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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:52:17 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034940

Secondary Accession Numbers

HMDB34940

Metabolite Identification

Common Name

alpha-Santal-10-en-12-ol

Description

Mammea E/BB belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Mammea E/BB is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Mammea E/BB has been detected, but not quantified in, fruits. This could make mammea e/bb a potential biomarker for the consumption of these foods.

Structure

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

HMDB0034940
     RDKit          3D
alpha-Santal-10-en-12-ol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4950    0.4670   -1.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4664    0.0619   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    0.7497   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476    0.5303    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    0.1522   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778   -0.0941    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307   -1.2090    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    1.1143    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828    1.9703   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    0.9257   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.0041    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    0.5494    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.3604   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -1.4743   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -1.0410    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0724   -1.5212    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.9887   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8059   -0.5138   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0002    1.0330   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515    1.5755   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    1.4979    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.2008    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.8107   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.9232   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.8821    2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -1.8928    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.7978    0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.5590    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277    2.7185    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    2.4002   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398    1.2046   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5016   -0.5105    0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    1.3356    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.2502    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -1.0417   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.1111   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -2.1213   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271   -0.6955    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -1.9237   -0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -1.3090    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
M  END


  Mrv0541 02241210542D          

 16 18  0  0  0  0            999 V2000
   -0.3253    1.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806    0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9898    0.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9764    0.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146   -1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700   -0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0359   -0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4110   -0.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9898    0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870    1.5196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870    0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034940

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CO)=C\CCC1(C)C2CC3C(C2)C13C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,11-13,16H,4,6-9H2,1-3H3/b10-5-

> <INCHI_KEY>
PDEQKAVEYSOLJX-YHYXMXQVSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.18888168010979

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-en-1-ol

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
2.8203870296666658

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.64402351693546

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0797041136924284

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
67.4691

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Α-santalol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034940
     RDKit          3D
alpha-Santal-10-en-12-ol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4950    0.4670   -1.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4664    0.0619   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    0.7497   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476    0.5303    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    0.1522   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778   -0.0941    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307   -1.2090    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    1.1143    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828    1.9703   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    0.9257   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.0041    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    0.5494    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.3604   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -1.4743   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -1.0410    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0724   -1.5212    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.9887   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8059   -0.5138   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0002    1.0330   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515    1.5755   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    1.4979    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.2008    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.8107   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.9232   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.8821    2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -1.8928    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.7978    0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.5590    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277    2.7185    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    2.4002   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398    1.2046   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5016   -0.5105    0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    1.3356    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.2502    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -1.0417   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.1111   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -2.1213   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271   -0.6955    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -1.9237   -0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -1.3090    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  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      -0.607   2.026   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.337   0.810   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.877   0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.039   0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.714   1.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.823   0.675   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.364   2.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.147  -2.837   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.877  -1.350   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.067  -0.810   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.282  -1.485   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.634  -0.675   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.499   0.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.714   1.350   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.282   2.837   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.282   1.350   0.000  0.00  0.00           C+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    1    5    7    9                                             
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    3    6    8   10                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0034940
HETATM    1  C1  UNL     1       4.495   0.467  -1.655  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.466   0.062  -0.603  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.360   0.750  -0.598  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.248   0.530   0.322  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.017   0.152  -0.529  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.178  -0.094   0.311  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.931  -1.209   1.264  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.716   1.114   1.021  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.183   1.970  -0.118  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.026   0.926  -0.869  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.553   0.004   0.156  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.062   0.549   1.505  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.352  -0.360  -0.629  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.306  -1.474  -1.594  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.870  -1.041   0.240  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.072  -1.521   1.211  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.321   0.989  -1.170  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.806  -0.514  -2.116  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.000   1.033  -2.468  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.251   1.575  -1.357  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.924   1.498   0.795  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.424  -0.201   1.098  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.300  -0.811  -1.009  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.121   0.923  -1.312  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.721  -0.882   2.298  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.798  -1.893   1.297  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.055  -1.798   0.902  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.119   1.559   1.771  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.928   2.718   0.253  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.399   2.400  -0.737  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.540   1.205  -1.777  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.502  -0.510   0.098  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.711   1.336   1.894  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.824  -0.250   2.211  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.311  -1.042  -2.633  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.409  -2.111  -1.537  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.225  -2.121  -1.490  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.827  -0.695   0.769  1.00  0.00           H  
HETATM   39  H23 UNL     1       4.266  -1.924  -0.350  1.00  0.00           H  
HETATM   40  H24 UNL     1       3.324  -1.309   2.139  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   15
CONECT    3    4   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7    8   13
CONECT    7   25   26   27
CONECT    8    9   12   28
CONECT    9   10   29   30
CONECT   10   11   13   31
CONECT   11   12   13   32
CONECT   12   33   34
CONECT   13   14
CONECT   14   35   36   37
CONECT   15   16   38   39
CONECT   16   40
END

HMDB0034940
     RDKit          3D
alpha-Santal-10-en-12-ol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.4950    0.4670   -1.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4664    0.0619   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    0.7497   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476    0.5303    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    0.1522   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778   -0.0941    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307   -1.2090    1.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    1.1143    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828    1.9703   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0256    0.9257   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    0.0041    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    0.5494    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.3604   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -1.4743   -1.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -1.0410    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0724   -1.5212    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206    0.9887   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8059   -0.5138   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0002    1.0330   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515    1.5755   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    1.4979    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.2008    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.8107   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.9232   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -0.8821    2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -1.8928    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.7978    0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.5590    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277    2.7185    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    2.4002   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398    1.2046   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5016   -0.5105    0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    1.3356    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.2502    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -1.0417   -2.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -2.1111   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -2.1213   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271   -0.6955    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2657   -1.9237   -0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -1.3090    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(2,3-dimethyltricyclo[2.2.1.02,6]Hept-3-yl)-2-methyl-2-penten-1-ol, 9ci	HMDB
a-Santalol	HMDB
a-Santal-10-en-12-ol	Generator
Α-santal-10-en-12-ol	Generator

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(2Z)-5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-en-1-ol

Traditional Name

Α-santalol

CAS Registry Number

Not Available

SMILES

C\C(CO)=C\CCC1(C)C2CC3C(C2)C13C

InChI Identifier

InChI=1S/C15H24O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,11-13,16H,4,6-9H2,1-3H3/b10-5-

InChI Key

PDEQKAVEYSOLJX-YHYXMXQVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Butyrophenone
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Carboxylic acid ester
Ketone
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034940)
Cell membrane (HMDB: HMDB0034940)

Cellular substructure

Extracellular (HMDB: HMDB0034940)
Membrane (HMDB: HMDB0034940)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034940)

Source

Endogenous

Endogenous (HMDB: HMDB0034940)

Animal

Animal (HMDB: HMDB0034940)

Exogenous

Food

Food (HMDB: HMDB0034940)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034940)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034940)

Cellular process

Cell signaling (HMDB: HMDB0034940)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034940)

Role

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	0.015 g/L	ALOGPS
logP	3.93	ALOGPS
logP	2.82	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	16.64	ChemAxon
pKa (Strongest Basic)	-2.1	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	4	ChemAxon
Refractivity	67.47 m³·mol⁻¹	ChemAxon
Polarizability	27.19 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
DarkChem	[M+H]+	149.629	31661259
DarkChem	[M-H]-	148.88	31661259
DeepCCS	[M-2H]-	195.833	30932474
DeepCCS	[M+Na]+	171.547	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	149.1	32859911
AllCCS	[M+NH4]+	156.1	32859911
AllCCS	[M+Na]+	157.0	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	162.2	32859911
AllCCS	[M+HCOO]-	162.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Santal-10-en-12-ol	C\C(CO)=C\CCC1(C)C2CC3C(C2)C13C	2323.1	Standard polar	33892256
alpha-Santal-10-en-12-ol	C\C(CO)=C\CCC1(C)C2CC3C(C2)C13C	1661.2	Standard non polar	33892256
alpha-Santal-10-en-12-ol	C\C(CO)=C\CCC1(C)C2CC3C(C2)C13C	1712.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Santal-10-en-12-ol,1TMS,isomer #1	C/C(=C/CCC1(C)C2CC3C(C2)C31C)CO[Si](C)(C)C	1802.9	Semi standard non polar	33892256
alpha-Santal-10-en-12-ol,1TBDMS,isomer #1	C/C(=C/CCC1(C)C2CC3C(C2)C31C)CO[Si](C)(C)C(C)(C)C	2053.4	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 - alpha-Santal-10-en-12-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tr-5920000000-5c94c4b713c93cbd292a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Santal-10-en-12-ol GC-MS (1 TMS) - 70eV, Positive	splash10-00bi-7950000000-4aca81a01aa3a0860646	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Santal-10-en-12-ol 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 - alpha-Santal-10-en-12-ol 10V, Positive-QTOF	splash10-0fk9-1290000000-9da9dd3a4ca1d6f1364f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 20V, Positive-QTOF	splash10-0uk9-4970000000-31c14b6de0a0ce1c016e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 40V, Positive-QTOF	splash10-01bj-5900000000-beffbb9516ff30028ef1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 10V, Negative-QTOF	splash10-014i-0090000000-f1a065a990b21cc00e02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 20V, Negative-QTOF	splash10-014i-0390000000-d0e410ea849ac48ee63e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 40V, Negative-QTOF	splash10-059i-4910000000-163a57db7e33ebb82221	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 20V, Negative-QTOF	splash10-014i-0090000000-fa53349ff4f5af0ce1cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 40V, Negative-QTOF	splash10-014i-0490000000-1a6295279bacd86d0b4e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 10V, Positive-QTOF	splash10-00di-0790000000-4de1cf3305d07674a52a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 20V, Positive-QTOF	splash10-00e9-4940000000-bf032b605a0554179f3c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Santal-10-en-12-ol 40V, Positive-QTOF	splash10-00lr-9100000000-d8f4c523be4d0071a46c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB002770

KNApSAcK ID

Not Available

Chemspider ID

26375720

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50908588

PDB ID

Not Available

ChEBI ID

1156173

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for alpha-Santal-10-en-12-ol (HMDB0034940)

MOL for HMDB0034940 (alpha-Santal-10-en-12-ol)

3D MOL for HMDB0034940 (alpha-Santal-10-en-12-ol)

3D SDF for HMDB0034940 (alpha-Santal-10-en-12-ol)

3D-SDF for HMDB0034940 (alpha-Santal-10-en-12-ol)

PDB for HMDB0034940 (alpha-Santal-10-en-12-ol)

3D PDB for HMDB0034940 (alpha-Santal-10-en-12-ol)

SMILES for HMDB0034940 (alpha-Santal-10-en-12-ol)

INCHI for HMDB0034940 (alpha-Santal-10-en-12-ol)

Structure for HMDB0034940 (alpha-Santal-10-en-12-ol)

3D Structure for HMDB0034940 (alpha-Santal-10-en-12-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra