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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:03:14 UTC

Update Date

2022-03-07 02:55:31 UTC

HMDB ID

HMDB0037794

Secondary Accession Numbers

HMDB37794

Metabolite Identification

Common Name

(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol

Description

(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol.

Structure

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

  Mrv0541 02241210342D          

 43 45  0  0  0  0            999 V2000
   -8.5790   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5790   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8652   -1.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1526   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1526   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8652   -0.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5790    0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1526    0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8652   -0.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9395   -2.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4374   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4374   -0.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070   -0.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2918   -0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5790    2.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
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 37 38  1  0  0  0  0
 37 43  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

HMDB0037794
     RDKit          3D
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-...
 97 99  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv0541 02241210342D          

 43 45  0  0  0  0            999 V2000
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   -8.5790   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0037794

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C#CC1=C(C)CC(O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H54O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(43-40)28-39(40,10)42/h11-20,23-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+

> <INCHI_KEY>
QOCBLJWPUILPNE-RQCOEWNJSA-N

> <FORMULA>
C40H54O3

> <MOLECULAR_WEIGHT>
582.855

> <EXACT_MASS>
582.407295594

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
73.53358866868268

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-yn-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

> <ALOGPS_LOGP>
8.00

> <JCHEM_LOGP>
7.750680899666668

> <ALOGPS_LOGS>
-6.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.722741218451727

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.708255276917928

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1701036063475376

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
191.88370000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.60e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-yn-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037794
     RDKit          3D
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-...
 97 99  0  0  0  0  0  0  0  0999 V2000
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  1 46  1  0
  7 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 12 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 18 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 25 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 31 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
 35 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 38 86  1  0
 38 87  1  0
 38 88  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
 40 92  1  0
 40 93  1  0
 41 94  1  0
 42 95  1  0
 43 96  1  0
 43 97  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -16.014  -0.793   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.014  -2.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.682  -3.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.352  -2.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.352  -0.793   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.682  -0.025   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -16.014   0.744   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.352   0.744   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -14.682  -1.563   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0     -12.954  -3.823   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0     -12.016  -1.563   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.016  -0.025   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.681  -0.793   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.346  -0.025   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.011  -0.793   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.346   1.517   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.676  -0.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.341  -0.793   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.006  -0.025   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.671  -0.793   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.006   1.517   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.336  -0.025   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.001  -0.793   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -0.025   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.669  -0.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.004  -0.025   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.669  -2.334   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.339  -0.793   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.674  -0.025   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.009  -0.793   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.344  -0.025   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.009  -2.334   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.679   0.744   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.014   1.517   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.349   0.744   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.682   1.517   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.682   3.055   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.349   3.823   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.014   3.055   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.679   3.823   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.014  -0.025   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.682  -0.025   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      16.014   3.823   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10   11                                             
CONECT    5    4    6    9   12                                             
CONECT    6    1    5    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2    5                                                       
CONECT   10    4                                                            
CONECT   11    4                                                            
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   28                                                       
CONECT   27   25                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30   33                                                       
CONECT   32   30                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36   41   42                                             
CONECT   36   35   37                                                       
CONECT   37   36   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   34   38   40                                                  
CONECT   40   39                                                            
CONECT   41   35                                                            
CONECT   42   35                                                            
CONECT   43   37                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

COMPND    HMDB0037794
HETATM    1  C1  UNL     1      11.778  -1.256  -1.950  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.194   0.017  -1.260  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.362   0.690  -0.541  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.984   0.274  -0.343  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.831   0.008  -0.205  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.464  -0.225  -0.090  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.463   0.673  -0.846  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.831  -1.264   0.516  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.405  -1.281   0.524  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.635  -2.283   0.977  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.235  -2.110   0.929  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.737  -0.658   0.884  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.204  -2.961   1.052  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.903  -2.405   0.967  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.298  -3.047   0.804  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.425  -2.226   0.787  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.657  -2.334   0.379  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.873  -3.728  -0.310  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.821  -1.744   0.802  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.880  -1.262   1.034  1.00  0.00           C  
HETATM   21  C21 UNL     1      -6.180  -0.649   1.381  1.00  0.00           C  
HETATM   22  C22 UNL     1      -7.130  -0.618   0.409  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.766  -1.216  -0.887  1.00  0.00           C  
HETATM   24  C24 UNL     1      -8.392   0.052   0.602  1.00  0.00           C  
HETATM   25  C25 UNL     1      -9.356   0.129  -0.267  1.00  0.00           C  
HETATM   26  C26 UNL     1     -10.618   0.838  -0.013  1.00  0.00           C  
HETATM   27  O1  UNL     1     -10.521   1.663   1.145  1.00  0.00           O  
HETATM   28  C27 UNL     1     -11.762   2.267   1.052  1.00  0.00           C  
HETATM   29  C28 UNL     1     -12.699   1.127   0.960  1.00  0.00           C  
HETATM   30  C29 UNL     1     -11.842   0.082   0.257  1.00  0.00           C  
HETATM   31  C30 UNL     1     -11.543  -1.006   1.228  1.00  0.00           C  
HETATM   32  C31 UNL     1     -12.565  -0.440  -0.962  1.00  0.00           C  
HETATM   33  C32 UNL     1     -11.670   2.898  -0.329  1.00  0.00           C  
HETATM   34  C33 UNL     1     -10.752   1.966  -1.046  1.00  0.00           C  
HETATM   35  C34 UNL     1      -9.396   2.555  -1.184  1.00  0.00           C  
HETATM   36  O2  UNL     1     -11.252   1.496  -2.269  1.00  0.00           O  
HETATM   37  C35 UNL     1      11.774   1.990   0.115  1.00  0.00           C  
HETATM   38  C36 UNL     1      10.581   2.915  -0.077  1.00  0.00           C  
HETATM   39  C37 UNL     1      11.909   1.735   1.590  1.00  0.00           C  
HETATM   40  C38 UNL     1      12.943   2.606  -0.512  1.00  0.00           C  
HETATM   41  C39 UNL     1      14.031   1.709  -0.952  1.00  0.00           C  
HETATM   42  O3  UNL     1      14.982   1.537   0.075  1.00  0.00           O  
HETATM   43  C40 UNL     1      13.609   0.407  -1.533  1.00  0.00           C  
HETATM   44  H1  UNL     1      12.668  -1.875  -2.241  1.00  0.00           H  
HETATM   45  H2  UNL     1      11.147  -1.840  -1.262  1.00  0.00           H  
HETATM   46  H3  UNL     1      11.199  -1.062  -2.870  1.00  0.00           H  
HETATM   47  H4  UNL     1       5.891  -0.062  -1.459  1.00  0.00           H  
HETATM   48  H5  UNL     1       6.981   1.392  -1.484  1.00  0.00           H  
HETATM   49  H6  UNL     1       5.796   1.185  -0.152  1.00  0.00           H  
HETATM   50  H7  UNL     1       7.496  -1.984   0.947  1.00  0.00           H  
HETATM   51  H8  UNL     1       4.819  -0.481   0.065  1.00  0.00           H  
HETATM   52  H9  UNL     1       5.113  -3.167   1.373  1.00  0.00           H  
HETATM   53  H10 UNL     1       2.250  -0.425  -0.044  1.00  0.00           H  
HETATM   54  H11 UNL     1       2.090  -0.526   1.807  1.00  0.00           H  
HETATM   55  H12 UNL     1       3.572   0.030   1.092  1.00  0.00           H  
HETATM   56  H13 UNL     1       2.503  -3.976   1.230  1.00  0.00           H  
HETATM   57  H14 UNL     1       0.748  -1.298   0.996  1.00  0.00           H  
HETATM   58  H15 UNL     1      -0.224  -4.120   0.757  1.00  0.00           H  
HETATM   59  H16 UNL     1      -1.297  -1.203   1.302  1.00  0.00           H  
HETATM   60  H17 UNL     1      -1.987  -4.377  -0.147  1.00  0.00           H  
HETATM   61  H18 UNL     1      -3.718  -4.181   0.195  1.00  0.00           H  
HETATM   62  H19 UNL     1      -3.030  -3.541  -1.355  1.00  0.00           H  
HETATM   63  H20 UNL     1      -4.318  -1.857  -0.552  1.00  0.00           H  
HETATM   64  H21 UNL     1      -4.449  -1.024   2.343  1.00  0.00           H  
HETATM   65  H22 UNL     1      -6.481  -0.238   2.301  1.00  0.00           H  
HETATM   66  H23 UNL     1      -5.940  -0.708  -1.413  1.00  0.00           H  
HETATM   67  H24 UNL     1      -6.592  -2.321  -0.734  1.00  0.00           H  
HETATM   68  H25 UNL     1      -7.624  -1.134  -1.588  1.00  0.00           H  
HETATM   69  H26 UNL     1      -8.576   0.577   1.563  1.00  0.00           H  
HETATM   70  H27 UNL     1      -9.257  -0.350  -1.245  1.00  0.00           H  
HETATM   71  H28 UNL     1     -11.988   2.989   1.839  1.00  0.00           H  
HETATM   72  H29 UNL     1     -13.546   1.433   0.269  1.00  0.00           H  
HETATM   73  H30 UNL     1     -13.090   0.736   1.895  1.00  0.00           H  
HETATM   74  H31 UNL     1     -10.708  -0.639   1.892  1.00  0.00           H  
HETATM   75  H32 UNL     1     -11.200  -1.950   0.689  1.00  0.00           H  
HETATM   76  H33 UNL     1     -12.390  -1.303   1.844  1.00  0.00           H  
HETATM   77  H34 UNL     1     -13.491   0.136  -1.144  1.00  0.00           H  
HETATM   78  H35 UNL     1     -11.976  -0.631  -1.857  1.00  0.00           H  
HETATM   79  H36 UNL     1     -12.927  -1.475  -0.683  1.00  0.00           H  
HETATM   80  H37 UNL     1     -11.345   3.937  -0.314  1.00  0.00           H  
HETATM   81  H38 UNL     1     -12.713   2.816  -0.813  1.00  0.00           H  
HETATM   82  H39 UNL     1      -8.873   2.459  -0.182  1.00  0.00           H  
HETATM   83  H40 UNL     1      -8.781   1.972  -1.937  1.00  0.00           H  
HETATM   84  H41 UNL     1      -9.396   3.635  -1.447  1.00  0.00           H  
HETATM   85  H42 UNL     1     -12.196   1.810  -2.323  1.00  0.00           H  
HETATM   86  H43 UNL     1      10.918   3.967  -0.037  1.00  0.00           H  
HETATM   87  H44 UNL     1       9.849   2.711   0.747  1.00  0.00           H  
HETATM   88  H45 UNL     1      10.097   2.658  -1.034  1.00  0.00           H  
HETATM   89  H46 UNL     1      12.580   0.876   1.843  1.00  0.00           H  
HETATM   90  H47 UNL     1      12.180   2.669   2.127  1.00  0.00           H  
HETATM   91  H48 UNL     1      10.898   1.450   1.939  1.00  0.00           H  
HETATM   92  H49 UNL     1      13.381   3.319   0.242  1.00  0.00           H  
HETATM   93  H50 UNL     1      12.593   3.282  -1.336  1.00  0.00           H  
HETATM   94  H51 UNL     1      14.631   2.307  -1.725  1.00  0.00           H  
HETATM   95  H52 UNL     1      15.344   2.396   0.339  1.00  0.00           H  
HETATM   96  H53 UNL     1      14.252  -0.467  -1.258  1.00  0.00           H  
HETATM   97  H54 UNL     1      13.662   0.555  -2.664  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3    3   43
CONECT    3    4   37
CONECT    4    5    5    5
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   47   48   49
CONECT    8    9   50
CONECT    9   10   10   51
CONECT   10   11   52
CONECT   11   12   13   13
CONECT   12   53   54   55
CONECT   13   14   56
CONECT   14   15   15   57
CONECT   15   16   58
CONECT   16   17   17   59
CONECT   17   18   19
CONECT   18   60   61   62
CONECT   19   20   20   63
CONECT   20   21   64
CONECT   21   22   22   65
CONECT   22   23   24
CONECT   23   66   67   68
CONECT   24   25   25   69
CONECT   25   26   70
CONECT   26   27   30   34
CONECT   27   28
CONECT   28   29   33   71
CONECT   29   30   72   73
CONECT   30   31   32
CONECT   31   74   75   76
CONECT   32   77   78   79
CONECT   33   34   80   81
CONECT   34   35   36
CONECT   35   82   83   84
CONECT   36   85
CONECT   37   38   39   40
CONECT   38   86   87   88
CONECT   39   89   90   91
CONECT   40   41   92   93
CONECT   41   42   43   94
CONECT   42   95
CONECT   43   96   97
END

HMDB0037794
     RDKit          3D
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-...
 97 99  0  0  0  0  0  0  0  0999 V2000
   11.7780   -1.2558   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1944    0.0169   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3621    0.6896   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9840    0.2744   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8308    0.0077   -0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4638   -0.2253   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    0.6733   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8310   -1.2640    0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4049   -1.2813    0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -2.2833    0.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346   -2.1104    0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366   -0.6577    0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2044   -2.9610    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031   -2.4052    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -3.0474    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4251   -2.2261    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571   -2.3344    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8727   -3.7281   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -1.7443    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801   -1.2617    1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1798   -0.6493    1.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1299   -0.6181    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7660   -1.2159   -0.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3917    0.0516    0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3563    0.1295   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6179    0.8377   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5208    1.6627    1.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7624    2.2668    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6989    1.1271    0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8422    0.0821    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5430   -1.0065    1.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5655   -0.4399   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6702    2.8978   -0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7523    1.9658   -1.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3963    2.5550   -1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2525    1.4964   -2.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7737    1.9897    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5812    2.9154   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9090    1.7348    1.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9434    2.6059   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0309    1.7085   -0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9816    1.5370    0.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6090    0.4072   -1.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6680   -1.8754   -2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1467   -1.8403   -1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1994   -1.0622   -2.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8914   -0.0616   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812    1.3925   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7959    1.1846   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4961   -1.9839    0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.4812    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128   -3.1668    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500   -0.4254   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0895   -0.5260    1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    0.0303    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -3.9764    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7481   -1.2976    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237   -4.1198    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2970   -1.2027    1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -4.3773   -0.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182   -4.1810    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0299   -3.5414   -1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3185   -1.8570   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4495   -1.0240    2.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4812   -0.2379    2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9397   -0.7077   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5925   -2.3207   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6238   -1.1338   -1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5764    0.5774    1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2567   -0.3499   -1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9884    2.9890    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5455    1.4329    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0900    0.7365    1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7081   -0.6395    1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1998   -1.9497    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3897   -1.3029    1.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4906    0.1363   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9759   -0.6310   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9272   -1.4749   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3449    3.9365   -0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7132    2.8158   -0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8728    2.4588   -0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7807    1.9719   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3965    3.6347   -1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1956    1.8099   -2.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9185    3.9674   -0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8490    2.7107    0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0968    2.6579   -1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5795    0.8757    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1803    2.6691    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8980    1.4504    1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3807    3.3192    0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5928    3.2817   -1.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6309    2.3072   -1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3442    2.3960    0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2521   -0.4672   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6621    0.5551   -2.6638 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
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3S,3'r,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-b,b-carotene-3',5-diol	Generator
(3S,3'r,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-β,β-carotene-3',5-diol	Generator
Diatoxanthin 3,6-epoxide	HMDB

Chemical Formula

C₄₀H₅₄O₃

Average Molecular Weight

582.855

Monoisotopic Molecular Weight

582.407295594

IUPAC Name

1-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-yn-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

Traditional Name

1-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-yn-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

CAS Registry Number

256505-52-9

SMILES

C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C#CC1=C(C)CC(O)CC1(C)C

InChI Identifier

InChI=1S/C40H54O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(43-40)28-39(40,10)42/h11-20,23-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+

InChI Key

QOCBLJWPUILPNE-RQCOEWNJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Monosaccharide
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037794)

Source

Endogenous

Endogenous (HMDB: HMDB0037794)

Animal

Animal (HMDB: HMDB0037794)

Exogenous

Food

Food (HMDB: HMDB0037794)

Aquatic origin

Mollusk

Mollusks (FooDB: FOOD00868)

Exogenous (HMDB: HMDB0037794)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037794)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037794)

Lipid metabolism pathway (HMDB: HMDB0037794)

Cellular process

Cell signaling (HMDB: HMDB0037794)

Biochemical process

Lipid transport (HMDB: HMDB0037794)

Role

Biological role

Energy source (HMDB: HMDB0037794)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037794)

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
Water Solubility	0.00046 g/L	ALOGPS
logP	8	ALOGPS
logP	7.75	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	13.71	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	191.88 m³·mol⁻¹	ChemAxon
Polarizability	73.53 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	251.384	31661259
DarkChem	[M-H]-	244.959	31661259
DeepCCS	[M-2H]-	286.53	30932474
DeepCCS	[M+Na]+	260.718	30932474
AllCCS	[M+H]+	260.1	32859911
AllCCS	[M+H-H2O]+	258.5	32859911
AllCCS	[M+NH4]+	261.7	32859911
AllCCS	[M+Na]+	262.1	32859911
AllCCS	[M-H]-	233.8	32859911
AllCCS	[M+Na-2H]-	237.8	32859911
AllCCS	[M+HCOO]-	242.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol	C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C#CC1=C(C)CC(O)CC1(C)C	6027.7	Standard polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol	C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C#CC1=C(C)CC(O)CC1(C)C	4502.8	Standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol	C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C#CC1=C(C)CC(O)CC1(C)C	4352.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,1TMS,isomer #1	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O[Si](C)(C)C)C(C)(C)CC(O)C1	4365.1	Semi standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,1TMS,isomer #2	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O)C(C)(C)CC(O[Si](C)(C)C)C1	4306.9	Semi standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,2TMS,isomer #1	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O[Si](C)(C)C)C(C)(C)CC(O[Si](C)(C)C)C1	4286.6	Semi standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,1TBDMS,isomer #1	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O)C1	4591.2	Semi standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,1TBDMS,isomer #2	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)C1	4527.4	Semi standard non polar	33892256
(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,2TBDMS,isomer #1	CC1=C(C#C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C23OC(CC2(C)C)CC3(C)O[Si](C)(C)C(C)(C)C)C(C)(C)CC(O[Si](C)(C)C(C)(C)C)C1	4759.8	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 - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-2000090000-e42eb3a703c7e03331ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (1 TMS) - 70eV, Positive	splash10-000i-3000049000-bdb4c4893b6313201266	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS ("(3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 10V, Positive-QTOF	splash10-0159-0121390000-e924c6073c91ceed028d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 20V, Positive-QTOF	splash10-01pk-0795440000-2f6c56f95051facdfc6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 40V, Positive-QTOF	splash10-0o6s-5895200000-c6cdcfe90bf3c50c91d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 10V, Negative-QTOF	splash10-001i-0000090000-077c3df367133f1b7bb1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 20V, Negative-QTOF	splash10-01q9-0100090000-dec6e920e0b2f7dd7436	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 40V, Negative-QTOF	splash10-0l0i-2900260000-164e702e22adac48ec94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 10V, Negative-QTOF	splash10-001i-0102090000-db8b9989cc2ea1f1c3f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 20V, Negative-QTOF	splash10-001i-0214290000-1fa451ca95cf91dd670b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 40V, Negative-QTOF	splash10-0abj-4319040000-91be36786ece9ae635e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 10V, Positive-QTOF	splash10-001i-0102090000-734e2127cee4490a75d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 20V, Positive-QTOF	splash10-0a4r-6354390000-8ca12bce6232a357aeda	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol 40V, Positive-QTOF	splash10-01r2-1219100000-543a464e2e1846fa2c60	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016938

KNApSAcK ID

C00023238

Chemspider ID

35014471

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752235

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol (HMDB0037794)

MOL for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

3D MOL for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

3D SDF for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

3D-SDF for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

PDB for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

3D PDB for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

SMILES for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

INCHI for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

Structure for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

3D Structure for HMDB0037794 ((3S,3'R,5R,6R)-7',8'-Didehydro-3,6-epoxy-5,6-dihydro-beta,beta-carotene-3',5-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra