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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:47:17 UTC

Update Date

2022-03-07 02:54:37 UTC

HMDB ID

HMDB0035767

Secondary Accession Numbers

HMDB35767

Metabolite Identification

Common Name

Piperalol

Description

Piperalol 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). Piperalol 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 piperalol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Piperalol.

Structure

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

HMDB0035767
     RDKit          3D
Piperalol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.0084    2.7460    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4907    1.4683    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7317    1.6435    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.6757   -0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.1064   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    2.3020   -1.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -0.7708   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -1.5730   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119   -2.9532   -0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647   -1.1666   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -2.5641   -0.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.7311    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -1.2446   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.1987   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    0.3404   -1.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -0.7747    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    0.9170    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5047    0.7549    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    3.0149    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    2.5968    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    3.5945    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000    0.7767    1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0747    2.6554    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930    0.3506   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550   -1.0656    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2793   -1.3320   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.4177   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219   -3.2695    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -0.8212   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8972   -2.8654    0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1488   -1.0740    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -2.2020    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382   -1.4428   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304    1.0958   -1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8722   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149   -0.5220   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    0.0347    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2049   -1.6201    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2442   -1.1270    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.7857    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3550    1.8596    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    1.1450   -0.8109 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  1  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
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
M  END


  Mrv0541 05061308422D          

 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  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035767

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7,9,11-14,17-18H,5-6,8H2,1-3H3

> <INCHI_KEY>
MABZIKXHSLOMDZ-UHFFFAOYSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.3493

> <EXACT_MASS>
252.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.895727694732024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-1,2,3,3a,4,5,8,8a-octahydroazulene-6-carbaldehyde

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.1165490240000004

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.48822127966493

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.464647463459958

> <JCHEM_PKA_STRONGEST_BASIC>
-2.656188910873178

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
71.7597

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,3a,4,5,8,8a-hexahydro-1H-azulene-6-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035767
     RDKit          3D
Piperalol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.0084    2.7460    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4907    1.4683    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7317    1.6435    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.6757   -0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.1064   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    2.3020   -1.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -0.7708   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -1.5730   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119   -2.9532   -0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647   -1.1666   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -2.5641   -0.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.7311    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -1.2446   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.1987   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    0.3404   -1.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -0.7747    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    0.9170    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5047    0.7549    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    3.0149    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    2.5968    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    3.5945    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000    0.7767    1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0747    2.6554    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930    0.3506   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550   -1.0656    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2793   -1.3320   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.4177   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219   -3.2695    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -0.8212   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8972   -2.8654    0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1488   -1.0740    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -2.2020    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382   -1.4428   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304    1.0958   -1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8722   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149   -0.5220   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    0.0347    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2049   -1.6201    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2442   -1.1270    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.7857    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3550    1.8596    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    1.1450   -0.8109 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  1  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
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  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    HMDB0035767
HETATM    1  C1  UNL     1      -0.008   2.746   1.665  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.491   1.468   1.096  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.732   1.644   0.302  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.489   0.676  -0.229  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.669   1.106  -0.971  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.001   2.302  -1.133  1.00  0.00           O  
HETATM    7  C6  UNL     1       2.216  -0.771  -0.116  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.256  -1.573  -0.827  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.012  -2.953  -0.731  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.865  -1.167  -0.643  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.843  -2.564  -0.676  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.276  -0.731   0.231  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.557  -1.245  -0.393  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.613  -0.199  -0.142  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.204   0.340  -1.416  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.691  -0.775   0.717  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.923   0.917   0.652  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.505   0.755   0.227  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.615   3.015   2.556  1.00  0.00           H  
HETATM   20  H2  UNL     1      -1.044   2.597   2.027  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.036   3.594   0.948  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.700   0.777   1.964  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.075   2.655   0.126  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.293   0.351  -1.408  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.255  -1.066   0.967  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.279  -1.332  -1.903  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.271  -1.418  -0.420  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.322  -3.269   0.154  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.723  -0.821  -1.677  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.897  -2.865   0.267  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.149  -1.074   1.257  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.815  -2.202   0.113  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.438  -1.443  -1.476  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.530   1.096  -1.903  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.147   0.872  -1.190  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.415  -0.522  -2.073  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.421   0.035   0.968  1.00  0.00           H  
HETATM   38  H20 UNL     1      -4.205  -1.620   0.231  1.00  0.00           H  
HETATM   39  H21 UNL     1      -3.244  -1.127   1.667  1.00  0.00           H  
HETATM   40  H22 UNL     1      -2.092   0.786   1.733  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.355   1.860   0.272  1.00  0.00           H  
HETATM   42  H24 UNL     1      -0.407   1.145  -0.811  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   26   27
CONECT    9   28
CONECT   10   11   12   29
CONECT   11   30
CONECT   12   13   18   31
CONECT   13   14   32   33
CONECT   14   15   16   17
CONECT   15   34   35   36
CONECT   16   37   38   39
CONECT   17   18   40   41
CONECT   18   42
END

HMDB0035767
     RDKit          3D
Piperalol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.0084    2.7460    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4907    1.4683    1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7317    1.6435    0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.6757   -0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.1064   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006    2.3020   -1.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2158   -0.7708   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -1.5730   -0.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119   -2.9532   -0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647   -1.1666   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -2.5641   -0.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.7311    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574   -1.2446   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6129   -0.1987   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    0.3404   -1.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910   -0.7747    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235    0.9170    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5047    0.7549    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    3.0149    2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436    2.5968    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    3.5945    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000    0.7767    1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0747    2.6554    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930    0.3506   -1.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550   -1.0656    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2793   -1.3320   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707   -1.4177   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219   -3.2695    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -0.8212   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8972   -2.8654    0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1488   -1.0740    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -2.2020    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382   -1.4428   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304    1.0958   -1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8722   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149   -0.5220   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    0.0347    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2049   -1.6201    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2442   -1.1270    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.7857    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3550    1.8596    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    1.1450   -0.8109 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  1  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
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8,14-Dihydroxy-4(6)-lactaren-5-al	HMDB

Chemical Formula

C₁₅H₂₄O₃

Average Molecular Weight

252.3493

Monoisotopic Molecular Weight

252.172544634

IUPAC Name

4-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-1,2,3,3a,4,5,8,8a-octahydroazulene-6-carbaldehyde

Traditional Name

4-hydroxy-5-(hydroxymethyl)-2,2,8-trimethyl-3,3a,4,5,8,8a-hexahydro-1H-azulene-6-carbaldehyde

CAS Registry Number

100288-35-5

SMILES

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

InChI Identifier

InChI=1S/C15H24O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7,9,11-14,17-18H,5-6,8H2,1-3H3

InChI Key

MABZIKXHSLOMDZ-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
Primary alcohol
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	0.85 g/L	ALOGPS
logP	1.35	ALOGPS
logP	1.12	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.46	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.76 m³·mol⁻¹	ChemAxon
Polarizability	28.9 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]+	156.123	31661259
DarkChem	[M-H]-	153.373	31661259
DeepCCS	[M-2H]-	196.672	30932474
DeepCCS	[M+Na]+	172.237	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piperalol	CC1C=C(C=O)C(CO)C(O)C2CC(C)(C)CC12	3009.9	Standard polar	33892256
Piperalol	CC1C=C(C=O)C(CO)C(O)C2CC(C)(C)CC12	1954.9	Standard non polar	33892256
Piperalol	CC1C=C(C=O)C(CO)C(O)C2CC(C)(C)CC12	2074.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Piperalol,1TMS,isomer #1	CC1C=C(C=O)C(CO[Si](C)(C)C)C(O)C2CC(C)(C)CC12	2119.1	Semi standard non polar	33892256
Piperalol,1TMS,isomer #2	CC1C=C(C=O)C(CO)C(O[Si](C)(C)C)C2CC(C)(C)CC12	2134.7	Semi standard non polar	33892256
Piperalol,2TMS,isomer #1	CC1C=C(C=O)C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2CC(C)(C)CC12	2155.7	Semi standard non polar	33892256
Piperalol,1TBDMS,isomer #1	CC1C=C(C=O)C(CO[Si](C)(C)C(C)(C)C)C(O)C2CC(C)(C)CC12	2361.1	Semi standard non polar	33892256
Piperalol,1TBDMS,isomer #2	CC1C=C(C=O)C(CO)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC12	2359.3	Semi standard non polar	33892256
Piperalol,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	2581.7	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 - Piperalol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-2890000000-d49b1c439184529c693d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperalol GC-MS (2 TMS) - 70eV, Positive	splash10-001j-5419000000-393af733f5803c09c70c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperalol 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 - Piperalol 10V, Negative-QTOF	splash10-0udi-0090000000-8bf1880a56ce58295361	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 20V, Negative-QTOF	splash10-0ue9-0090000000-0cf63f3958d8b4793e6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 40V, Negative-QTOF	splash10-0006-9650000000-5c4b04dd8a596bb43d4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 10V, Negative-QTOF	splash10-0ue9-0090000000-ac8f3f083a5cc04cb38a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 20V, Negative-QTOF	splash10-0ue9-0090000000-fd41e12b60ddf8ae701c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 40V, Negative-QTOF	splash10-0006-0960000000-851939baf8be2282dec3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 10V, Positive-QTOF	splash10-0f79-0090000000-f93606793c6662735058	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 20V, Positive-QTOF	splash10-00kr-0190000000-a44feb780437b6f16f60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 40V, Positive-QTOF	splash10-0690-5950000000-fb3c1028e33fde8c0fa4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 10V, Positive-QTOF	splash10-0f79-0090000000-77eaa6ecd68a84c9d186	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 20V, Positive-QTOF	splash10-059i-3490000000-62cb7b975781e348839f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperalol 40V, Positive-QTOF	splash10-08fu-9400000000-c26c834be2c70ab9ca26	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

FDB014505

KNApSAcK ID

C00021551

Chemspider ID

35014015

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14412873

PDB ID

Not Available

ChEBI ID

Not Available

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

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

Showing metabocard for Piperalol (HMDB0035767)

MOL for HMDB0035767 (Piperalol)

3D MOL for HMDB0035767 (Piperalol)

3D SDF for HMDB0035767 (Piperalol)

3D-SDF for HMDB0035767 (Piperalol)

PDB for HMDB0035767 (Piperalol)

3D PDB for HMDB0035767 (Piperalol)

SMILES for HMDB0035767 (Piperalol)

INCHI for HMDB0035767 (Piperalol)

Structure for HMDB0035767 (Piperalol)

3D Structure for HMDB0035767 (Piperalol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra