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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:57:10 UTC

Update Date

2022-03-07 02:53:38 UTC

HMDB ID

HMDB0033239

Secondary Accession Numbers

HMDB33239

Metabolite Identification

Common Name

Pogostol

Description

Pogostol belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Based on a literature review a significant number of articles have been published on Pogostol.

Structure

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

HMDB0033239
     RDKit          3D
Pogostol
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.8570   -0.5477   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1543   -0.1549   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019    0.5799    0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7243   -0.3758   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.2457   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -2.2330   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409   -1.6994    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.7816   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941   -2.5628    1.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -0.3245    0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    0.1594    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2940    1.6138    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.9994    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    2.7695   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    0.7017   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631    0.9525    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.0728   -2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9425   -0.3426   -1.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0002    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    1.3712    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1729    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.8282    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5532   -0.7415   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156   -1.9183   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -2.7022    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -3.0512   -1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117   -2.7710   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491   -0.9510   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -1.8981   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.0988    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632   -0.2883    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    0.1149   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0552   -0.3573    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096    2.2239    1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    1.6250    2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    2.6763    0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    2.3108   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.8230   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    2.6794   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5517   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    1.3819    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.5854   -0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  4  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 05061307002D          

 16 17  0  0  0  0            999 V2000
    5.4871   -0.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -1.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    2.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    1.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713   -0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    0.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    0.2872    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
    2.7076    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7106    2.7007    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  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033239

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C1CC(CCC2(C)O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)13(14)9-12/h11-14,16H,1,5-9H2,2-4H3

> <INCHI_KEY>
VYOZKWKETGHHDW-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.38724261267814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dimethyl-7-(prop-1-en-2-yl)-decahydroazulen-4-ol

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
3.596653624333334

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.46003323450073796

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.358

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dimethyl-7-(prop-1-en-2-yl)-octahydro-1H-azulen-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033239
     RDKit          3D
Pogostol
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.8570   -0.5477   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1543   -0.1549   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019    0.5799    0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7243   -0.3758   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.2457   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -2.2330   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409   -1.6994    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.7816   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941   -2.5628    1.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -0.3245    0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    0.1594    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2940    1.6138    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.9994    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    2.7695   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    0.7017   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631    0.9525    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.0728   -2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9425   -0.3426   -1.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0002    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    1.3712    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1729    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.8282    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5532   -0.7415   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156   -1.9183   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -2.7022    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -3.0512   -1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117   -2.7710   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491   -0.9510   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -1.8981   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.0988    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632   -0.2883    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    0.1149   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0552   -0.3573    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096    2.2239    1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    1.6250    2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    2.6763    0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    2.3108   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.8230   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    2.6794   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5517   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    1.3819    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.5854   -0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  4  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 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      10.243  -0.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.157  -2.101   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.114  -0.787   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.054   4.614   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.684   1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   3.169   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.428   1.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.760   3.311   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   0.193   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.720  -0.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   0.678   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.760   0.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.054   1.154   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.054   2.694   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   3.654   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.926   5.041   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6   11                                                       
CONECT    6    5   14                                                       
CONECT    7    8   12                                                       
CONECT    8    7   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    5   13                                                  
CONECT   12    7    9   10                                                  
CONECT   13    9   11   14                                                  
CONECT   14    6   13   15                                                  
CONECT   15    4    8   14   16                                             
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0033239
HETATM    1  C1  UNL     1       3.857  -0.548  -1.235  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.154  -0.155  -0.214  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.902   0.580   0.890  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.724  -0.376  -0.041  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.040  -1.246  -1.021  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.141  -2.233  -0.304  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.141  -1.699   0.189  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.201  -1.782  -0.905  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.594  -2.563   1.205  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.078  -0.324   0.779  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.532   0.159   0.898  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.294   1.614   1.246  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.195   1.999   0.314  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.732   2.769  -0.866  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.495   0.702  -0.124  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.963   0.952   0.030  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.400  -1.073  -2.057  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.943  -0.343  -1.267  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.831   1.000   0.512  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.245   1.371   1.309  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.028  -0.173   1.698  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.596  -0.828   1.012  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.553  -0.741  -1.870  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.816  -1.918  -1.502  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.741  -2.702   0.489  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.079  -3.051  -1.043  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.012  -2.771  -1.413  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.149  -0.951  -1.606  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.213  -1.898  -0.437  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.842  -2.099   2.020  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.663  -0.288   1.785  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.046   0.115  -0.063  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.055  -0.357   1.726  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.210   2.224   1.132  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.897   1.625   2.283  1.00  0.00           H  
HETATM   36  H20 UNL     1      -0.510   2.676   0.853  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.716   2.311  -1.177  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.881   3.823  -0.524  1.00  0.00           H  
HETATM   39  H23 UNL     1      -1.074   2.679  -1.734  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.831   0.552  -1.169  1.00  0.00           H  
HETATM   41  H25 UNL     1       1.183   1.382   1.013  1.00  0.00           H  
HETATM   42  H26 UNL     1       1.323   1.585  -0.812  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    4
CONECT    3   19   20   21
CONECT    4    5   16   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    9   10
CONECT    8   27   28   29
CONECT    9   30
CONECT   10   11   15   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   15   36
CONECT   14   37   38   39
CONECT   15   16   40
CONECT   16   41   42
END

HMDB0033239
     RDKit          3D
Pogostol
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.8570   -0.5477   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1543   -0.1549   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019    0.5799    0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7243   -0.3758   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.2457   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -2.2330   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409   -1.6994    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -1.7816   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941   -2.5628    1.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0780   -0.3245    0.7790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    0.1594    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2940    1.6138    1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.9994    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    2.7695   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    0.7017   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631    0.9525    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.0728   -2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9425   -0.3426   -1.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    1.0002    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    1.3712    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1729    1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.8282    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5532   -0.7415   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156   -1.9183   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -2.7022    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -3.0512   -1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117   -2.7710   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491   -0.9510   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134   -1.8981   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.0988    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632   -0.2883    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0457    0.1149   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0552   -0.3573    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096    2.2239    1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    1.6250    2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098    2.6763    0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    2.3108   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    3.8230   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    2.6794   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5517   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    1.3819    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.5854   -0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  4  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

1,4-dimethyl-7-(prop-1-en-2-yl)-decahydroazulen-4-ol

Traditional Name

1,4-dimethyl-7-(prop-1-en-2-yl)-octahydro-1H-azulen-4-ol

CAS Registry Number

21698-41-9

SMILES

CC1CCC2C1CC(CCC2(C)O)C(C)=C

InChI Identifier

InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)13(14)9-12/h11-14,16H,1,5-9H2,2-4H3

InChI Key

VYOZKWKETGHHDW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Endocrine system disorder

Diabetes mellitus type 2 (PMID: 30402908)

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Non-alcoholic fatty liver disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Disposition

Biological location

Cell

All cells and tissues (HMDB: HMDB0262405)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0262405)

Golgi apparatus membrane (HMDB: HMDB0262405)
Cell membrane (HMDB: HMDB0262405)

Source

Endogenous

Endogenous (HMDB: HMDB0262405)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0262405)

Biochemical process

Lipid transport (PMID: 26811286)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

Nutrient (PMID: 26811286)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	303.00 to 304.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	7.82 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.965 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.95	ALOGPS
logP	3.6	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-0.46	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	1	ChemAxon
Refractivity	68.36 m³·mol⁻¹	ChemAxon
Polarizability	27.39 Å³	ChemAxon
Number of Rings	2	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]+	154.616	31661259
DarkChem	[M-H]-	150.738	31661259
DeepCCS	[M+H]+	152.857	30932474
DeepCCS	[M-H]-	150.499	30932474
DeepCCS	[M-2H]-	185.455	30932474
DeepCCS	[M+Na]+	161.038	30932474
AllCCS	[M+H]+	153.1	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	156.6	32859911
AllCCS	[M+Na]+	157.6	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	161.6	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.	5.62 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3056 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2446.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	546.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	249.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	381.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	794.8 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	809.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1354.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	472.1 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	1467.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	435.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	577.7 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	10.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pogostol	CC1CCC2C1CC(CCC2(C)O)C(C)=C	2153.4	Standard polar	33892256
Pogostol	CC1CCC2C1CC(CCC2(C)O)C(C)=C	1645.0	Standard non polar	33892256
Pogostol	CC1CCC2C1CC(CCC2(C)O)C(C)=C	1646.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pogostol,1TMS,isomer #1	C=C(C)C1CCC(C)(O[Si](C)(C)C)C2CCC(C)C2C1	1770.7	Semi standard non polar	33892256
Pogostol,1TBDMS,isomer #1	C=C(C)C1CCC(C)(O[Si](C)(C)C(C)(C)C)C2CCC(C)C2C1	2022.9	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 - Pogostol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-5920000000-7d22b244a6802c569432	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pogostol GC-MS (1 TMS) - 70eV, Positive	splash10-004i-4390000000-ef59214f8bfa50ca12be	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pogostol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pogostol 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 - Pogostol 10V, Positive-QTOF	splash10-0ab9-0190000000-75440973fe1be9089695	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 20V, Positive-QTOF	splash10-0ab9-2790000000-0f89a49d25b1f0d49694	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 40V, Positive-QTOF	splash10-1010-9500000000-c10f5385dcd4a9df7070	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 10V, Negative-QTOF	splash10-00di-0090000000-dfdab1978bf02d27bea4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 20V, Negative-QTOF	splash10-00di-0090000000-6c89265f914155dd85f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 40V, Negative-QTOF	splash10-06w9-5920000000-79adf77dd05fddb285f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 40V, Negative-QTOF	splash10-01b9-0090000000-cdd1ee6d35a8f36ff912	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 10V, Positive-QTOF	splash10-01b9-2940000000-0222d0c70ca9fc18781a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 20V, Positive-QTOF	splash10-0059-4910000000-c6e52667775a8d220900	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pogostol 40V, Positive-QTOF	splash10-001i-9100000000-54401f0d2eadb0f8166d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011255

KNApSAcK ID

C00020410

Chemspider ID

4478680

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320651

PDB ID

Not Available

ChEBI ID

167356

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1058641

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 Pogostol (HMDB0033239)

MOL for HMDB0033239 (Pogostol)

3D MOL for HMDB0033239 (Pogostol)

3D SDF for HMDB0033239 (Pogostol)

3D-SDF for HMDB0033239 (Pogostol)

PDB for HMDB0033239 (Pogostol)

3D PDB for HMDB0033239 (Pogostol)

SMILES for HMDB0033239 (Pogostol)

INCHI for HMDB0033239 (Pogostol)

Structure for HMDB0033239 (Pogostol)

3D Structure for HMDB0033239 (Pogostol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra