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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:00:43 UTC

Update Date

2022-03-07 02:56:14 UTC

HMDB ID

HMDB0039525

Secondary Accession Numbers

HMDB39525

Metabolite Identification

Common Name

Dihydro-alpha-santalic acid

Description

Dihydro-alpha-santalic acid, also known as dihydro-a-santalate, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Dihydro-alpha-santalic acid.

Structure

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

HMDB0039525
     RDKit          3D
Dihydro-alpha-santalic acid
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.9877   -1.7844    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119   -0.4987   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3642   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -0.4185   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    0.2417   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.6972   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    1.7398    0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.2302   -0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    1.2308    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -0.2099    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -0.9943   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923    0.0049   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569   -0.4929    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707   -1.3309    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297    0.2305    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4479    0.4630   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179    0.6399    1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.6491    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -2.1814    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800   -2.5690   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878   -0.7544   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.3147   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7392    0.5696    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -0.7216   -2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -1.4085   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141    1.1474   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -0.4780   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.2442    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    2.5531    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    1.3945    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    2.1137   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1050    1.9814    1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3825    1.2570    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5047   -0.6103    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396   -2.0424   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.1101   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887   -0.2440   -2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587   -0.8683    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.3335    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.5670    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118    1.6295    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
  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  2  0
 15 17  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

  Mrv0541 08271307342D          

 17 19  0  0  0  0            999 V2000
    4.0071   -3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7216   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4196   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8486   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1341   -2.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7216   -3.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7772   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0627   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0627   -2.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6338   -1.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -0.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  1  3  1  0  0  0  0
  6  9  1  0  0  0  0
  2  9  1  0  0  0  0
  2  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  1  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
 16 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039525

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCCC1(C)C2CC3C(C2)C13C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-9(13(16)17)5-4-6-14(2)10-7-11-12(8-10)15(11,14)3/h9-12H,4-8H2,1-3H3,(H,16,17)

> <INCHI_KEY>
GDGGAJNITUJKMP-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.83247115808753

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpentanoic acid

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.442463084666666

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.884444638757874

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
66.53569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpentanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039525
     RDKit          3D
Dihydro-alpha-santalic acid
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.9877   -1.7844    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119   -0.4987   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3642   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -0.4185   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    0.2417   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.6972   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    1.7398    0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.2302   -0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    1.2308    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -0.2099    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -0.9943   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923    0.0049   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569   -0.4929    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707   -1.3309    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297    0.2305    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4479    0.4630   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179    0.6399    1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.6491    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -2.1814    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800   -2.5690   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878   -0.7544   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.3147   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7392    0.5696    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -0.7216   -2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -1.4085   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141    1.1474   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -0.4780   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.2442    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    2.5531    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    1.3945    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    2.1137   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1050    1.9814    1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3825    1.2570    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5047   -0.6103    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396   -2.0424   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.1101   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887   -0.2440   -2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587   -0.8683    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.3335    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.5670    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118    1.6295    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
  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  2  0
 15 17  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

HEADER    PROTEIN                                 27-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-13         0                                  
HETATM    1  C   UNK     0       7.480  -6.050   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.814  -5.280   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.147  -6.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.250  -4.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.917  -4.716   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.584  -3.946   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.814  -6.820   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.519  -1.689   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -2.459   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.851  -1.689   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.518  -2.459   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -1.689   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.850  -2.459   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850  -3.999   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.183  -2.459   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.517  -1.689   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.517  -0.149   0.000  0.00  0.00           O+0
CONECT    1    2    4    3                                                  
CONECT    2    1    3    9    7                                             
CONECT    3    2    5    1                                                  
CONECT    4    1    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    9                                                  
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    6    2    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   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0039525
HETATM    1  C1  UNL     1       2.988  -1.784   0.309  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.312  -0.499  -0.404  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.029   0.364  -0.423  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.983  -0.419  -1.153  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.309   0.242  -1.348  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.139   0.697  -0.236  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.520   1.740   0.661  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.462   1.230  -0.720  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.302   1.231   0.538  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.033  -0.210   0.983  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.760  -0.994  -0.255  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.092   0.005  -1.348  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.657  -0.493   0.557  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.771  -1.331   1.388  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.430   0.231   0.210  1.00  0.00           C  
HETATM   16  O1  UNL     1       5.448   0.463  -0.460  1.00  0.00           O  
HETATM   17  O2  UNL     1       4.318   0.640   1.522  1.00  0.00           O  
HETATM   18  H1  UNL     1       2.357  -1.649   1.188  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.968  -2.181   0.682  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.580  -2.569  -0.385  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.488  -0.754  -1.469  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.308   1.315  -0.890  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.739   0.570   0.630  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.394  -0.722  -2.173  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.928  -1.408  -0.634  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.114   1.147  -2.016  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.940  -0.478  -1.969  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.274   2.244   0.082  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.255   2.553   0.874  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.186   1.395   1.630  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.455   2.114  -1.295  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.105   1.981   1.268  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.382   1.257   0.286  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.505  -0.610   1.865  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.040  -2.042  -0.359  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.217   0.110  -1.358  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.789  -0.244  -2.344  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.159  -0.868   1.711  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.652  -2.334   0.907  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.331  -1.567   2.343  1.00  0.00           H  
HETATM   41  H24 UNL     1       4.312   1.630   1.737  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   15   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7    8   13
CONECT    7   28   29   30
CONECT    8    9   12   31
CONECT    9   10   32   33
CONECT   10   11   13   34
CONECT   11   12   13   35
CONECT   12   36   37
CONECT   13   14
CONECT   14   38   39   40
CONECT   15   16   16   17
CONECT   17   41
END

HMDB0039525
     RDKit          3D
Dihydro-alpha-santalic acid
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.9877   -1.7844    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119   -0.4987   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.3642   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -0.4185   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    0.2417   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394    0.6972   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    1.7398    0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.2302   -0.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    1.2308    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -0.2099    0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7598   -0.9943   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923    0.0049   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569   -0.4929    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707   -1.3309    1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297    0.2305    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4479    0.4630   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179    0.6399    1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.6491    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -2.1814    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800   -2.5690   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878   -0.7544   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.3147   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7392    0.5696    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3945   -0.7216   -2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -1.4085   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141    1.1474   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -0.4780   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    2.2442    0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    2.5531    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    1.3945    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    2.1137   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1050    1.9814    1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3825    1.2570    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5047   -0.6103    1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396   -2.0424   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.1101   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887   -0.2440   -2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587   -0.8683    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6517   -2.3335    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.5670    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118    1.6295    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
  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  2  0
 15 17  1  0
 13  6  1  0
 12  8  1  0
 13 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dihydro-a-santalate	Generator
Dihydro-a-santalic acid	Generator
Dihydro-alpha-santalate	Generator
Dihydro-α-santalate	Generator
Dihydro-α-santalic acid	Generator
a-Santalan-12-Oic acid	HMDB
5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpentanoate	Generator

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpentanoic acid

Traditional Name

5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCCC1(C)C2CC3C(C2)C13C)C(O)=O

InChI Identifier

InChI=1S/C15H24O2/c1-9(13(16)17)5-4-6-14(2)10-7-11-12(8-10)15(11,14)3/h9-12H,4-8H2,1-3H3,(H,16,17)

InChI Key

GDGGAJNITUJKMP-UHFFFAOYSA-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
Santalane sesquiterpenoid
Carbocyclic fatty acid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxide
Organic oxygen compound
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: HMDB0039525)

Source

Endogenous

Endogenous (HMDB: HMDB0039525)

Animal

Animal (HMDB: HMDB0039525)

Exogenous

Food

Food (HMDB: HMDB0039525)

Exogenous (HMDB: HMDB0039525)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039525)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039525)

Lipid metabolism pathway (HMDB: HMDB0039525)

Cellular process

Cell signaling (HMDB: HMDB0039525)

Biochemical process

Lipid transport (HMDB: HMDB0039525)

Role

Biological role

Energy source (HMDB: HMDB0039525)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039525)

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	0.01 g/L	ALOGPS
logP	3.56	ALOGPS
logP	3.44	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.54 m³·mol⁻¹	ChemAxon
Polarizability	27.83 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]+	156.512	31661259
DarkChem	[M-H]-	148.91	31661259
DeepCCS	[M-2H]-	188.803	30932474
DeepCCS	[M+Na]+	164.111	30932474
AllCCS	[M+H]+	156.4	32859911
AllCCS	[M+H-H2O]+	153.0	32859911
AllCCS	[M+NH4]+	159.6	32859911
AllCCS	[M+Na]+	160.5	32859911
AllCCS	[M-H]-	164.6	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydro-alpha-santalic acid	CC(CCCC1(C)C2CC3C(C2)C13C)C(O)=O	2601.0	Standard polar	33892256
Dihydro-alpha-santalic acid	CC(CCCC1(C)C2CC3C(C2)C13C)C(O)=O	1681.6	Standard non polar	33892256
Dihydro-alpha-santalic acid	CC(CCCC1(C)C2CC3C(C2)C13C)C(O)=O	1759.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydro-alpha-santalic acid,1TMS,isomer #1	CC(CCCC1(C)C2CC3C(C2)C31C)C(=O)O[Si](C)(C)C	1815.2	Semi standard non polar	33892256
Dihydro-alpha-santalic acid,1TBDMS,isomer #1	CC(CCCC1(C)C2CC3C(C2)C31C)C(=O)O[Si](C)(C)C(C)(C)C	2101.2	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 - Dihydro-alpha-santalic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-4910000000-bc44100f020af573c98d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydro-alpha-santalic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00du-7930000000-ced56476825ca9181561	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydro-alpha-santalic acid 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 - Dihydro-alpha-santalic acid 10V, Positive-QTOF	splash10-000i-0590000000-8727d9dd66023c554ef4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 20V, Positive-QTOF	splash10-000f-2920000000-0a50569f70dd051e8f60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 40V, Positive-QTOF	splash10-0avv-4900000000-963dcef9512c1daa692a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 10V, Negative-QTOF	splash10-000i-0190000000-c95509fe7b284ce2c1d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 20V, Negative-QTOF	splash10-000l-1970000000-dcca1fb66106d70e560d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 40V, Negative-QTOF	splash10-00fu-7910000000-4989e380dd0af6334b68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 10V, Positive-QTOF	splash10-0079-0960000000-ef1518deb5ed9075b866	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 20V, Positive-QTOF	splash10-01bd-3930000000-c5eea1ca7be2b75afc86	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 40V, Positive-QTOF	splash10-014i-9500000000-183091de0d691abc04f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 10V, Negative-QTOF	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 20V, Negative-QTOF	splash10-000i-0290000000-f9621d1278a766c52e33	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-alpha-santalic acid 40V, Negative-QTOF	splash10-0019-1790000000-02f3acc334b2855a8038	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

FDB019138

KNApSAcK ID

Not Available

Chemspider ID

35014817

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14467331

PDB ID

Not Available

ChEBI ID

173722

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 Dihydro-alpha-santalic acid (HMDB0039525)

MOL for HMDB0039525 (Dihydro-alpha-santalic acid)

3D MOL for HMDB0039525 (Dihydro-alpha-santalic acid)

3D SDF for HMDB0039525 (Dihydro-alpha-santalic acid)

3D-SDF for HMDB0039525 (Dihydro-alpha-santalic acid)

PDB for HMDB0039525 (Dihydro-alpha-santalic acid)

3D PDB for HMDB0039525 (Dihydro-alpha-santalic acid)

SMILES for HMDB0039525 (Dihydro-alpha-santalic acid)

INCHI for HMDB0039525 (Dihydro-alpha-santalic acid)

Structure for HMDB0039525 (Dihydro-alpha-santalic acid)

3D Structure for HMDB0039525 (Dihydro-alpha-santalic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra