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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:14:39 UTC

Update Date

2022-03-07 02:54:27 UTC

HMDB ID

HMDB0035287

Secondary Accession Numbers

HMDB35287

Metabolite Identification

Common Name

Daucol

Description

Daucol belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Daucol is found, on average, in the highest concentration within wild carrots (Daucus carota) and carrots (Daucus carota ssp. sativus). Daucol has also been detected, but not quantified in, root vegetables. This could make daucol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Daucol.

Structure

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

HMDB0035287
     RDKit          3D
Daucol
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.7963    0.0714    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -0.0844    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206   -1.4567    1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    0.0399   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733    1.3713   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875    1.9964   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055    1.2566   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.8124    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    1.1696   -0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.1750    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.2792   -0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6776   -1.0128    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.8249    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5929   -1.7973   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5293   -1.0152   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0447   -0.1492   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -0.7214    0.7823 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.1373    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833   -0.1573   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678   -0.5456    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490    0.7298    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.1220    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -2.0057    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300   -1.3536    2.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.7350   -1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    2.0204   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    1.2802   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881    1.9970   -2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975    3.0615   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184    2.3747    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    2.5013    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    0.9725    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4171    2.1759   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    0.8952   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153    0.6854    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    0.3743   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -2.3306    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892   -1.1416    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -2.5285    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2805   -2.8474   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -1.7534   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705   -1.7531   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889   -0.4837   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16  4  1  0
 16  7  1  0
 17 12  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
  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
 11 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
M  END


  Mrv0541 05061308212D          

 17 19  0  0  0  0            999 V2000
   -0.2684    3.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1328    3.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    0.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508    0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785    2.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3655    1.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3249    1.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012    2.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356    0.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    3.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608    2.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822    0.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454    1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0948    1.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    1.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 13  3  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035287

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC2(C)CC(O)C3(C)CCC12O3

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-10(2)11-5-6-13(3)9-12(16)14(4)7-8-15(11,13)17-14/h10-12,16H,5-9H2,1-4H3

> <INCHI_KEY>
VLIUMVVQGMLOJG-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.05348398195364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,8-dimethyl-2-(propan-2-yl)-11-oxatricyclo[6.2.1.0¹,⁵]undecan-7-ol

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.8848276593333337

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.979127331478804

> <JCHEM_PKA_STRONGEST_BASIC>
-3.245329705211171

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
67.88650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
daucol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035287
     RDKit          3D
Daucol
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.7963    0.0714    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -0.0844    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206   -1.4567    1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    0.0399   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733    1.3713   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875    1.9964   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055    1.2566   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.8124    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    1.1696   -0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.1750    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.2792   -0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6776   -1.0128    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.8249    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5929   -1.7973   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5293   -1.0152   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0447   -0.1492   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -0.7214    0.7823 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.1373    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833   -0.1573   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678   -0.5456    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490    0.7298    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.1220    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -2.0057    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300   -1.3536    2.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.7350   -1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    2.0204   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    1.2802   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881    1.9970   -2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975    3.0615   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184    2.3747    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    2.5013    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    0.9725    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4171    2.1759   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    0.8952   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153    0.6854    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    0.3743   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -2.3306    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892   -1.1416    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -2.5285    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2805   -2.8474   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -1.7534   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705   -1.7531   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889   -0.4837   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16  4  1  0
 16  7  1  0
 17 12  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
  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
 11 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
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.501   7.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.115   6.640   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.082   0.857   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.322   1.483   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.893   3.879   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.682   2.361   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.340   3.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.989   4.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.560   0.646   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.700   6.070   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.487   4.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.140   0.666   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.831   2.078   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.910   2.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.647   3.503   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.924  -0.642   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.710   2.737   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7    8   14                                                       
CONECT    8    7   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2   11                                                  
CONECT   11    5   10   15                                                  
CONECT   12    9   14   16                                                  
CONECT   13    3    6    9   15                                             
CONECT   14    4    7   12   17                                             
CONECT   15    8   11   13   17                                             
CONECT   16   12                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0035287
HETATM    1  C1  UNL     1       3.796   0.071   0.149  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.343  -0.084   0.616  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.221  -1.457   1.215  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.487   0.040  -0.612  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.673   1.371  -1.280  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.288   1.996  -1.407  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.506   1.257  -0.410  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.303   1.812   0.997  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.968   1.170  -0.655  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.542   0.175   0.349  1.00  0.00           C  
HETATM   11  O1  UNL     1      -3.750  -0.279  -0.229  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.678  -1.013   0.560  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.201  -1.825   1.691  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.593  -1.797  -0.748  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.529  -1.015  -1.482  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.045  -0.149  -0.399  1.00  0.00           C  
HETATM   17  O2  UNL     1      -0.338  -0.721   0.782  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.104   1.137   0.289  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.883  -0.157  -0.924  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.468  -0.546   0.755  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.149   0.730   1.342  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.530  -2.122   0.666  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.203  -2.006   1.239  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.930  -1.354   2.286  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.870  -0.735  -1.339  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.369   2.020  -0.710  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.049   1.280  -2.334  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.088   1.997  -2.430  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.398   3.061  -1.048  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.218   2.375   1.311  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.544   2.501   1.021  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.219   0.973   1.730  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.417   2.176  -0.475  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.240   0.895  -1.692  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.815   0.685   1.285  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.463   0.374  -0.168  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.386  -2.331   2.250  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.689  -1.142   2.444  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.982  -2.528   1.352  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.281  -2.847  -0.552  1.00  0.00           H  
HETATM   41  H24 UNL     1      -2.525  -1.753  -1.310  1.00  0.00           H  
HETATM   42  H25 UNL     1       0.271  -1.753  -1.769  1.00  0.00           H  
HETATM   43  H26 UNL     1      -0.889  -0.484  -2.357  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5   16   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8    9   16
CONECT    8   30   31   32
CONECT    9   10   33   34
CONECT   10   11   12   35
CONECT   11   36
CONECT   12   13   14   17
CONECT   13   37   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17
END

HMDB0035287
     RDKit          3D
Daucol
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.7963    0.0714    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -0.0844    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2206   -1.4567    1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872    0.0399   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733    1.3713   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2875    1.9964   -1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055    1.2566   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027    1.8124    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9677    1.1696   -0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    0.1750    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.2792   -0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6776   -1.0128    0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.8249    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5929   -1.7973   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5293   -1.0152   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0447   -0.1492   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -0.7214    0.7823 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.1373    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833   -0.1573   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678   -0.5456    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490    0.7298    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.1220    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -2.0057    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300   -1.3536    2.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.7350   -1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    2.0204   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    1.2802   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881    1.9970   -2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3975    3.0615   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184    2.3747    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    2.5013    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    0.9725    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4171    2.1759   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    0.8952   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153    0.6854    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    0.3743   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -2.3306    2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892   -1.1416    2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -2.5285    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2805   -2.8474   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254   -1.7534   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705   -1.7531   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889   -0.4837   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  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
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16  4  1  0
 16  7  1  0
 17 12  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
  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
 11 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
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-5beta,8beta-Epoxydaucan-9alpha-ol (daucol)	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

5,8-dimethyl-2-(propan-2-yl)-11-oxatricyclo[6.2.1.0¹,⁵]undecan-7-ol

Traditional Name

daucol

CAS Registry Number

887-08-1

SMILES

CC(C)C1CCC2(C)CC(O)C3(C)CCC12O3

InChI Identifier

InChI=1S/C15H26O2/c1-10(2)11-5-6-13(3)9-12(16)14(4)7-8-15(11,13)17-14/h10-12,16H,5-9H2,1-4H3

InChI Key

VLIUMVVQGMLOJG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035287)
Cell membrane (HMDB: HMDB0035287)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035287)

Source

Exogenous

Exogenous (HMDB: HMDB0035287)

Food

Food (HMDB: HMDB0035287)

Plant (HMDB: HMDB0035287)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0035287)

Biological role

Nutrient (HMDB: HMDB0035287)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 - 115 °C	Not Available
Boiling Point	289.00 to 291.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	212.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.073 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.092 g/L	ALOGPS
logP	2.73	ALOGPS
logP	2.88	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13.98	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.89 m³·mol⁻¹	ChemAxon
Polarizability	28.05 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]+	154.904	31661259
DarkChem	[M-H]-	151.009	31661259
DeepCCS	[M-2H]-	192.022	30932474
DeepCCS	[M+Na]+	167.952	30932474
AllCCS	[M+H]+	157.9	32859911
AllCCS	[M+H-H2O]+	154.3	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	165.8	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	166.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.15 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7621 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.12 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2391.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	376.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	200.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	861.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	746.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1183.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	428.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1320.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	531.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	415.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	516.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Daucol	CC(C)C1CCC2(C)CC(O)C3(C)CCC12O3	2226.5	Standard polar	33892256
Daucol	CC(C)C1CCC2(C)CC(O)C3(C)CCC12O3	1639.3	Standard non polar	33892256
Daucol	CC(C)C1CCC2(C)CC(O)C3(C)CCC12O3	1674.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Daucol,1TMS,isomer #1	CC(C)C1CCC2(C)CC(O[Si](C)(C)C)C3(C)CCC12O3	1753.1	Semi standard non polar	33892256
Daucol,1TBDMS,isomer #1	CC(C)C1CCC2(C)CC(O[Si](C)(C)C(C)(C)C)C3(C)CCC12O3	2037.9	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 - Daucol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bf-9580000000-4a51b339906af58a814b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Daucol GC-MS (1 TMS) - 70eV, Positive	splash10-009y-9180000000-95ab29526ad55cb6ab4e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Daucol 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 - Daucol 10V, Positive-QTOF	splash10-000i-0090000000-97f723519bf7777dbb71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 20V, Positive-QTOF	splash10-000i-3390000000-953a21ac9b78b99d74fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 40V, Positive-QTOF	splash10-0aor-9010000000-adfaa3d6477993d3d8c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 10V, Negative-QTOF	splash10-000i-0090000000-46413a452daf73a92524	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 20V, Negative-QTOF	splash10-000i-0090000000-ae3e5796b58c72c5a2da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 40V, Negative-QTOF	splash10-00fu-1970000000-46fb868b86fc591ce3ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 10V, Positive-QTOF	splash10-000i-0090000000-3cb7d737622bf126240e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 20V, Positive-QTOF	splash10-0540-5930000000-c37d6da3b5a83fa520fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 40V, Positive-QTOF	splash10-0a4u-9310000000-46cf92cd41457f73c420	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 10V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 20V, Negative-QTOF	splash10-000i-0090000000-e665f494a7390ebf108d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Daucol 40V, Negative-QTOF	splash10-000i-0090000000-b2f7817493dd96d6be60	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

345471

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1018181

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Daucol (HMDB0035287)

MOL for HMDB0035287 (Daucol)

3D MOL for HMDB0035287 (Daucol)

3D SDF for HMDB0035287 (Daucol)

3D-SDF for HMDB0035287 (Daucol)

PDB for HMDB0035287 (Daucol)

3D PDB for HMDB0035287 (Daucol)

SMILES for HMDB0035287 (Daucol)

INCHI for HMDB0035287 (Daucol)

Structure for HMDB0035287 (Daucol)

3D Structure for HMDB0035287 (Daucol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra