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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:53:15 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036718

Secondary Accession Numbers

HMDB36718

Metabolite Identification

Common Name

beta-Santalal

Description

beta-Santalal, also known as β-santalal, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on beta-Santalal.

Structure

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

HMDB0036718
     RDKit          3D
beta-Santalal
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.3065   -2.0615    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061   -0.8483   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -0.5216   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354    0.1699   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    1.5119   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    1.4818   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.7202   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    0.4235    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    0.5701    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    0.6619    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -0.3040    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7969    0.1214    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941   -0.5751   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963   -0.0232   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3888   -1.8635   -0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142   -2.4918   -1.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976   -2.9272   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7020   -2.3303    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215   -1.2958   -2.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.4061   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2565    0.3727   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223    1.6691    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    2.3562   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577    2.4296   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502    0.4903   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.2331   -2.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -0.1426    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4463    1.5993    2.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    0.1644    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    0.6693   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7743    1.7001    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -0.3323    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -1.3371    0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    1.1080    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609   -0.4129   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368   -0.3107    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786    1.0760   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -2.3447   -0.6280 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8  2  1  0
  7  3  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
M  END

  Mrv0541 02241210342D          

 16 17  0  0  0  0            999 V2000
   -0.9961    1.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    1.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790    2.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790    1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1431    0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6595    1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2907    2.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7743    0.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055   -0.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -1.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961   -1.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -2.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2578   -2.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -1.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  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 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036718

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(C=O)=C\CCC1(C)C2CCC(C2)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-11(10-16)5-4-8-15(3)12(2)13-6-7-14(15)9-13/h5,10,13-14H,2,4,6-9H2,1,3H3/b11-5-

> <INCHI_KEY>
YFOIGZMLDYUPOI-WZUFQYTHSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.40793805494515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-methyl-5-{2-methyl-3-methylidenebicyclo[2.2.1]heptan-2-yl}pent-2-enal

> <ALOGPS_LOGP>
4.76

> <JCHEM_LOGP>
3.5523857383333346

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.150004740462544

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.24419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-methyl-5-{2-methyl-3-methylidenebicyclo[2.2.1]heptan-2-yl}pent-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036718
     RDKit          3D
beta-Santalal
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.3065   -2.0615    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061   -0.8483   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -0.5216   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354    0.1699   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    1.5119   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    1.4818   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.7202   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    0.4235    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    0.5701    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    0.6619    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -0.3040    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7969    0.1214    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941   -0.5751   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963   -0.0232   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3888   -1.8635   -0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142   -2.4918   -1.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976   -2.9272   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7020   -2.3303    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215   -1.2958   -2.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.4061   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2565    0.3727   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223    1.6691    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    2.3562   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577    2.4296   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502    0.4903   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.2331   -2.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -0.1426    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4463    1.5993    2.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    0.1644    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    0.6693   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7743    1.7001    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -0.3323    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -1.3371    0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    1.1080    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609   -0.4129   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368   -0.3107    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786    1.0760   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -2.3447   -0.6280 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8  2  1  0
  7  3  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  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      -1.859   3.098   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.344   2.822   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.894   4.062   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.894   2.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.134   1.858   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.098   2.961   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.409   4.338   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.445   0.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.481   1.307   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.757   0.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.757  -1.033   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.997  -1.997   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.859  -3.512   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.098  -4.338   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.481  -4.200   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.894  -3.373   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    3    6                                                       
CONECT    8    9                                                            
CONECT    9    2    5    8   10                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0036718
HETATM    1  C1  UNL     1      -1.306  -2.062   0.186  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.506  -0.848  -0.265  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.376  -0.522  -1.428  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.635   0.170  -0.931  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.147   1.512  -0.392  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.666   1.482  -0.646  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.646   0.720  -1.962  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.978   0.424   0.241  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.472   0.570   1.668  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.465   0.662   0.089  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.412  -0.304   0.744  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.797   0.121   0.505  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.694  -0.575  -0.133  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.096  -0.023  -0.313  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.389  -1.863  -0.683  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.314  -2.492  -1.293  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.798  -2.927  -0.303  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.702  -2.330   1.027  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.521  -1.296  -2.150  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.170  -0.406  -0.175  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.257   0.373  -1.815  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.422   1.669   0.654  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.558   2.356  -0.979  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.158   2.430  -0.659  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.650   0.490  -2.332  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.288   1.233  -2.718  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.867  -0.143   2.278  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.446   1.599   2.032  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.509   0.164   1.685  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.748   0.669  -0.983  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.774   1.700   0.437  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.289  -0.332   1.851  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.277  -1.337   0.410  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.093   1.108   0.899  1.00  0.00           H  
HETATM   35  H19 UNL     1       5.461  -0.413  -1.284  1.00  0.00           H  
HETATM   36  H20 UNL     1       5.737  -0.311   0.544  1.00  0.00           H  
HETATM   37  H21 UNL     1       5.079   1.076  -0.391  1.00  0.00           H  
HETATM   38  H22 UNL     1       2.454  -2.345  -0.628  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    8
CONECT    3    4    7   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    8   24
CONECT    7   25   26
CONECT    8    9   10
CONECT    9   27   28   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   13   34
CONECT   13   14   15
CONECT   14   35   36   37
CONECT   15   16   16   38
END

HMDB0036718
     RDKit          3D
beta-Santalal
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.3065   -2.0615    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061   -0.8483   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -0.5216   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354    0.1699   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1466    1.5119   -0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    1.4818   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.7202   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    0.4235    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    0.5701    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    0.6619    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -0.3040    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7969    0.1214    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941   -0.5751   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963   -0.0232   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3888   -1.8635   -0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142   -2.4918   -1.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976   -2.9272   -0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7020   -2.3303    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215   -1.2958   -2.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.4061   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2565    0.3727   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223    1.6691    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    2.3562   -0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577    2.4296   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502    0.4903   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.2331   -2.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -0.1426    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4463    1.5993    2.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    0.1644    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    0.6693   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7743    1.7001    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -0.3323    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -1.3371    0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    1.1080    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609   -0.4129   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368   -0.3107    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786    1.0760   -0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -2.3447   -0.6280 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8  2  1  0
  7  3  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Santalal	Generator
Β-santalal	Generator
(e)-beta-Santalal	HMDB
b-Santal-3(15),10-dien-13-al	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

(2Z)-2-methyl-5-{2-methyl-3-methylidenebicyclo[2.2.1]heptan-2-yl}pent-2-enal

Traditional Name

(2Z)-2-methyl-5-{2-methyl-3-methylidenebicyclo[2.2.1]heptan-2-yl}pent-2-enal

CAS Registry Number

59331-82-7

SMILES

C\C(C=O)=C\CCC1(C)C2CCC(C2)C1=C

InChI Identifier

InChI=1S/C15H22O/c1-11(10-16)5-4-8-15(3)12(2)13-6-7-14(15)9-13/h5,10,13-14H,2,4,6-9H2,1,3H3/b11-5-

InChI Key

YFOIGZMLDYUPOI-WZUFQYTHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036718)

Source

Endogenous

Endogenous (HMDB: HMDB0036718)

Animal

Animal (HMDB: HMDB0036718)

Exogenous

Food

Food (HMDB: HMDB0036718)

Exogenous (HMDB: HMDB0036718)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036718)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036718)

Lipid metabolism pathway (HMDB: HMDB0036718)

Cellular process

Cell signaling (HMDB: HMDB0036718)

Biochemical process

Lipid transport (HMDB: HMDB0036718)

Role

Biological role

Energy source (HMDB: HMDB0036718)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036718)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036718)

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	1.39 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	0.0042 g/L	ALOGPS
logP	4.76	ALOGPS
logP	3.55	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.24 m³·mol⁻¹	ChemAxon
Polarizability	26.41 Å³	ChemAxon
Number of Rings	2	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]+	155.141	31661259
DarkChem	[M-H]-	148.795	31661259
DeepCCS	[M+H]+	161.337	30932474
DeepCCS	[M-H]-	158.979	30932474
DeepCCS	[M-2H]-	191.865	30932474
DeepCCS	[M+Na]+	167.43	30932474
AllCCS	[M+H]+	153.6	32859911
AllCCS	[M+H-H2O]+	149.9	32859911
AllCCS	[M+NH4]+	157.1	32859911
AllCCS	[M+Na]+	158.1	32859911
AllCCS	[M-H]-	160.0	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	161.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Santalal	C\C(C=O)=C\CCC1(C)C2CCC(C2)C1=C	2241.8	Standard polar	33892256
beta-Santalal	C\C(C=O)=C\CCC1(C)C2CCC(C2)C1=C	1665.4	Standard non polar	33892256
beta-Santalal	C\C(C=O)=C\CCC1(C)C2CCC(C2)C1=C	1722.0	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-Santalal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9510000000-fb82931d05cf31f09b37	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Santalal 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 - beta-Santalal 10V, Positive-QTOF	splash10-014i-1390000000-80abfc645ce138b74f87	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 20V, Positive-QTOF	splash10-02u0-5930000000-810bc5fe885b64a2d204	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 40V, Positive-QTOF	splash10-0gb9-9200000000-eb62ed8078ad4b0523cd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 10V, Negative-QTOF	splash10-014i-0090000000-c32e653ed7d07ac589a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 20V, Negative-QTOF	splash10-014i-0290000000-3241fe191222d61db10d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 40V, Negative-QTOF	splash10-0zmr-6920000000-94eb0f3127736d25ea1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 10V, Positive-QTOF	splash10-014i-4900000000-4ae465883afe7b2ba7cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 20V, Positive-QTOF	splash10-0159-7900000000-b7ec640f29fee5faef1e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 40V, Positive-QTOF	splash10-014l-9100000000-d6bc7765ae3090f55da0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 10V, Negative-QTOF	splash10-014i-0190000000-498fa2e8405ed74f1e65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 20V, Negative-QTOF	splash10-014i-0490000000-e1d4063bf0033983f878	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Santalal 40V, Negative-QTOF	splash10-014i-0960000000-5b6b22fdcbb717e2b872	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

FDB015655

KNApSAcK ID

C00021857

Chemspider ID

35014221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101449606

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856711

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 beta-Santalal (HMDB0036718)

MOL for HMDB0036718 (beta-Santalal)

3D MOL for HMDB0036718 (beta-Santalal)

3D SDF for HMDB0036718 (beta-Santalal)

3D-SDF for HMDB0036718 (beta-Santalal)

PDB for HMDB0036718 (beta-Santalal)

3D PDB for HMDB0036718 (beta-Santalal)

SMILES for HMDB0036718 (beta-Santalal)

INCHI for HMDB0036718 (beta-Santalal)

Structure for HMDB0036718 (beta-Santalal)

3D Structure for HMDB0036718 (beta-Santalal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra