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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:21:12 UTC

Update Date

2022-03-07 03:17:45 UTC

HMDB ID

HMDB0060443

Secondary Accession Numbers

HMDB60443

Metabolite Identification

Common Name

beta-Carotene-15,15'-epoxide

Description

beta-Carotene-15,15'-epoxide, also known as 15,15'-epoxy-b,b-carotene or 15-ebbct, 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. beta-Carotene-15,15'-epoxide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05161318212D          

 41 43  0  0  0  0            999 V2000
    9.3987   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4151    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9710   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9744   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4441   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5131    9.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9828    8.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6855   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1131   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6855   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717   10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8276   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006    7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5421   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9710   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006   10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1131   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9710   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 23 21  2  0  0  0  0
 24 22  2  0  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 29  1  1  0  0  0  0
 29 15  2  0  0  0  0
 29 21  1  0  0  0  0
 30  2  1  0  0  0  0
 30 16  2  0  0  0  0
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 31  3  1  0  0  0  0
 31 17  1  0  0  0  0
 31 27  2  0  0  0  0
 32  4  1  0  0  0  0
 32 18  1  0  0  0  0
 32 28  2  0  0  0  0
 33  5  1  0  0  0  0
 33 19  1  0  0  0  0
 34  6  1  0  0  0  0
 34 20  1  0  0  0  0
 35 23  1  0  0  0  0
 35 33  2  0  0  0  0
 36 24  1  0  0  0  0
 36 34  2  0  0  0  0
 37 27  1  0  0  0  0
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 38 37  1  0  0  0  0
 39  7  1  0  0  0  0
 39  8  1  0  0  0  0
 39 25  1  0  0  0  0
 39 35  1  0  0  0  0
 40  9  1  0  0  0  0
 40 10  1  0  0  0  0
 40 26  1  0  0  0  0
 40 36  1  0  0  0  0
 41 37  1  0  0  0  0
 41 38  1  0  0  0  0
M  END

HMDB0060443
     RDKit          3D
beta-Carotene-15,15'-epoxide
 97 99  0  0  0  0  0  0  0  0999 V2000
  -11.8574    2.5694   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05161318212D          

 41 43  0  0  0  0            999 V2000
    9.3987   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4151    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7006    7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5421   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2717    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15 11  1  0  0  0  0
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 17 11  2  0  0  0  0
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 29  1  1  0  0  0  0
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 31 17  1  0  0  0  0
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 32  4  1  0  0  0  0
 32 18  1  0  0  0  0
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 33 19  1  0  0  0  0
 34  6  1  0  0  0  0
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 39 25  1  0  0  0  0
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 40 26  1  0  0  0  0
 40 36  1  0  0  0  0
 41 37  1  0  0  0  0
 41 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060443

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1OC1\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O/c1-29(21-23-35-33(5)19-13-25-39(35,7)8)15-11-17-31(3)27-37-38(41-37)28-32(4)18-12-16-30(2)22-24-36-34(6)20-14-26-40(36,9)10/h11-12,15-18,21-24,27-28,37-38H,13-14,19-20,25-26H2,1-10H3/b17-11+,18-12+,23-21+,24-22+,29-15+,30-16+,31-27+,32-28+

> <INCHI_KEY>
AULCUSCIZQQSMU-WDJSDFAOSA-N

> <FORMULA>
C40H56O

> <MOLECULAR_WEIGHT>
552.872

> <EXACT_MASS>
552.433116414

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
72.78145977318309

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-bis[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]oxirane

> <ALOGPS_LOGP>
9.11

> <JCHEM_LOGP>
10.497899115000001

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.262660506248616

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
189.70809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-bis[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]oxirane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060443
     RDKit          3D
beta-Carotene-15,15'-epoxide
 97 99  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0      17.544  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.442  12.114   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.877   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.774   7.494   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.213  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.107  16.734   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.352  -6.067   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.362  -4.353   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.624  17.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.635  16.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.544   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.774  10.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.546  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.774  19.814   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.878  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.774  12.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.544   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.441   9.804   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.546  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.441  19.044   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.212  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.108  14.424   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.545  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.774  15.194   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.213  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.108  19.044   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.211   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.107   7.494   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.878  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.108  12.884   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.211   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.441   8.264   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      24.213  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.441  17.504   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.879  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.774  16.734   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.877   4.620   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.107   5.954   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      22.879  -4.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.108  17.504   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
CONECT    1   29                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4   32                                                            
CONECT    5   33                                                            
CONECT    6   34                                                            
CONECT    7   39                                                            
CONECT    8   39                                                            
CONECT    9   40                                                            
CONECT   10   40                                                            
CONECT   11   15   17                                                       
CONECT   12   16   18                                                       
CONECT   13   19   25                                                       
CONECT   14   20   26                                                       
CONECT   15   11   29                                                       
CONECT   16   12   30                                                       
CONECT   17   11   31                                                       
CONECT   18   12   32                                                       
CONECT   19   13   33                                                       
CONECT   20   14   34                                                       
CONECT   21   23   29                                                       
CONECT   22   24   30                                                       
CONECT   23   21   35                                                       
CONECT   24   22   36                                                       
CONECT   25   13   39                                                       
CONECT   26   14   40                                                       
CONECT   27   31   37                                                       
CONECT   28   32   38                                                       
CONECT   29    1   15   21                                                  
CONECT   30    2   16   22                                                  
CONECT   31    3   17   27                                                  
CONECT   32    4   18   28                                                  
CONECT   33    5   19   35                                                  
CONECT   34    6   20   36                                                  
CONECT   35   23   33   39                                                  
CONECT   36   24   34   40                                                  
CONECT   37   27   38   41                                                  
CONECT   38   28   37   41                                                  
CONECT   39    7    8   25   35                                             
CONECT   40    9   10   26   36                                             
CONECT   41   37   38                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

COMPND    HMDB0060443
HETATM    1  C1  UNL     1     -11.857   2.569  -0.911  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.235   1.492   0.058  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.329   0.584   0.464  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.991   0.725  -0.096  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.953  -0.042   0.138  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.639   0.142  -0.438  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.314   1.245  -1.343  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.628  -0.706  -0.148  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.315  -0.510  -0.730  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.317  -1.323  -0.459  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.990  -1.119  -1.051  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.696  -0.014  -2.020  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.992  -1.937  -0.758  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.651  -1.669  -1.397  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.305  -0.302  -1.383  1.00  0.00           O  
HETATM   16  C15 UNL     1       0.398  -1.124  -0.483  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.824  -1.332  -0.864  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.779  -0.774  -0.120  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.309   0.006   1.043  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.149  -0.938  -0.539  1.00  0.00           C  
HETATM   21  C20 UNL     1       5.200  -0.415   0.119  1.00  0.00           C  
HETATM   22  C21 UNL     1       6.518  -0.623  -0.365  1.00  0.00           C  
HETATM   23  C22 UNL     1       7.648  -0.317  -0.072  1.00  0.00           C  
HETATM   24  C23 UNL     1       7.025   0.632   1.404  1.00  0.00           C  
HETATM   25  C24 UNL     1       8.975   0.046   0.275  1.00  0.00           C  
HETATM   26  C25 UNL     1       9.995  -0.390  -0.544  1.00  0.00           C  
HETATM   27  C26 UNL     1      11.389  -0.094  -0.294  1.00  0.00           C  
HETATM   28  C27 UNL     1      12.239  -0.597  -1.213  1.00  0.00           C  
HETATM   29  C28 UNL     1      11.690  -1.388  -2.376  1.00  0.00           C  
HETATM   30  C29 UNL     1      13.703  -0.419  -1.133  1.00  0.00           C  
HETATM   31  C30 UNL     1      13.901   0.952  -0.472  1.00  0.00           C  
HETATM   32  C31 UNL     1      13.348   0.782   0.921  1.00  0.00           C  
HETATM   33  C32 UNL     1      11.820   0.675   0.876  1.00  0.00           C  
HETATM   34  C33 UNL     1      11.309   2.081   0.790  1.00  0.00           C  
HETATM   35  C34 UNL     1      11.448  -0.021   2.182  1.00  0.00           C  
HETATM   36  C35 UNL     1     -11.625  -0.482   1.435  1.00  0.00           C  
HETATM   37  C36 UNL     1     -10.706  -0.277   2.647  1.00  0.00           C  
HETATM   38  C37 UNL     1     -11.383  -1.875   0.911  1.00  0.00           C  
HETATM   39  C38 UNL     1     -13.066  -0.426   1.945  1.00  0.00           C  
HETATM   40  C39 UNL     1     -13.555   1.005   2.002  1.00  0.00           C  
HETATM   41  C40 UNL     1     -13.616   1.454   0.546  1.00  0.00           C  
HETATM   42  H1  UNL     1     -11.390   2.172  -1.822  1.00  0.00           H  
HETATM   43  H2  UNL     1     -12.791   3.069  -1.227  1.00  0.00           H  
HETATM   44  H3  UNL     1     -11.214   3.339  -0.448  1.00  0.00           H  
HETATM   45  H4  UNL     1      -9.775   1.555  -0.798  1.00  0.00           H  
HETATM   46  H5  UNL     1      -9.095  -0.899   0.828  1.00  0.00           H  
HETATM   47  H6  UNL     1      -6.885   0.770  -2.281  1.00  0.00           H  
HETATM   48  H7  UNL     1      -6.430   1.836  -0.949  1.00  0.00           H  
HETATM   49  H8  UNL     1      -8.102   1.951  -1.588  1.00  0.00           H  
HETATM   50  H9  UNL     1      -6.877  -1.507   0.527  1.00  0.00           H  
HETATM   51  H10 UNL     1      -5.154   0.322  -1.381  1.00  0.00           H  
HETATM   52  H11 UNL     1      -4.427  -2.177   0.208  1.00  0.00           H  
HETATM   53  H12 UNL     1      -3.636   0.242  -2.555  1.00  0.00           H  
HETATM   54  H13 UNL     1      -2.033  -0.414  -2.847  1.00  0.00           H  
HETATM   55  H14 UNL     1      -2.284   0.869  -1.532  1.00  0.00           H  
HETATM   56  H15 UNL     1      -2.065  -2.773  -0.105  1.00  0.00           H  
HETATM   57  H16 UNL     1      -0.428  -2.175  -2.330  1.00  0.00           H  
HETATM   58  H17 UNL     1       0.178  -0.955   0.567  1.00  0.00           H  
HETATM   59  H18 UNL     1       2.056  -1.911  -1.715  1.00  0.00           H  
HETATM   60  H19 UNL     1       1.989  -0.684   1.857  1.00  0.00           H  
HETATM   61  H20 UNL     1       3.068   0.706   1.425  1.00  0.00           H  
HETATM   62  H21 UNL     1       1.440   0.628   0.732  1.00  0.00           H  
HETATM   63  H22 UNL     1       4.367  -1.506  -1.420  1.00  0.00           H  
HETATM   64  H23 UNL     1       4.908   0.137   1.002  1.00  0.00           H  
HETATM   65  H24 UNL     1       6.595  -1.289  -1.355  1.00  0.00           H  
HETATM   66  H25 UNL     1       6.503   1.321   0.798  1.00  0.00           H  
HETATM   67  H26 UNL     1       6.681  -0.231   1.875  1.00  0.00           H  
HETATM   68  H27 UNL     1       7.967   1.007   1.712  1.00  0.00           H  
HETATM   69  H28 UNL     1       9.359   0.613   1.078  1.00  0.00           H  
HETATM   70  H29 UNL     1       9.639  -0.974  -1.388  1.00  0.00           H  
HETATM   71  H30 UNL     1      10.948  -0.786  -2.935  1.00  0.00           H  
HETATM   72  H31 UNL     1      11.128  -2.290  -2.029  1.00  0.00           H  
HETATM   73  H32 UNL     1      12.502  -1.626  -3.083  1.00  0.00           H  
HETATM   74  H33 UNL     1      14.187  -0.377  -2.102  1.00  0.00           H  
HETATM   75  H34 UNL     1      14.161  -1.157  -0.424  1.00  0.00           H  
HETATM   76  H35 UNL     1      13.304   1.692  -1.062  1.00  0.00           H  
HETATM   77  H36 UNL     1      14.945   1.271  -0.470  1.00  0.00           H  
HETATM   78  H37 UNL     1      13.631   1.639   1.536  1.00  0.00           H  
HETATM   79  H38 UNL     1      13.770  -0.177   1.320  1.00  0.00           H  
HETATM   80  H39 UNL     1      10.633   2.282  -0.063  1.00  0.00           H  
HETATM   81  H40 UNL     1      10.819   2.379   1.763  1.00  0.00           H  
HETATM   82  H41 UNL     1      12.131   2.850   0.664  1.00  0.00           H  
HETATM   83  H42 UNL     1      10.865  -0.962   1.990  1.00  0.00           H  
HETATM   84  H43 UNL     1      12.340  -0.374   2.749  1.00  0.00           H  
HETATM   85  H44 UNL     1      10.933   0.690   2.854  1.00  0.00           H  
HETATM   86  H45 UNL     1     -10.132  -1.185   2.894  1.00  0.00           H  
HETATM   87  H46 UNL     1     -11.321  -0.065   3.557  1.00  0.00           H  
HETATM   88  H47 UNL     1     -10.008   0.536   2.426  1.00  0.00           H  
HETATM   89  H48 UNL     1     -10.705  -2.444   1.595  1.00  0.00           H  
HETATM   90  H49 UNL     1     -10.986  -1.912  -0.120  1.00  0.00           H  
HETATM   91  H50 UNL     1     -12.334  -2.456   0.918  1.00  0.00           H  
HETATM   92  H51 UNL     1     -13.693  -0.978   1.240  1.00  0.00           H  
HETATM   93  H52 UNL     1     -13.116  -0.833   2.949  1.00  0.00           H  
HETATM   94  H53 UNL     1     -14.515   1.034   2.507  1.00  0.00           H  
HETATM   95  H54 UNL     1     -12.834   1.659   2.553  1.00  0.00           H  
HETATM   96  H55 UNL     1     -14.260   0.795  -0.039  1.00  0.00           H  
HETATM   97  H56 UNL     1     -14.059   2.480   0.563  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3    3   41
CONECT    3    4   36
CONECT    4    5    5   45
CONECT    5    6   46
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   16   57
CONECT   15   16
CONECT   16   17   58
CONECT   17   18   18   59
CONECT   18   19   20
CONECT   19   60   61   62
CONECT   20   21   21   63
CONECT   21   22   64
CONECT   22   23   23   65
CONECT   23   24   25
CONECT   24   66   67   68
CONECT   25   26   26   69
CONECT   26   27   70
CONECT   27   28   28   33
CONECT   28   29   30
CONECT   29   71   72   73
CONECT   30   31   74   75
CONECT   31   32   76   77
CONECT   32   33   78   79
CONECT   33   34   35
CONECT   34   80   81   82
CONECT   35   83   84   85
CONECT   36   37   38   39
CONECT   37   86   87   88
CONECT   38   89   90   91
CONECT   39   40   92   93
CONECT   40   41   94   95
CONECT   41   96   97
END

HMDB0060443
     RDKit          3D
beta-Carotene-15,15'-epoxide
 97 99  0  0  0  0  0  0  0  0999 V2000
  -11.8574    2.5694   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2348    1.4917    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3295    0.5839    0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9914    0.7252   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9532   -0.0422    0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6391    0.1419   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.2446   -1.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277   -0.7057   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148   -0.5098   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3174   -1.3234   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895   -1.1188   -1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.0142   -2.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9923   -1.9372   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6507   -1.6686   -1.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -0.3025   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984   -1.1243   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -1.3323   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -0.7745   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3091    0.0056    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1491   -0.9385   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002   -0.4154    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5184   -0.6232   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6476   -0.3168   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0252    0.6321    1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9751    0.0456    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9946   -0.3895   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3891   -0.0936   -0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2386   -0.5967   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6897   -1.3879   -2.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7028   -0.4188   -1.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9010    0.9521   -0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3480    0.7823    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8196    0.6752    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3089    2.0806    0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4483   -0.0211    2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6248   -0.4816    1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7064   -0.2768    2.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3832   -1.8747    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0658   -0.4258    1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5545    1.0045    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6163    1.4543    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3903    2.1716   -1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7905    3.0688   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2138    3.3389   -0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7754    1.5548   -0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0946   -0.8995    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855    0.7703   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.8359   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1016    1.9505   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8770   -1.5068    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1542    0.3215   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270   -2.1774    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359    0.2417   -2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2843    0.8688   -1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -2.7726   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.1749   -2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1784   -0.9554    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0562   -1.9108   -1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9894   -0.6839    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677    0.7063    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403    0.6277    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3670   -1.5064   -1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081    0.1375    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5953   -1.2890   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5031    1.3205    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6808   -0.2314    1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666    1.0067    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3589    0.6125    1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6392   -0.9742   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9481   -0.7860   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1281   -2.2902   -2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5015   -1.6260   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1874   -0.3769   -2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1609   -1.1573   -0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3043    1.6924   -1.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9453    1.2715   -0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6314    1.6389    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7703   -0.1766    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6334    2.2823   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8189    2.3789    1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1308    2.8497    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8650   -0.9623    1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3395   -0.3737    2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9330    0.6899    2.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1320   -1.1848    2.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3212   -0.0647    3.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0085    0.5359    2.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7047   -2.4435    1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9860   -1.9118   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3345   -2.4557    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6932   -0.9776    1.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1164   -0.8331    2.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5148    1.0345    2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8342    1.6589    2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2598    0.7946   -0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0588    2.4798    0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15,15'-Epoxy-15,15'-dihydro-beta,beta-carotene	ChEBI
15,15'-Epoxy-beta,beta-carotene	ChEBI
15,15'-Epoxy-beta-carotene	ChEBI
15-Ebbct	ChEBI
beta-Carotene 15,15' epoxide	ChEBI
15,15'-Epoxy-15,15'-dihydro-b,b-carotene	Generator
15,15'-Epoxy-15,15'-dihydro-β,β-carotene	Generator
15,15'-Epoxy-b,b-carotene	Generator
15,15'-Epoxy-β,β-carotene	Generator
15,15'-Epoxy-b-carotene	Generator
15,15'-Epoxy-β-carotene	Generator
b-Carotene 15,15' epoxide	Generator
Β-carotene 15,15' epoxide	Generator
b-Carotene-15,15'-epoxide	Generator
Β-carotene-15,15'-epoxide	Generator

Chemical Formula

C₄₀H₅₆O

Average Molecular Weight

552.872

Monoisotopic Molecular Weight

552.433116414

IUPAC Name

2,3-bis[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]oxirane

Traditional Name

2,3-bis[(1E,3E,5E,7E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-1,3,5,7-tetraen-1-yl]oxirane

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1OC1\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C40H56O/c1-29(21-23-35-33(5)19-13-25-39(35,7)8)15-11-17-31(3)27-37-38(41-37)28-32(4)18-12-16-30(2)22-24-36-34(6)20-14-26-40(36,9)10/h11-12,15-18,21-24,27-28,37-38H,13-14,19-20,25-26H2,1-10H3/b17-11+,18-12+,23-21+,24-22+,29-15+,30-16+,31-27+,32-28+

InChI Key

AULCUSCIZQQSMU-WDJSDFAOSA-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
Retinoid skeleton
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

epoxycarotenoid (CHEBI:67227 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060443)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00045 g/L	ALOGPS
logP	9.11	ALOGPS
logP	10.5	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	189.71 m³·mol⁻¹	ChemAxon
Polarizability	72.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	242.244	31661259
DarkChem	[M-H]-	239.398	31661259
DeepCCS	[M+H]+	258.09	30932474
DeepCCS	[M-H]-	256.265	30932474
DeepCCS	[M-2H]-	289.507	30932474
DeepCCS	[M+Na]+	263.696	30932474
AllCCS	[M+H]+	255.2	32859911
AllCCS	[M+H-H2O]+	253.5	32859911
AllCCS	[M+NH4]+	256.8	32859911
AllCCS	[M+Na]+	257.3	32859911
AllCCS	[M-H]-	228.1	32859911
AllCCS	[M+Na-2H]-	231.7	32859911
AllCCS	[M+HCOO]-	235.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Carotene-15,15'-epoxide	C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1OC1\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	5461.6	Standard polar	33892256
beta-Carotene-15,15'-epoxide	C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1OC1\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	4303.9	Standard non polar	33892256
beta-Carotene-15,15'-epoxide	C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1OC1\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	4441.3	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 - beta-Carotene-15,15'-epoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-3190180000-18fa5fe375427a90ed93	2017-09-20	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 - beta-Carotene-15,15'-epoxide 10V, Positive-QTOF	splash10-0udi-0443390000-b86b444d8de208d46aaa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Carotene-15,15'-epoxide 20V, Positive-QTOF	splash10-02aa-0984620000-2682c6f17feedeb9332d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Carotene-15,15'-epoxide 40V, Positive-QTOF	splash10-029i-3894710000-ef12554b6332cee19bed	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Carotene-15,15'-epoxide 10V, Negative-QTOF	splash10-0udi-0010090000-fec996a718d809f6d4f8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Carotene-15,15'-epoxide 20V, Negative-QTOF	splash10-0udi-1050090000-bcba82082e0652fa9ae1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Carotene-15,15'-epoxide 40V, Negative-QTOF	splash10-00kr-1192020000-eea6310dad0468f80d93	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB031284

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C20331

BioCyc ID

CPD-14386

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6449945

PDB ID

Not Available

ChEBI ID

67227

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Beta,beta-carotene 15,15'-monooxygenase

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: Symmetrically cleaves beta-carotene into two molecules of retinal. The reaction proceeds in three stages, epoxidation of the 15,15'-double bond, hydration of the double bond leading to ring opening, and oxidative cleavage of the diol formed.
Gene Name:: BCMO1
Uniprot ID:: Q9HAY6
Molecular weight:: 62636.69

Reactions

beta-Carotene + Oxygen + Reduced acceptor → beta-Carotene-15,15'-epoxide + Water + Acceptor	details
beta-Carotene-15,15'-epoxide + Water → 15,15'-Dihydroxy-beta-carotene	details

Showing metabocard for beta-Carotene-15,15'-epoxide (HMDB0060443)

MOL for HMDB0060443 (beta-Carotene-15,15'-epoxide)

3D MOL for HMDB0060443 (beta-Carotene-15,15'-epoxide)

3D SDF for HMDB0060443 (beta-Carotene-15,15'-epoxide)

3D-SDF for HMDB0060443 (beta-Carotene-15,15'-epoxide)

PDB for HMDB0060443 (beta-Carotene-15,15'-epoxide)

3D PDB for HMDB0060443 (beta-Carotene-15,15'-epoxide)

SMILES for HMDB0060443 (beta-Carotene-15,15'-epoxide)

INCHI for HMDB0060443 (beta-Carotene-15,15'-epoxide)

Structure for HMDB0060443 (beta-Carotene-15,15'-epoxide)

3D Structure for HMDB0060443 (beta-Carotene-15,15'-epoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions