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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:47:24 UTC

Update Date

2022-03-07 02:54:37 UTC

HMDB ID

HMDB0035769

Secondary Accession Numbers

HMDB35769

Metabolite Identification

Common Name

Brein

Description

Constituent of Manila elemi resin and oil (Canarium communis), Elemi oil has a citrus-like smell, a bit spicy and is pale in color. In the Philippines the Elemi tree is known locally as 'Pili". The main chemical components of elemi oil are terpineol, elemicine, elemol, dipentene, phellandrene and limonene. It is also found in Baccharis rhomboidalis (a spice shrub primarily found in Chile), Euphorbia species (also commonly referred to as "Spurges"), Farfugium species and others.

Structure

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


  Mrv0541 02241207502D          

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M  END

HMDB0035769
     RDKit          3D
Brein
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M  END


  Mrv0541 02241207502D          

 32 36  0  0  0  0            999 V2000
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 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 13 14  1  0  0  0  0
 13 31  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035769

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-18-11-14-28(6)24(32)17-30(8)20(25(28)19(18)2)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h9,18-19,21-25,31-32H,10-17H2,1-8H3

> <INCHI_KEY>
VJFLMYRRJUWADI-UHFFFAOYSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.7168

> <EXACT_MASS>
442.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
55.05229586495631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-3,8-diol

> <ALOGPS_LOGP>
6.11

> <JCHEM_LOGP>
6.159301743666667

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489433291560093

> <JCHEM_PKA_STRONGEST_BASIC>
-0.22438834170967292

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
133.4963

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.75e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035769
     RDKit          3D
Brein
 82 86  0  0  0  0  0  0  0  0999 V2000
   -5.7260   -0.1173   -1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3109   -0.4301    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4021    0.7015    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1021    0.9795    1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0061    1.2596    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5592    2.4998   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7424    1.6668    1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182    2.1852    2.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573    0.7056    1.5547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838   -0.5796    0.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -1.6225    1.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281   -0.3659   -0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0637   -0.5280   -1.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3437   -0.9349   -1.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162   -0.4594   -0.8235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6732   -0.4623   -1.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2859   -1.7490   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2961    1.9272   -1.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6115    0.6596    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8882    1.2471    1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8911   -0.9922    0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7231   -0.3632   -2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -0.3986   -2.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3326   -1.9972   -2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9365    0.6352   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822   -2.1553   -2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -1.4926   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188   -2.4788   -0.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3074    0.6579   -2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0033    0.2559   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    2.3548   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4881    2.6013   -2.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4293    1.7832   -1.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6609    3.4390   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5991    2.0788    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3533    0.4534    2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335    1.5807    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -1.3657    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6190   -0.0926    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1102   -0.1795   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5774    0.9685    0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.4526    2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6251   -1.8428    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.4645    2.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593   -2.1700    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4086   -3.2485    0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942   -3.0078   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476   -2.7236   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3426    0.4513   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -1.3249    1.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801   -3.0861   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9125   -2.1520   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -2.2759   -1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  1 33  1  0
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  4 40  1  0
  6 41  1  0
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 32 81  1  0
 32 82  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       4.667   3.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.002   2.900   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.002   1.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.667   0.590   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.667  -0.950   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.335  -1.720   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.001  -0.950   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.668  -1.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.668  -3.260   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.666  -4.030   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.001  -3.260   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.333  -4.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.667  -3.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.667  -1.720   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.333  -0.950   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.001  -1.720   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.666  -0.950   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.666   0.590   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.668   1.360   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.001   0.590   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.335   1.360   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.335   2.900   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.001   3.670   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.667   5.210   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.002  -0.180   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.001  -0.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.001  -2.490   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.323  -5.210   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.345  -5.210   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.002  -1.720   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -6.002  -4.030   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.439  -3.054   0.000  0.00  0.00           C+0
CONECT    1    2   22   24                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   21   25                                             
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20   27                                             
CONECT    8    7    9   17   32                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   28   29                                             
CONECT   13   12   14   31                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15   17   26                                             
CONECT   17    8   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20    7   19   21                                                  
CONECT   21    4   20   22                                                  
CONECT   22    1   21   23                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26   16                                                            
CONECT   27    7                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30    5                                                            
CONECT   31   13                                                            
CONECT   32    8                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

COMPND    HMDB0035769
HETATM    1  C1  UNL     1      -5.726  -0.117  -1.356  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.311  -0.430   0.036  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.402   0.702   1.013  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.102   0.979   1.734  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.006   1.260   0.692  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.559   2.500  -0.047  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.742   1.667   1.333  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.118   2.185   2.607  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.657   0.706   1.555  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.684  -0.580   0.773  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.222  -1.623   1.735  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.528  -0.366  -0.402  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.064  -0.528  -1.624  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.344  -0.935  -1.947  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.216  -0.459  -0.823  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.673  -0.462  -1.020  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.286  -1.749  -1.456  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.037   0.565  -2.098  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.296   1.927  -1.522  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.608   1.841  -0.760  1.00  0.00           C  
HETATM   21  O2  UNL     1       4.769   3.062  -0.109  1.00  0.00           O  
HETATM   22  C20 UNL     1       4.611   0.660   0.182  1.00  0.00           C  
HETATM   23  C21 UNL     1       4.888   1.247   1.579  1.00  0.00           C  
HETATM   24  C22 UNL     1       5.710  -0.309  -0.086  1.00  0.00           C  
HETATM   25  C23 UNL     1       3.237   0.084   0.272  1.00  0.00           C  
HETATM   26  C24 UNL     1       3.036  -0.910   1.355  1.00  0.00           C  
HETATM   27  C25 UNL     1       1.583  -1.150   1.582  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.682  -1.124   0.411  1.00  0.00           C  
HETATM   29  C27 UNL     1       0.421  -2.595   0.025  1.00  0.00           C  
HETATM   30  C28 UNL     1      -2.948   0.086  -0.246  1.00  0.00           C  
HETATM   31  C29 UNL     1      -3.891  -0.992   0.147  1.00  0.00           C  
HETATM   32  C30 UNL     1      -3.843  -2.157  -0.826  1.00  0.00           C  
HETATM   33  H1  UNL     1      -4.969  -0.384  -2.138  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.060   0.943  -1.479  1.00  0.00           H  
HETATM   35  H3  UNL     1      -6.622  -0.729  -1.611  1.00  0.00           H  
HETATM   36  H4  UNL     1      -5.960  -1.253   0.470  1.00  0.00           H  
HETATM   37  H5  UNL     1      -6.166   0.534   1.816  1.00  0.00           H  
HETATM   38  H6  UNL     1      -5.714   1.634   0.501  1.00  0.00           H  
HETATM   39  H7  UNL     1      -3.817   0.250   2.481  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.242   1.956   2.267  1.00  0.00           H  
HETATM   41  H9  UNL     1      -3.994   2.137  -0.977  1.00  0.00           H  
HETATM   42  H10 UNL     1      -4.269   3.067   0.567  1.00  0.00           H  
HETATM   43  H11 UNL     1      -2.666   3.141  -0.307  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.374   2.624   0.830  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.522   3.064   2.534  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.313   1.221   1.278  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.535   0.497   2.637  1.00  0.00           H  
HETATM   48  H16 UNL     1      -0.370  -1.998   2.329  1.00  0.00           H  
HETATM   49  H17 UNL     1      -1.709  -2.473   1.268  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.912  -1.203   2.486  1.00  0.00           H  
HETATM   51  H19 UNL     1      -1.723  -0.363  -2.465  1.00  0.00           H  
HETATM   52  H20 UNL     1       0.606  -0.399  -2.877  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.333  -1.997  -2.147  1.00  0.00           H  
HETATM   54  H22 UNL     1       0.937   0.635  -0.696  1.00  0.00           H  
HETATM   55  H23 UNL     1       2.682  -2.155  -2.291  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.276  -1.493  -1.939  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.519  -2.479  -0.692  1.00  0.00           H  
HETATM   58  H26 UNL     1       2.307   0.658  -2.891  1.00  0.00           H  
HETATM   59  H27 UNL     1       4.003   0.256  -2.598  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.478   2.355  -0.949  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.488   2.601  -2.381  1.00  0.00           H  
HETATM   62  H30 UNL     1       5.429   1.783  -1.515  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.661   3.439  -0.176  1.00  0.00           H  
HETATM   64  H32 UNL     1       5.599   2.079   1.500  1.00  0.00           H  
HETATM   65  H33 UNL     1       5.353   0.453   2.209  1.00  0.00           H  
HETATM   66  H34 UNL     1       3.934   1.581   2.046  1.00  0.00           H  
HETATM   67  H35 UNL     1       5.468  -1.366   0.139  1.00  0.00           H  
HETATM   68  H36 UNL     1       6.619  -0.093   0.553  1.00  0.00           H  
HETATM   69  H37 UNL     1       6.110  -0.180  -1.135  1.00  0.00           H  
HETATM   70  H38 UNL     1       2.577   0.969   0.537  1.00  0.00           H  
HETATM   71  H39 UNL     1       3.481  -0.453   2.291  1.00  0.00           H  
HETATM   72  H40 UNL     1       3.625  -1.843   1.234  1.00  0.00           H  
HETATM   73  H41 UNL     1       1.249  -0.465   2.416  1.00  0.00           H  
HETATM   74  H42 UNL     1       1.559  -2.170   2.090  1.00  0.00           H  
HETATM   75  H43 UNL     1       0.409  -3.249   0.945  1.00  0.00           H  
HETATM   76  H44 UNL     1       1.194  -3.008  -0.620  1.00  0.00           H  
HETATM   77  H45 UNL     1      -0.548  -2.724  -0.457  1.00  0.00           H  
HETATM   78  H46 UNL     1      -3.343   0.451  -1.244  1.00  0.00           H  
HETATM   79  H47 UNL     1      -3.849  -1.325   1.196  1.00  0.00           H  
HETATM   80  H48 UNL     1      -3.780  -3.086  -0.186  1.00  0.00           H  
HETATM   81  H49 UNL     1      -2.912  -2.152  -1.409  1.00  0.00           H  
HETATM   82  H50 UNL     1      -4.748  -2.276  -1.421  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   31   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    7   30
CONECT    6   41   42   43
CONECT    7    8    9   44
CONECT    8   45
CONECT    9   10   46   47
CONECT   10   11   12   28
CONECT   11   48   49   50
CONECT   12   13   13   30
CONECT   13   14   51
CONECT   14   15   52   53
CONECT   15   16   28   54
CONECT   16   17   18   25
CONECT   17   55   56   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   22   62
CONECT   21   63
CONECT   22   23   24   25
CONECT   23   64   65   66
CONECT   24   67   68   69
CONECT   25   26   70
CONECT   26   27   71   72
CONECT   27   28   73   74
CONECT   28   29
CONECT   29   75   76   77
CONECT   30   31   78
CONECT   31   32   79
CONECT   32   80   81   82
END

HMDB0035769
     RDKit          3D
Brein
 82 86  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12-Ursene-3b,16b-diol	HMDB

Chemical Formula

C₃₀H₅₀O₂

Average Molecular Weight

442.7168

Monoisotopic Molecular Weight

442.381080844

IUPAC Name

4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-3,8-diol

Traditional Name

4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-3,8-diol

CAS Registry Number

31575-82-3

SMILES

CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C

InChI Identifier

InChI=1S/C30H50O2/c1-18-11-14-28(6)24(32)17-30(8)20(25(28)19(18)2)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h9,18-19,21-25,31-32H,10-17H2,1-8H3

InChI Key

VJFLMYRRJUWADI-UHFFFAOYSA-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
Hydroxysteroid
12-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035769)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035769)

Source

Endogenous

Endogenous (HMDB: HMDB0035769)

Plant

Plant (HMDB: HMDB0035769)

Animal

Animal (HMDB: HMDB0035769)

Exogenous

Food

Food (HMDB: HMDB0035769)

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035769)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035769)

Cellular process

Cell signaling (HMDB: HMDB0035769)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035769)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035769)

Nutrient

Nutrient (HMDB: HMDB0035769)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035769)

Emulsifier (HMDB: HMDB0035769)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	221-222 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00023 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00058 g/L	ALOGPS
logP	6.11	ALOGPS
logP	6.16	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	133.5 m³·mol⁻¹	ChemAxon
Polarizability	55.05 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.898	31661259
DarkChem	[M-H]-	197.791	31661259
DeepCCS	[M-2H]-	244.019	30932474
DeepCCS	[M+Na]+	219.247	30932474
AllCCS	[M+H]+	214.3	32859911
AllCCS	[M+H-H2O]+	212.6	32859911
AllCCS	[M+NH4]+	216.0	32859911
AllCCS	[M+Na]+	216.4	32859911
AllCCS	[M-H]-	209.4	32859911
AllCCS	[M+Na-2H]-	211.4	32859911
AllCCS	[M+HCOO]-	213.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Brein	CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C	3036.3	Standard polar	33892256
Brein	CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C	3496.1	Standard non polar	33892256
Brein	CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C	3646.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Brein,1TMS,isomer #1	CC1CCC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C	3693.3	Semi standard non polar	33892256
Brein,1TMS,isomer #2	CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C	3693.5	Semi standard non polar	33892256
Brein,2TMS,isomer #1	CC1CCC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C	3688.2	Semi standard non polar	33892256
Brein,1TBDMS,isomer #1	CC1CCC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C	3915.9	Semi standard non polar	33892256
Brein,1TBDMS,isomer #2	CC1CCC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C	3916.0	Semi standard non polar	33892256
Brein,2TBDMS,isomer #1	CC1CCC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C	4126.8	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 - Brein GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-0026900000-525d926263177cd91663	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brein GC-MS (2 TMS) - 70eV, Positive	splash10-00di-1011190000-68026ce195f4b0a2099f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Negative-QTOF	splash10-0006-0000900000-be67c01590579077e39c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Negative-QTOF	splash10-006x-0000900000-19f0bfc1cf9b35c2ef2f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Negative-QTOF	splash10-0a6r-0002900000-df10ca2f362dcd3ea4ea	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Negative-QTOF	splash10-0006-0000900000-be67c01590579077e39c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Negative-QTOF	splash10-006x-0000900000-19f0bfc1cf9b35c2ef2f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Negative-QTOF	splash10-0a6r-0002900000-df10ca2f362dcd3ea4ea	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Negative-QTOF	splash10-000l-0000900000-f3fd398e566ceee628e2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Positive-QTOF	splash10-004l-0000900000-98ea1b8bedbead647929	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Positive-QTOF	splash10-056r-1222900000-7f165506b3b4a15bfbfe	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Positive-QTOF	splash10-0aor-8779200000-5877721a9b15f9fdff1f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Positive-QTOF	splash10-004l-0000900000-98ea1b8bedbead647929	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Positive-QTOF	splash10-056r-1222900000-7f165506b3b4a15bfbfe	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Positive-QTOF	splash10-0aor-8779200000-5877721a9b15f9fdff1f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 10V, Positive-QTOF	splash10-0006-0001900000-7bd975faf4f464c936d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 20V, Positive-QTOF	splash10-0ffx-0983500000-a07179d837bfdca282e4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brein 40V, Positive-QTOF	splash10-00bi-1960000000-9ed3ea5b5ab829d22395	2021-09-24	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

FDB014511

KNApSAcK ID

C00023426

Chemspider ID

11343849

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

BREIN

METLIN ID

Not Available

PubChem Compound

12302049

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851491

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 Brein (HMDB0035769)

MOL for HMDB0035769 (Brein)

3D MOL for HMDB0035769 (Brein)

3D SDF for HMDB0035769 (Brein)

3D-SDF for HMDB0035769 (Brein)

PDB for HMDB0035769 (Brein)

3D PDB for HMDB0035769 (Brein)

SMILES for HMDB0035769 (Brein)

INCHI for HMDB0035769 (Brein)

Structure for HMDB0035769 (Brein)

3D Structure for HMDB0035769 (Brein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra