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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:50:43 UTC

Update Date

2021-09-23 05:50:43 UTC

HMDB ID

HMDB0302030

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9,9'-Diapo-10,9'-retro-carotene-9,9'-dione

Description

9,9'-diapo-10,9'-retro-carotene-9,9'-dione is a member of the class of compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. 9,9'-diapo-10,9'-retro-carotene-9,9'-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 9,9'-diapo-10,9'-retro-carotene-9,9'-dione can be found in a number of food items such as pepper (c. annuum), green bell pepper, orange bell pepper, and red bell pepper, which makes 9,9'-diapo-10,9'-retro-carotene-9,9'-dione a potential biomarker for the consumption of these food products.

Structure

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

HMDB0302030
     RDKit          3D
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.7342   -0.0411    2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4620    0.1483    1.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4052    0.3625    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0921    0.0780    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    0.2503   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    0.1638   -0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591    0.3433   -2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0819    0.6266   -3.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3109   -2.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.2808   -2.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.1463   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646    0.0452   -0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.0951    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360   -0.1570    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -0.1154   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.2509    0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0826   -0.2717    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -0.3952    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3124   -0.5299    2.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4340   -0.3901    0.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849    0.8947    3.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.4060    3.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486   -0.8940    2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2659   -0.1220    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255    0.4441   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.0554   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.5283   -4.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833   -0.1042   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    1.6502   -2.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.4112   -3.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2296    0.1835   -3.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    0.2826   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.0429    0.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942   -1.0888    2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591    0.0378    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.6864    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.0391   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7015   -0.3274    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888   -0.1906   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9266    0.2718    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7979   -1.5223    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975   -0.5782    2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 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
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END


  Mrv0541 02241212172D          

 20 19  0  0  0  0            999 V2000
   -6.7473    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0329    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3184    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8894    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1750    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8263    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5408    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0329    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1750    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2553    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2553    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 13 14  2  0  0  0  0
  2 15  1  0  0  0  0
  6 16  1  0  0  0  0
 11 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302030

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O2/c1-15(11-7-13-17(3)19)9-5-6-10-16(2)12-8-14-18(4)20/h5-14H,1-4H3/b9-5+,10-6+,13-7+,14-8+,15-11+,16-12+

> <INCHI_KEY>
QZHDVYDCBCWFDS-VQWIOURXSA-N

> <FORMULA>
C18H22O2

> <MOLECULAR_WEIGHT>
270.3661

> <EXACT_MASS>
270.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.382462356295065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,5E,7E,9E,11E,13E)-6,11-dimethylhexadeca-3,5,7,9,11,13-hexaene-2,15-dione

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
3.741137624000001

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.425674409142662

> <JCHEM_PKA_STRONGEST_BASIC>
-4.320657264407198

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
91.8662

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E,7E,9E,11E,13E)-6,11-dimethylhexadeca-3,5,7,9,11,13-hexaene-2,15-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302030
     RDKit          3D
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.7342   -0.0411    2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4620    0.1483    1.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4052    0.3625    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0921    0.0780    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    0.2503   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    0.1638   -0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591    0.3433   -2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0819    0.6266   -3.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3109   -2.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.2808   -2.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.1463   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646    0.0452   -0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.0951    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360   -0.1570    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -0.1154   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.2509    0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0826   -0.2717    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -0.3952    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3124   -0.5299    2.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4340   -0.3901    0.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849    0.8947    3.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.4060    3.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486   -0.8940    2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2659   -0.1220    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255    0.4441   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.0554   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.5283   -4.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833   -0.1042   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    1.6502   -2.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.4112   -3.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2296    0.1835   -3.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    0.2826   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.0429    0.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942   -1.0888    2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591    0.0378    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.6864    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.0391   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7015   -0.3274    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888   -0.1906   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9266    0.2718    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7979   -1.5223    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975   -0.5782    2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 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
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  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  O   UNK     0     -12.595   4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -11.261   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.928   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.594   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.260   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.927   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.593   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.259   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.926   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.592   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.742   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.076   5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.409   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.743   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -11.261   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.927   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.742   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.077   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.410   5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.077   3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   18                                                       
CONECT   15    2                                                            
CONECT   16    6                                                            
CONECT   17   11                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0302030
HETATM    1  C1  UNL     1       6.734  -0.041   2.716  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.462   0.148   1.281  1.00  0.00           C  
HETATM    3  O1  UNL     1       7.405   0.363   0.502  1.00  0.00           O  
HETATM    4  C3  UNL     1       5.092   0.078   0.846  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.745   0.250  -0.423  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.364   0.164  -0.789  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.959   0.343  -2.046  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.082   0.627  -3.017  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.650   0.311  -2.305  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.430   0.281  -2.548  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.651   0.146  -1.605  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.465   0.045  -0.897  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.498  -0.095   0.123  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.336  -0.157   1.571  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.749  -0.115  -0.378  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.882  -0.251   0.535  1.00  0.00           C  
HETATM   17  C16 UNL     1      -6.083  -0.272   0.026  1.00  0.00           C  
HETATM   18  C17 UNL     1      -7.308  -0.395   0.761  1.00  0.00           C  
HETATM   19  C18 UNL     1      -7.312  -0.530   2.228  1.00  0.00           C  
HETATM   20  O2  UNL     1      -8.434  -0.390   0.129  1.00  0.00           O  
HETATM   21  H1  UNL     1       7.085   0.895   3.207  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.791  -0.406   3.208  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.449  -0.894   2.836  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.266  -0.122   1.548  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.525   0.444  -1.143  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.605  -0.055  -0.044  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.578   0.528  -4.026  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.883  -0.104  -2.964  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.421   1.650  -2.887  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.724   1.411  -3.148  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.230   0.183  -3.623  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.632   0.283  -2.633  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.444  -0.043   0.163  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.694  -1.089   2.018  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.259   0.038   1.853  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.915   0.686   2.049  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.905  -0.039  -1.419  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.702  -0.327   1.575  1.00  0.00           H  
HETATM   39  H19 UNL     1      -6.189  -0.191  -1.080  1.00  0.00           H  
HETATM   40  H20 UNL     1      -7.927   0.272   2.723  1.00  0.00           H  
HETATM   41  H21 UNL     1      -7.798  -1.522   2.460  1.00  0.00           H  
HETATM   42  H22 UNL     1      -6.298  -0.578   2.619  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8    9
CONECT    8   27   28   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   13   14   15   15
CONECT   14   34   35   36
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   20   20
CONECT   19   40   41   42
END

HMDB0302030
     RDKit          3D
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.7342   -0.0411    2.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4620    0.1483    1.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4052    0.3625    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0921    0.0780    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447    0.2503   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    0.1638   -0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591    0.3433   -2.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0819    0.6266   -3.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3109   -2.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.2808   -2.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.1463   -1.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646    0.0452   -0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.0951    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360   -0.1570    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -0.1154   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8821   -0.2509    0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0826   -0.2717    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3083   -0.3952    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3124   -0.5299    2.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4340   -0.3901    0.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0849    0.8947    3.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.4060    3.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486   -0.8940    2.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2659   -0.1220    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255    0.4441   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.0554   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.5283   -4.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833   -0.1042   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    1.6502   -2.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.4112   -3.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2296    0.1835   -3.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325    0.2826   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.0429    0.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942   -1.0888    2.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591    0.0378    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.6864    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.0391   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7015   -0.3274    1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888   -0.1906   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9266    0.2718    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7979   -1.5223    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975   -0.5782    2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 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
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂O₂

Average Molecular Weight

270.3661

Monoisotopic Molecular Weight

270.161979948

IUPAC Name

(3E,5E,7E,9E,11E,13E)-6,11-dimethylhexadeca-3,5,7,9,11,13-hexaene-2,15-dione

Traditional Name

(3E,5E,7E,9E,11E,13E)-6,11-dimethylhexadeca-3,5,7,9,11,13-hexaene-2,15-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H22O2/c1-15(11-7-13-17(3)19)9-5-6-10-16(2)12-8-14-18(4)20/h5-14H,1-4H3/b9-5+,10-6+,13-7+,14-8+,15-11+,16-12+

InChI Key

QZHDVYDCBCWFDS-VQWIOURXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enones

Alternative Parents

Substituents

Enone
Acryloyl-group
Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

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	4.37	ALOGPS
logP	3.74	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.43	ChemAxon
pKa (Strongest Basic)	-4.3	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	7	ChemAxon
Refractivity	91.87 m³·mol⁻¹	ChemAxon
Polarizability	33.38 Å³	ChemAxon
Number of Rings	0	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
AllCCS	[M+H]+	171.347	32859911
AllCCS	[M+H-H2O]+	167.849	32859911
AllCCS	[M+Na]+	175.533	32859911
AllCCS	[M+NH4]+	174.597	32859911
AllCCS	[M-H]-	166.867	32859911
AllCCS	[M+Na-2H]-	167.711	32859911
AllCCS	[M+HCOO]-	168.779	32859911
DeepCCS	[M+H]+	172.361	30932474
DeepCCS	[M-H]-	170.003	30932474
DeepCCS	[M-2H]-	203.403	30932474
DeepCCS	[M+Na]+	178.63	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C	2662.4	Semi standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C	2433.9	Standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C	2669.0	Standard polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C)O[Si](C)(C)C	2742.4	Semi standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C)O[Si](C)(C)C	2546.4	Standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C)O[Si](C)(C)C	2618.8	Standard polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C(C)(C)C	2870.4	Semi standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C(C)(C)C	2667.1	Standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,1TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(C)=O)O[Si](C)(C)C(C)(C)C	2766.1	Standard polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3143.5	Semi standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3003.5	Standard non polar	33892256
9,9'-Diapo-10,9'-retro-carotene-9,9'-dione,2TBDMS,isomer #1	C=C(/C=C/C=C(C)/C=C/C=C/C(C)=C/C=C/C(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2784.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 10V, Positive-QTOF	splash10-0fk9-0190000000-3d8876c2dd9c89245a1b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 20V, Positive-QTOF	splash10-0fki-2980000000-7941121872290eee0cf7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 40V, Positive-QTOF	splash10-0pvi-7910000000-c1480e7aadc914ba0970	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 10V, Negative-QTOF	splash10-014i-0090000000-70be7995c39bdbaa6b43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 20V, Negative-QTOF	splash10-014i-0090000000-b0ff0aa166399a3a64d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 40V, Negative-QTOF	splash10-0udl-3590000000-1ad9fcef633ad554424d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 10V, Positive-QTOF	splash10-0fk9-0390000000-059d9808532e7587f0b3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 20V, Positive-QTOF	splash10-0frj-2940000000-0b7c4f4191ac1622d24d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 40V, Positive-QTOF	splash10-0aou-1920000000-ce26410778f3a91ccbdb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 10V, Negative-QTOF	splash10-014i-0090000000-61138748f20e0d2ddf85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 20V, Negative-QTOF	splash10-0690-2290000000-fe6fab7196caac31ccd5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione 40V, Negative-QTOF	splash10-0bti-4790000000-ff015b2e5edc9239a8b6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001767

KNApSAcK ID

C00022194

Chemspider ID

59696652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101716227

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for 9,9'-Diapo-10,9'-retro-carotene-9,9'-dione (HMDB0302030)

MOL for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

3D MOL for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

3D SDF for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

3D-SDF for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

PDB for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

3D PDB for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

SMILES for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

INCHI for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

Structure for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

3D Structure for HMDB0302030 (9,9'-Diapo-10,9'-retro-carotene-9,9'-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra