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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:12:10 UTC

Update Date

2021-09-24 10:12:10 UTC

HMDB ID

HMDB0304494

Secondary Accession Numbers

None

Metabolite Identification

Common Name

taxa-4(20),11-dien-5alpha-ol

Description

Taxa-4(20),11-dien-5alpha-ol belongs to taxanes and derivatives class of compounds. Those are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] propellane ring system. Taxa-4(20),11-dien-5alpha-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Taxa-4(20),11-dien-5alpha-ol can be found in a number of food items such as chives, saffron, european plum, and oyster mushroom, which makes taxa-4(20),11-dien-5alpha-ol a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304494
     RDKit          3D
taxa-4(20),11-dien-5alpha-ol
 53 55  0  0  0  0  0  0  0  0999 V2000
    2.7839   -1.5283   -1.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4473   -1.1219   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -1.2101    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -1.6892    1.9616 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001    0.2798    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542    0.9574    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4211    0.9176    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122    1.6792   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690    1.6863    1.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    1.7995    0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912    0.5627    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594    0.8527   -0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    2.2590   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -0.2524   -1.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -1.5269   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705   -1.5804   -0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -0.8779   -0.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9155   -0.8251    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -1.1788    2.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.1172    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 53  1  0
M  END

  Mrv1533005141521462D          

 21 23  0  0  0  0            999 V2000
   -0.3504    0.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2045    0.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5219   -1.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8662    0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0559   -0.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -1.4115    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 17  2  0  0  0  0
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 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  5 18  1  0  0  0  0
  7 13  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304494

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CCC3(C)CCC(O)C(=C)C3CC(CC1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3

> <INCHI_KEY>
QHDGSWAXTYWVOP-UHFFFAOYSA-N

> <FORMULA>
C20H32O

> <MOLECULAR_WEIGHT>
288.475

> <EXACT_MASS>
288.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.16431553078531

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
4.54433724

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.095879188633656

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4446624428916381

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
89.6734

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0304494
     RDKit          3D
taxa-4(20),11-dien-5alpha-ol
 53 55  0  0  0  0  0  0  0  0999 V2000
    2.7839   -1.5283   -1.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4473   -1.1219   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -1.2101    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -1.6892    1.9616 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001    0.2798    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542    0.9574    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4211    0.9176    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122    1.6792   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690    1.6863    1.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3
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 20 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0      -0.654   1.664   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.382   0.525   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.174  -0.975   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.974  -2.087   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.593  -1.781   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.217  -1.995   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.576  -1.137   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.744  -2.141   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.459  -3.654   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.198  -1.631   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.483  -0.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.315   0.886   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.861   0.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.324   1.845   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.943   1.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.347   1.842   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.974   0.948   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.378  -0.395   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.484   0.676   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.838  -0.885   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.366  -2.635   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15    7                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    2   18                                                  
CONECT   18   17   19   20    5                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0304494
HETATM    1  C1  UNL     1       2.784  -1.528  -1.494  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.447  -1.122  -0.316  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.484  -1.210   0.791  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.959  -1.689   1.962  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.800   0.280   1.017  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.554   0.957   1.378  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.421   0.918   0.332  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.912   1.679  -0.846  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.369   1.686   1.060  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.975   1.799   0.475  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.691   0.563   0.190  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.359   0.853  -0.938  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.695   2.259  -1.340  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.795  -0.252  -1.874  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.072  -1.527  -1.684  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.171  -1.580  -0.444  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.098  -0.878  -0.899  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.125  -0.538   0.057  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.916  -0.825   0.653  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.436  -1.179   2.017  1.00  0.00           C  
HETATM   21  C20 UNL     1      -3.401  -1.117   0.638  1.00  0.00           C  
HETATM   22  H1  UNL     1       2.183  -1.534  -2.373  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.809  -1.920  -1.632  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.342  -1.785   0.463  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.378  -1.242   2.757  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.467   0.301   1.890  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.359   0.692   0.167  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.114   0.428   2.268  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.669   2.014   1.710  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.979   1.527  -1.088  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.800   2.765  -0.621  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.354   1.504  -1.783  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.374   1.517   2.177  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.779   2.755   1.035  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.589   2.401   1.176  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.881   2.449  -0.446  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.858   2.910  -0.455  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.726   2.178  -1.800  1.00  0.00           H  
HETATM   39  H18 UNL     1      -2.039   2.663  -2.104  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.582   0.177  -2.902  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.899  -0.373  -1.881  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.403  -1.701  -2.585  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.732  -2.445  -1.730  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.012  -2.624  -0.176  1.00  0.00           H  
HETATM   45  H24 UNL     1      -0.196  -0.026  -1.546  1.00  0.00           H  
HETATM   46  H25 UNL     1       0.470  -1.627  -1.675  1.00  0.00           H  
HETATM   47  H26 UNL     1       0.953  -0.960   1.103  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.284  -1.441   2.731  1.00  0.00           H  
HETATM   49  H28 UNL     1      -0.923  -2.185   1.923  1.00  0.00           H  
HETATM   50  H29 UNL     1      -0.867  -0.447   2.565  1.00  0.00           H  
HETATM   51  H30 UNL     1      -3.786  -1.462   1.647  1.00  0.00           H  
HETATM   52  H31 UNL     1      -3.709  -1.899  -0.046  1.00  0.00           H  
HETATM   53  H32 UNL     1      -3.989  -0.158   0.496  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   18
CONECT    3    4    5   24
CONECT    4   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8    9   18
CONECT    8   30   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   12   19
CONECT   12   13   14
CONECT   13   37   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   19   44
CONECT   17   18   45   46
CONECT   18   47
CONECT   19   20   21
CONECT   20   48   49   50
CONECT   21   51   52   53
END

HMDB0304494
     RDKit          3D
taxa-4(20),11-dien-5alpha-ol
 53 55  0  0  0  0  0  0  0  0999 V2000
    2.7839   -1.5283   -1.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4473   -1.1219   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4836   -1.2101    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -1.6892    1.9616 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001    0.2798    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542    0.9574    1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4211    0.9176    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122    1.6792   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690    1.6863    1.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    1.7995    0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912    0.5627    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594    0.8527   -0.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    2.2590   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -0.2524   -1.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0718   -1.5269   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705   -1.5804   -0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -0.8779   -0.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -0.5383    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155   -0.8251    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -1.1788    2.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.1172    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834   -1.5339   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -1.9204   -1.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -1.7847    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3784   -1.2418    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671    0.3010    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590    0.6916    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    0.4281    2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693    2.0137    1.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788    1.5269   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8005    2.7650   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    1.5043   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    1.5170    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790    2.7553    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    2.4014    1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8807    2.4493   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.9098   -0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    2.1781   -1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    2.6632   -2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5816    0.1768   -2.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8993   -0.3731   -1.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4029   -1.7005   -2.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7317   -2.4453   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -2.6244   -0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1963   -0.0257   -1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.6273   -1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527   -0.9600    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2839   -1.4413    2.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -2.1851    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8673   -0.4466    2.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -1.4620    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093   -1.8995   -0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9887   -0.1577    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 18  2  1  0
 18  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Taxa-4(20),11-dien-5a-ol	Generator
Taxa-4(20),11-dien-5α-ol	Generator

Chemical Formula

C₂₀H₃₂O

Average Molecular Weight

288.475

Monoisotopic Molecular Weight

288.24531565

IUPAC Name

8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

Traditional Name

8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.0³,⁸]pentadec-11-en-5-ol

CAS Registry Number

Not Available

SMILES

CC1=C2CCC3(C)CCC(O)C(=C)C3CC(CC1)C2(C)C

InChI Identifier

InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3

InChI Key

QHDGSWAXTYWVOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

Taxane diterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a small molecule (TAXA-42011-DIEN-5A-OL )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.19	ALOGPS
logP	4.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.67 m³·mol⁻¹	ChemAxon
Polarizability	35.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	174.913	32859911
AllCCS	[M+H-H2O]+	171.767	32859911
AllCCS	[M+Na]+	178.667	32859911
AllCCS	[M+NH4]+	177.829	32859911
AllCCS	[M-H]-	181.041	32859911
AllCCS	[M+Na-2H]-	181.505	32859911
AllCCS	[M+HCOO]-	182.149	32859911
DeepCCS	[M+H]+	176.015	30932474
DeepCCS	[M-H]-	173.657	30932474
DeepCCS	[M-2H]-	206.716	30932474
DeepCCS	[M+Na]+	182.108	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 10V, Positive-QTOF	splash10-00dr-0090000000-3716a837209626ad0e00	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 20V, Positive-QTOF	splash10-00dr-0190000000-05334f0238738c905456	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 40V, Positive-QTOF	splash10-05qi-0490000000-88fb3b99128286eb0b3b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 10V, Negative-QTOF	splash10-000i-0090000000-8d9d3214d092a10025a0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 20V, Negative-QTOF	splash10-000i-0090000000-0761d902cc3eb7979871	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 40V, Negative-QTOF	splash10-0ab9-0390000000-ef5fce0858d641bb6a2a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 10V, Positive-QTOF	splash10-00di-0090000000-09f52ae5b38387bcfa35	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 20V, Positive-QTOF	splash10-0079-0590000000-e2498c8e1894ca4648b6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 40V, Positive-QTOF	splash10-01ba-1910000000-07c6a72dd6f1dcaedb04	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 10V, Negative-QTOF	splash10-000i-0090000000-81ee7157e3dd1ba9c37b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 20V, Negative-QTOF	splash10-000i-0090000000-81ee7157e3dd1ba9c37b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - taxa-4(20),11-dien-5alpha-ol 40V, Negative-QTOF	splash10-000i-0090000000-901361c50598d7b1ffbc	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031190

KNApSAcK ID

Not Available

Chemspider ID

11255334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22239689

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for taxa-4(20),11-dien-5alpha-ol (HMDB0304494)

MOL for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

3D MOL for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

3D SDF for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

3D-SDF for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

PDB for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

3D PDB for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

SMILES for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

INCHI for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

Structure for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

3D Structure for HMDB0304494 (taxa-4(20),11-dien-5alpha-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra