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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:59:46 UTC

Update Date

2023-02-21 17:25:29 UTC

HMDB ID

HMDB0036820

Secondary Accession Numbers

HMDB36820

Metabolite Identification

Common Name

beta-Ionol

Description

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

Structure

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

HMDB0036820
     RDKit          3D
beta-Ionol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.2347   -2.8279   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645   -1.5994   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -0.4940   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153   -0.5493    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7558    0.4655    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2531    0.3201    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680    1.5034    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -0.8539    0.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    0.7523    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0272    1.1588    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339    1.8624   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    0.6870   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001   -0.6344   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.7532   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -3.6896   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.5592   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3151   -3.0773    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501   -1.4951   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    1.4169    0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    0.3053    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663    2.0954   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    2.1884    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8152    1.2316   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123   -1.0234    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    1.0232    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3261    0.4585    2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    2.1925    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    1.4469   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.7570   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    2.1788   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695    1.4084    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0970   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -0.5993   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260   -0.8446    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8313   -2.6954   -0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -1.8533   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
M  END


  Mrv0541 05061309212D          

 14 14  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036820

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8,11,14H,5-6,9H2,1-4H3/b8-7+

> <INCHI_KEY>
CNOPDZWOYFOHGN-BQYQJAHWSA-N

> <FORMULA>
C13H22O

> <MOLECULAR_WEIGHT>
194.3132

> <EXACT_MASS>
194.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.97575726288275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
3.042298634333334

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.950002670311687

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9458688320056678

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
62.8224

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036820
     RDKit          3D
beta-Ionol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.2347   -2.8279   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645   -1.5994   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -0.4940   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153   -0.5493    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7558    0.4655    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2531    0.3201    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680    1.5034    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -0.8539    0.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    0.7523    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0272    1.1588    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339    1.8624   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    0.6870   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001   -0.6344   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.7532   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -3.6896   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.5592   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3151   -3.0773    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501   -1.4951   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    1.4169    0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    0.3053    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663    2.0954   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    2.1884    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8152    1.2316   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123   -1.0234    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    1.0232    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3261    0.4585    2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    2.1925    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    1.4469   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.7570   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    2.1788   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695    1.4084    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0970   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -0.5993   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260   -0.8446    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8313   -2.6954   -0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -1.8533   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   11                                                       
CONECT    8    7   12                                                       
CONECT    9    5   13                                                       
CONECT   10    1    6   12                                                  
CONECT   11    2    7   14                                                  
CONECT   12    8   10   13                                                  
CONECT   13    3    4    9   12                                             
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0036820
HETATM    1  C1  UNL     1      -0.235  -2.828  -0.638  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.064  -1.599  -0.442  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.427  -0.494  -0.083  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.015  -0.549   0.095  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.756   0.465   0.452  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.253   0.320   0.614  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.968   1.503   0.034  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.708  -0.854   0.060  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.178   0.752   0.115  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.027   1.159   1.573  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.634   1.862  -0.806  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.646   0.687  -0.178  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.300  -0.634  -0.024  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.508  -1.753  -0.657  1.00  0.00           C  
HETATM   15  H1  UNL     1      -0.803  -3.690  -0.991  1.00  0.00           H  
HETATM   16  H2  UNL     1       0.493  -2.559  -1.457  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.315  -3.077   0.298  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.550  -1.495  -0.074  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.304   1.417   0.640  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.442   0.305   1.700  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.266   2.095  -0.615  1.00  0.00           H  
HETATM   22  H8  UNL     1       4.385   2.188   0.825  1.00  0.00           H  
HETATM   23  H9  UNL     1       4.815   1.232  -0.630  1.00  0.00           H  
HETATM   24  H10 UNL     1       4.612  -1.023   0.417  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.990   1.023   2.123  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.326   0.458   2.046  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.670   2.192   1.674  1.00  0.00           H  
HETATM   28  H14 UNL     1       0.181   1.447  -1.405  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.403   2.757  -0.229  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.429   2.179  -1.549  1.00  0.00           H  
HETATM   31  H17 UNL     1      -3.169   1.408   0.502  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.846   1.097  -1.206  1.00  0.00           H  
HETATM   33  H19 UNL     1      -4.276  -0.599  -0.552  1.00  0.00           H  
HETATM   34  H20 UNL     1      -3.526  -0.845   1.042  1.00  0.00           H  
HETATM   35  H21 UNL     1      -2.831  -2.695  -0.162  1.00  0.00           H  
HETATM   36  H22 UNL     1      -2.774  -1.853  -1.725  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3   14
CONECT    3    4    9
CONECT    4    5    5   18
CONECT    5    6   19
CONECT    6    7    8   20
CONECT    7   21   22   23
CONECT    8   24
CONECT    9   10   11   12
CONECT   10   25   26   27
CONECT   11   28   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   35   36
END

HMDB0036820
     RDKit          3D
beta-Ionol
 36 36  0  0  0  0  0  0  0  0999 V2000
   -0.2347   -2.8279   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645   -1.5994   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -0.4940   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153   -0.5493    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7558    0.4655    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2531    0.3201    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680    1.5034    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -0.8539    0.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781    0.7523    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0272    1.1588    1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339    1.8624   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    0.6870   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001   -0.6344   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.7532   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -3.6896   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.5592   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3151   -3.0773    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501   -1.4951   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    1.4169    0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    0.3053    1.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663    2.0954   -0.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    2.1884    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8152    1.2316   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123   -1.0234    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905    1.0232    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3261    0.4585    2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704    2.1925    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    1.4469   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.7570   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    2.1788   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695    1.4084    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0970   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -0.5993   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260   -0.8446    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8313   -2.6954   -0.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7736   -1.8533   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Ionol	Generator
Β-ionol	Generator
2-Hydroxy-beta-ionone	HMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-ol	HMDB
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-ol	HMDB
4-(2,6,6-Trimethyl-1-cyclohexenyl)-but-3-en-2-ol	HMDB

Chemical Formula

C₁₃H₂₂O

Average Molecular Weight

194.3132

Monoisotopic Molecular Weight

194.167065326

IUPAC Name

(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol

Traditional Name

(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-ol

CAS Registry Number

22029-76-1

SMILES

CC(O)\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8,11,14H,5-6,9H2,1-4H3/b8-7+

InChI Key

CNOPDZWOYFOHGN-BQYQJAHWSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036820)

Source

Endogenous

Endogenous (HMDB: HMDB0036820)

Animal

Animal (HMDB: HMDB0036820)

Exogenous

Food

Food (HMDB: HMDB0036820)

Exogenous (HMDB: HMDB0036820)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036820)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036820)

Lipid metabolism pathway (HMDB: HMDB0036820)

Cellular process

Cell signaling (HMDB: HMDB0036820)

Biochemical process

Lipid transport (HMDB: HMDB0036820)

Role

Biological role

Energy source (HMDB: HMDB0036820)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036820)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036820)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	107.00 °C. @ 3.00 mm Hg	The Good Scents Company Information System
Water Solubility	16.29 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.059 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	4.44	ALOGPS
logP	3.04	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	16.95	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.82 m³·mol⁻¹	ChemAxon
Polarizability	23.98 Å³	ChemAxon
Number of Rings	1	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]+	148.267	31661259
DarkChem	[M-H]-	145.545	31661259
DeepCCS	[M+H]+	155.182	30932474
DeepCCS	[M-H]-	152.824	30932474
DeepCCS	[M-2H]-	187.091	30932474
DeepCCS	[M+Na]+	161.792	30932474
AllCCS	[M+H]+	146.3	32859911
AllCCS	[M+H-H2O]+	142.3	32859911
AllCCS	[M+NH4]+	150.0	32859911
AllCCS	[M+Na]+	151.1	32859911
AllCCS	[M-H]-	151.7	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	154.1	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.	6.57 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3076 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2423.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	542.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	303.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	660.9 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	697.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1426.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	482.4 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	1399.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	539.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	419.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	563.5 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Ionol	CC(O)\C=C\C1=C(C)CCCC1(C)C	2004.5	Standard polar	33892256
beta-Ionol	CC(O)\C=C\C1=C(C)CCCC1(C)C	1405.9	Standard non polar	33892256
beta-Ionol	CC(O)\C=C\C1=C(C)CCCC1(C)C	1426.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Ionol,1TMS,isomer #1	CC1=C(/C=C/C(C)O[Si](C)(C)C)C(C)(C)CCC1	1579.4	Semi standard non polar	33892256
beta-Ionol,1TBDMS,isomer #1	CC1=C(/C=C/C(C)O[Si](C)(C)C(C)(C)C)C(C)(C)CCC1	1839.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-3900000000-c78b821a93a54f7619b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionol GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-9360000000-87cf8c1bf7a9c2ca6c06	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 10V, Positive-QTOF	splash10-004i-1900000000-91a59284aa56ab2608a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 20V, Positive-QTOF	splash10-004r-4900000000-1574cf9c4f9a5e7a6150	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 40V, Positive-QTOF	splash10-014l-9600000000-04e0fdfba1ed3d81b677	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 10V, Negative-QTOF	splash10-0006-0900000000-ae81217cba931921a5c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 20V, Negative-QTOF	splash10-002f-0900000000-4815e1c3ae8fcc183783	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 40V, Negative-QTOF	splash10-0a6r-4900000000-ecb60c0b5cb608441778	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 10V, Negative-QTOF	splash10-0006-0900000000-f4ac9f2710ef63610b81	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 20V, Negative-QTOF	splash10-0006-0900000000-e213ca0f2cbeac0495a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 40V, Negative-QTOF	splash10-0002-0900000000-5ae43c62fbd07779834e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 10V, Positive-QTOF	splash10-000i-0900000000-c2225ffcf895f1f72885	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 20V, Positive-QTOF	splash10-059i-7900000000-088f27d4899b29bb96c4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionol 40V, Positive-QTOF	splash10-066u-9500000000-abb2090b08635ccb5a39	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015768

KNApSAcK ID

C00055733

Chemspider ID

4523692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5373729

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015851

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Ionol (HMDB0036820)

MOL for HMDB0036820 (beta-Ionol)

3D MOL for HMDB0036820 (beta-Ionol)

3D SDF for HMDB0036820 (beta-Ionol)

3D-SDF for HMDB0036820 (beta-Ionol)

PDB for HMDB0036820 (beta-Ionol)

3D PDB for HMDB0036820 (beta-Ionol)

SMILES for HMDB0036820 (beta-Ionol)

INCHI for HMDB0036820 (beta-Ionol)

Structure for HMDB0036820 (beta-Ionol)

3D Structure for HMDB0036820 (beta-Ionol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra