.997   2.374   0.230  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3    3   10
CONECT    3    4   46
CONECT    4    5    5    6
CONECT    6    7   47   48
CONECT    7    8    9   10
CONECT    8   49   50   51
CONECT    9   52   53   54
CONECT   10   11   55
CONECT   11   12   12   56
CONECT   12   13   57
CONECT   13   14   15   15
CONECT   14   58   59   60
CONECT   15   16   61
CONECT   16   17   17   62
CONECT   17   18   63
CONECT   18   19   20   20
CONECT   19   64   65   66
CONECT   20   21   67
CONECT   21   22   22   68
CONECT   22   23   69
CONECT   23   24   24   70
CONECT   24   25   26
CONECT   25   71   72   73
CONECT   26   27   27   74
CONECT   27   28   75
CONECT   28   29   29   76
CONECT   29   30   31
CONECT   30   77   78   79
CONECT   31   32   32   80
CONECT   32   33   81
CONECT   33   34   40   82
CONECT   34   35   36   36
CONECT   35   83   84   85
CONECT   36   37   86
CONECT   37   38   38   39
CONECT   39   40   87   88
CONECT   40   41   42
CONECT   41   89   90   91
CONECT   42   92   93   94
END

HMDB0002193
     RDKit          3D
E,e-Carotene-3,3'-dione
 94 95  0  0  0  0  0  0  0  0999 V2000
  -11.9248    2.7367    1.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9789    1.3466    1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4591    0.3784    2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5082   -0.9770    1.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6825   -1.9424    2.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3412   -1.2581    0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4072    0.0540   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0629   -0.1389   -1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8058    0.5642   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4465    1.0251    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1320    0.3509    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0013    0.8266   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7128    0.2467    0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5134   -1.0203    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6147    0.8277   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.2424   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1453    0.7293   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    0.0065   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9916   -1.3894    0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.5598   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -0.1199   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    0.5466   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -0.2068    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542    0.4204    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    1.8963    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -0.3976    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4064    0.1353    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944   -0.3716    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8663   -0.4716    0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8011    1.0316    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2138   -0.5845    0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -0.8818   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5448   -0.9975    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0949   -2.1704   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5133   -3.3948    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2010   -2.0497   -1.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7965   -0.8124   -2.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4878   -0.7820   -3.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7359    0.4759   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1924    0.2751   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6910    0.1557   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6713    1.3858    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7381    2.9759    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1435    3.4426    1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9079    2.9557    2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8219    0.6386    3.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2161   -1.8857    0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4388   -1.8535    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6076   -0.9545   -2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9396   -0.2826   -2.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2504    0.7747   -2.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1014    1.3124   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1437    0.8480    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4602   -0.3274   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3426    1.9331   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1502   -0.5608    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0897    1.7647   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9514   -1.7625    0.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4615   -1.5024    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272   -0.8507    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7303    1.7356   -0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2548   -0.7108    0.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1509    1.6465   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4109    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7782   -1.9576   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0334   -1.8788    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7343    1.6172   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -1.1899    0.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    1.6032   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091   -1.2965    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    2.2415   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    2.2962    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3793    2.3277    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444   -1.3891   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.1528    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -1.4339   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4767    0.5529    2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8142    0.9187    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1904    1.6636    1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7155   -0.5343    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7120   -1.0389   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7122   -1.0825    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8495   -3.6496    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5080   -4.2544   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5888   -3.3158    0.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6355   -2.8585   -2.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4155    1.1889   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7297    0.9051   -1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1758    1.1701   -0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9516   -0.4316    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1916   -0.3101   -1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0637    1.1083    1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5779    1.3239    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9967    2.3743    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
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 42 94  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₀H₅₂O₂

Average Molecular Weight

564.8397

Monoisotopic Molecular Weight

564.396730908

IUPAC Name

3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-one

Traditional Name

e,e-carotene-3,3'-dione

CAS Registry Number

28840-14-4

SMILES

C\C(\C=C\C=C(/C)\C=C\C1C(C)=CC(=O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,37-38H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+

InChI Key

IMFOMPZKWQBDLQ-DKLMTRRASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Breast milk (PMID: 9164160)
Blood (PMID: 9164160)

Cellular substructure

Extracellular (HMDB: HMDB0002193)
Membrane (HMDB: HMDB0002193)

Source

Exogenous

Exogenous (HMDB: HMDB0002193)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0002193)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.0005 g/L	ALOGPS
logP	8.49	ALOGPS
logP	9.57	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.38 m³·mol⁻¹	ChemAxon
Polarizability	71.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	249.129	31661259
DarkChem	[M-H]-	247.132	31661259
DeepCCS	[M+H]+	257.224	30932474
DeepCCS	[M-H]-	255.399	30932474
DeepCCS	[M-2H]-	288.642	30932474
DeepCCS	[M+Na]+	262.83	30932474
AllCCS	[M+H]+	254.9	32859911
AllCCS	[M+H-H2O]+	253.1	32859911
AllCCS	[M+NH4]+	256.6	32859911
AllCCS	[M+Na]+	257.1	32859911
AllCCS	[M-H]-	224.3	32859911
AllCCS	[M+Na-2H]-	227.5	32859911
AllCCS	[M+HCOO]-	231.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.77 minutes	32390414
Predicted by Siyang on May 30, 2022	40.0069 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	5399.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	1147.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	430.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	658.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1563.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1003.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	124.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	3480.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1197.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2119.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1332.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	819.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	477.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	883.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
E,e-Carotene-3,3'-dione	C\C(\C=C\C=C(/C)\C=C\C1C(C)=CC(=O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)=CC(=O)CC1(C)C	6114.6	Standard polar	33892256
E,e-Carotene-3,3'-dione	C\C(\C=C\C=C(/C)\C=C\C1C(C)=CC(=O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)=CC(=O)CC1(C)C	4562.3	Standard non polar	33892256
E,e-Carotene-3,3'-dione	C\C(\C=C\C=C(/C)\C=C\C1C(C)=CC(=O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)=CC(=O)CC1(C)C	4650.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
E,e-Carotene-3,3'-dione,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	4830.2	Semi standard non polar	33892256
E,e-Carotene-3,3'-dione,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	4431.6	Standard non polar	33892256
E,e-Carotene-3,3'-dione,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	4645.6	Standard polar	33892256
E,e-Carotene-3,3'-dione,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	4686.9	Semi standard non polar	33892256
E,e-Carotene-3,3'-dione,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	4447.5	Standard non polar	33892256
E,e-Carotene-3,3'-dione,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	4683.0	Standard polar	33892256
E,e-Carotene-3,3'-dione,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	5029.9	Semi standard non polar	33892256
E,e-Carotene-3,3'-dione,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	4631.7	Standard non polar	33892256
E,e-Carotene-3,3'-dione,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(=O)CC1(C)C	4713.2	Standard polar	33892256
E,e-Carotene-3,3'-dione,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	5101.7	Semi standard non polar	33892256
E,e-Carotene-3,3'-dione,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	4839.5	Standard non polar	33892256
E,e-Carotene-3,3'-dione,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	4786.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - E,e-Carotene-3,3'-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9313370000-589e472f03c0920eb503	2017-09-01	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 - E,e-Carotene-3,3'-dione 10V, Positive-QTOF	splash10-014i-0222390000-6ae994395029f382f398	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 20V, Positive-QTOF	splash10-03dj-0586930000-2a209a7e354b1a6d24ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 40V, Positive-QTOF	splash10-0002-1376910000-fade15ac03834455d1dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 10V, Negative-QTOF	splash10-03di-0000090000-1319b532b991390aac3e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 20V, Negative-QTOF	splash10-03di-0000090000-3f76a4a1a487715d7f82	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 40V, Negative-QTOF	splash10-0002-0222590000-a4c220a5309e1cb6372b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 10V, Positive-QTOF	splash10-00ns-0252920000-538d069861271a55bd35	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 20V, Positive-QTOF	splash10-000m-0033910000-a9c946dca619c90defcc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 40V, Positive-QTOF	splash10-01p2-0169300000-3ef4b11663ead67d3079	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 10V, Negative-QTOF	splash10-03di-0002090000-d636f866de4f9d9a2f3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 20V, Negative-QTOF	splash10-03dr-0728390000-4f87f0f3cc43c53e99e6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E,e-Carotene-3,3'-dione 40V, Negative-QTOF	splash10-006t-0529100000-e303b2ad8a2994f6fdd5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Breast Milk

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	Adult (>18 years old)	Female	Normal	9164160	details
Breast Milk	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	9164160	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

FDB112205

KNApSAcK ID

Not Available

Chemspider ID

4581802

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5471691

PDB ID

Not Available

ChEBI ID

145971

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Sliwka, Hans-Richard; Liaaen-Jensen, Synnove. Selenium carotenoids. 2 Synthesis of e,e-carotene-3,3'-dione from rhodoxanthin. Acta Chemica Scandinavica (1995), 49(11), 856-7.

Material Safety Data Sheet (MSDS)

Not Available

General References

Khachik F, Beecher GR, Goli MB, Lusby WR, Smith JC Jr: Separation and identification of carotenoids and their oxidation products in the extracts of human plasma. Anal Chem. 1992 Sep 15;64(18):2111-22. [PubMed:1416048 ]
Fraser PD, Bramley PM: The biosynthesis and nutritional uses of carotenoids. Prog Lipid Res. 2004 May;43(3):228-65. [PubMed:15003396 ]

Showing metabocard for E,e-Carotene-3,3'-dione (HMDB0002193)

MOL for HMDB0002193 (E,e-Carotene-3,3'-dione)

3D MOL for HMDB0002193 (E,e-Carotene-3,3'-dione)

3D SDF for HMDB0002193 (E,e-Carotene-3,3'-dione)

3D-SDF for HMDB0002193 (E,e-Carotene-3,3'-dione)

PDB for HMDB0002193 (E,e-Carotene-3,3'-dione)

3D PDB for HMDB0002193 (E,e-Carotene-3,3'-dione)

SMILES for HMDB0002193 (E,e-Carotene-3,3'-dione)

INCHI for HMDB0002193 (E,e-Carotene-3,3'-dione)

Structure for HMDB0002193 (E,e-Carotene-3,3'-dione)

3D Structure for HMDB0002193 (E,e-Carotene-3,3'-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra