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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:15 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035798

Secondary Accession Numbers

HMDB35798

Metabolite Identification

Common Name

Piperdial

Description

Piperdial belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Piperdial has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make piperdial a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Piperdial.

Structure

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

HMDB0035798
     RDKit          3D
Piperdial
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.6842   -2.7844    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8836   -1.6064    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892   -0.6569    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4031    0.3981    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764    1.1313    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    2.1707    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.9811   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712    0.3258   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2634   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7542   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1965    1.7924   -2.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    0.5740   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    1.2256   -0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183    0.2619    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -0.2396   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    0.9434    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330   -0.8969    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -0.9169   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -2.6081    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -3.6663    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754   -3.0212    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -2.0205   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -0.8546    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    0.8367    1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955    2.0808   -1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.4022   -3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -0.1877   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    2.6020   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.8624    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285    2.1837    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    1.5318   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    0.6650   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599   -0.9440   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -0.7225   -1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972    1.0774    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086    0.3576    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196    1.9603    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6491    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -1.8088    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297   -1.2711   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061308432D          

 18 19  0  0  0  0            999 V2000
    3.1690    1.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713   -1.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526   -1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7524    0.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -2.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -1.9367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  4  1  0  0  0  0
 10  4  2  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  8  2  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035798

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C=C(C=O)C(C=O)C(O)C2CC(C)(C)CC12

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7-9,11-14,18H,5-6H2,1-3H3

> <INCHI_KEY>
XXMVNOYKYOCDTD-UHFFFAOYSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.066766387671272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-2,2,8-trimethyl-1,2,3,3a,4,5,8,8a-octahydroazulene-5,6-dicarbaldehyde

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
1.3667338083333334

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.176921185402009

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.8108118158051

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0467071063255826

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
70.61869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-2,2,8-trimethyl-3,3a,4,5,8,8a-hexahydro-1H-azulene-5,6-dicarbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035798
     RDKit          3D
Piperdial
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.6842   -2.7844    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8836   -1.6064    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892   -0.6569    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4031    0.3981    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764    1.1313    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    2.1707    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.9811   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712    0.3258   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2634   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7542   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1965    1.7924   -2.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    0.5740   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    1.2256   -0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183    0.2619    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -0.2396   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    0.9434    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330   -0.8969    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -0.9169   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -2.6081    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -3.6663    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754   -3.0212    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -2.0205   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -0.8546    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    0.8367    1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955    2.0808   -1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.4022   -3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -0.1877   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    2.6020   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.8624    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285    2.1837    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    1.5318   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    0.6650   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599   -0.9440   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -0.7225   -1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972    1.0774    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086    0.3576    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196    1.9603    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6491    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -1.8088    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297   -1.2711   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  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       5.915   2.848   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.647   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540  -1.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.760   1.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   0.862   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -1.629   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.968  -0.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.720  -2.975   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   1.347   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.428  -0.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.054   0.386   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.054  -1.154   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.760  -1.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258  -2.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.684  -0.384   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.738   0.950   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.157  -4.409   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.915  -3.615   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    9   10                                                       
CONECT    5   11   15                                                       
CONECT    6   12   15                                                       
CONECT    7   10   16                                                       
CONECT    8   13   17                                                       
CONECT    9    1    4   11                                                  
CONECT   10    4    7   13                                                  
CONECT   11    5    9   12                                                  
CONECT   12    6   11   14                                                  
CONECT   13    8   10   14                                                  
CONECT   14   12   13   18                                                  
CONECT   15    2    3    5    6                                             
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0035798
HETATM    1  C1  UNL     1      -0.684  -2.784   1.161  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.884  -1.606   0.248  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.889  -0.657   0.787  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.403   0.398   0.195  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.376   1.131   1.000  1.00  0.00           C  
HETATM    6  O1  UNL     1      -3.947   2.171   0.542  1.00  0.00           O  
HETATM    7  C6  UNL     1      -2.163   0.981  -1.168  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.071   0.326  -2.149  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.046  -0.263  -1.733  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.693   0.754  -1.553  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.197   1.792  -2.308  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.061   0.574  -0.280  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.410   1.226  -0.260  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.318   0.262   0.432  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.328  -0.240  -0.573  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.017   0.943   1.560  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.433  -0.897   0.915  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.375  -0.917  -0.140  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.024  -2.608   1.976  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.417  -3.666   0.538  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.675  -3.021   1.606  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.340  -2.020  -0.699  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.244  -0.855   1.788  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.648   0.837   1.985  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.295   2.081  -1.133  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.825   0.402  -3.186  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.719  -0.188  -2.175  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.195   2.602  -1.743  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.475   0.862   0.629  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.328   2.184   0.330  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.752   1.532  -1.264  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.814   0.665  -1.012  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.060  -0.944  -0.137  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.787  -0.723  -1.414  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.297   1.077   2.394  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.909   0.358   1.851  1.00  0.00           H  
HETATM   37  H19 UNL     1       3.320   1.960   1.225  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.058  -0.649   1.921  1.00  0.00           H  
HETATM   39  H21 UNL     1       2.067  -1.809   0.926  1.00  0.00           H  
HETATM   40  H22 UNL     1       0.830  -1.271  -1.081  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   18   22
CONECT    3    4    4   23
CONECT    4    5    7
CONECT    5    6    6   24
CONECT    7    8   10   25
CONECT    8    9    9   26
CONECT   10   11   12   27
CONECT   11   28
CONECT   12   13   18   29
CONECT   13   14   30   31
CONECT   14   15   16   17
CONECT   15   32   33   34
CONECT   16   35   36   37
CONECT   17   18   38   39
CONECT   18   40
END

HMDB0035798
     RDKit          3D
Piperdial
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.6842   -2.7844    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8836   -1.6064    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892   -0.6569    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4031    0.3981    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764    1.1313    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    2.1707    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.9811   -1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712    0.3258   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2634   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    0.7542   -1.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1965    1.7924   -2.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0606    0.5740   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    1.2256   -0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183    0.2619    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -0.2396   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    0.9434    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330   -0.8969    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748   -0.9169   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -2.6081    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -3.6663    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754   -3.0212    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -2.0205   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -0.8546    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    0.8367    1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955    2.0808   -1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.4022   -3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -0.1877   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    2.6020   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.8624    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285    2.1837    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    1.5318   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    0.6650   -1.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599   -0.9440   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867   -0.7225   -1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972    1.0774    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086    0.3576    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196    1.9603    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6491    1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -1.8088    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297   -1.2711   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18  2  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Hydroxy-4(6)-lactarene-5,14-dial	HMDB

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

4-hydroxy-2,2,8-trimethyl-1,2,3,3a,4,5,8,8a-octahydroazulene-5,6-dicarbaldehyde

Traditional Name

4-hydroxy-2,2,8-trimethyl-3,3a,4,5,8,8a-hexahydro-1H-azulene-5,6-dicarbaldehyde

CAS Registry Number

100288-36-6

SMILES

CC1C=C(C=O)C(C=O)C(O)C2CC(C)(C)CC12

InChI Identifier

InChI=1S/C15H22O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7-9,11-14,18H,5-6H2,1-3H3

InChI Key

XXMVNOYKYOCDTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Substituents

Secondary alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035798)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035798)

Source

Endogenous

Endogenous (HMDB: HMDB0035798)

Plant

Plant (HMDB: HMDB0035798)

Exogenous

Food

Food (HMDB: HMDB0035798)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035798)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035798)

Nutrient

Nutrient (HMDB: HMDB0035798)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035798)

Emulsifier (HMDB: HMDB0035798)

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	2601 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	0.38 g/L	ALOGPS
logP	1.77	ALOGPS
logP	1.37	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.81	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.62 m³·mol⁻¹	ChemAxon
Polarizability	28.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.672	31661259
DarkChem	[M-H]-	153.873	31661259
DeepCCS	[M-2H]-	193.29	30932474
DeepCCS	[M+Na]+	168.855	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	155.3	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.8	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piperdial	CC1C=C(C=O)C(C=O)C(O)C2CC(C)(C)CC12	2927.4	Standard polar	33892256
Piperdial	CC1C=C(C=O)C(C=O)C(O)C2CC(C)(C)CC12	1851.2	Standard non polar	33892256
Piperdial	CC1C=C(C=O)C(C=O)C(O)C2CC(C)(C)CC12	1979.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Piperdial,1TMS,isomer #1	CC1C=C(C=O)C(C=O)C(O[Si](C)(C)C)C2CC(C)(C)CC12	2066.2	Semi standard non polar	33892256
Piperdial,1TMS,isomer #2	CC1C=C(C=O)C(=CO[Si](C)(C)C)C(O)C2CC(C)(C)CC12	2125.6	Semi standard non polar	33892256
Piperdial,2TMS,isomer #1	CC1C=C(C=O)C(=CO[Si](C)(C)C)C(O[Si](C)(C)C)C2CC(C)(C)CC12	2180.5	Semi standard non polar	33892256
Piperdial,2TMS,isomer #1	CC1C=C(C=O)C(=CO[Si](C)(C)C)C(O[Si](C)(C)C)C2CC(C)(C)CC12	2042.2	Standard non polar	33892256
Piperdial,1TBDMS,isomer #1	CC1C=C(C=O)C(C=O)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC12	2301.1	Semi standard non polar	33892256
Piperdial,1TBDMS,isomer #2	CC1C=C(C=O)C(=CO[Si](C)(C)C(C)(C)C)C(O)C2CC(C)(C)CC12	2370.5	Semi standard non polar	33892256
Piperdial,2TBDMS,isomer #1	CC1C=C(C=O)C(=CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC12	2605.5	Semi standard non polar	33892256
Piperdial,2TBDMS,isomer #1	CC1C=C(C=O)C(=CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC12	2477.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Piperdial GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fs-4980000000-f711fb042fe898dce6be	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperdial GC-MS (1 TMS) - 70eV, Positive	splash10-0592-6493000000-c215a78189649470649c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperdial GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperdial 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 - Piperdial 10V, Positive-QTOF	splash10-0f89-0090000000-a0003786f316427aebc6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 20V, Positive-QTOF	splash10-0f89-1290000000-3bdd3797f4b7140ffc75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 40V, Positive-QTOF	splash10-0gdi-8950000000-28b9cff06af09a46dbba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 10V, Negative-QTOF	splash10-0002-0090000000-c94dea9ed5a89c3e4d97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 20V, Negative-QTOF	splash10-000t-0090000000-1ea7a3ca8f1f7ba9a6ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 40V, Negative-QTOF	splash10-0006-9010000000-a59baef36ea036bb3da8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 10V, Positive-QTOF	splash10-0f89-0190000000-525a1ff828c7f9ca10a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 20V, Positive-QTOF	splash10-0kmi-5490000000-31c1fdd3545f05602b42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 40V, Positive-QTOF	splash10-0btc-9510000000-8fae51cc72b8f0512746	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 10V, Negative-QTOF	splash10-0uk9-0090000000-c3b2bc7adeddc4d160e5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 20V, Negative-QTOF	splash10-0fr2-0090000000-22a08abc511aab2711a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperdial 40V, Negative-QTOF	splash10-0f76-0950000000-31fc73b6cf14f1a01b4e	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

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

3508640

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851691

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 Piperdial (HMDB0035798)

MOL for HMDB0035798 (Piperdial)

3D MOL for HMDB0035798 (Piperdial)

3D SDF for HMDB0035798 (Piperdial)

3D-SDF for HMDB0035798 (Piperdial)

PDB for HMDB0035798 (Piperdial)

3D PDB for HMDB0035798 (Piperdial)

SMILES for HMDB0035798 (Piperdial)

INCHI for HMDB0035798 (Piperdial)

Structure for HMDB0035798 (Piperdial)

3D Structure for HMDB0035798 (Piperdial)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra