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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:40:26 UTC

Update Date

2022-03-07 02:56:51 UTC

HMDB ID

HMDB0041036

Secondary Accession Numbers

HMDB41036

Metabolite Identification

Common Name

Sugeonol

Description

Sugeonol 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 Sugeonol.

Structure

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

HMDB0041036
     RDKit          3D
Sugeonol
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5054   -0.8367   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237   -0.9075   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.0170   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472    1.3554    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256    2.2995   -0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.7100    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9080    1.2960    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -0.1416    2.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870   -1.0528    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -2.1543    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -0.4287   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -1.3881   -1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -2.0200   -1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321   -3.1798   -1.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    0.9061   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2809    0.9208   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    1.4350   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -0.6468    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    0.0691   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.7394   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228    1.2301    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8345    2.3661    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4027    2.7906    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058    1.9552    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    1.5991    2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -0.5116    3.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3651   -0.2277    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073   -1.6124    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.3387    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141   -3.1275    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -1.8888   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827   -0.9742   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -2.2304   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    0.9600    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548    0.0528   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    1.8227   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0235    2.5338   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    0.9334   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371    1.1542   -2.7416 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 13  2  1  0
 11  3  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END

  Mrv0541 05061312212D          

 17 19  0  0  0  0            999 V2000
    2.5472   -0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3024    2.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7987    1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0980    1.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6046    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883    1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3771    0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8451    1.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0264    2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690    1.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    1.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639    2.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579    1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0378    1.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.7742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    3.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  2  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041036

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C(O)C3=C(C)C(=O)CC13C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-8-5-6-10-13(17)12-9(2)11(16)7-15(8,12)14(10,3)4/h8,10,13,17H,5-7H2,1-4H3

> <INCHI_KEY>
BOBZQUWDNGGBHD-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.64046976666802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.2373596633333337

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.62895495730678

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.265023203858014

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1202763482180753

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
67.5595

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041036
     RDKit          3D
Sugeonol
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5054   -0.8367   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237   -0.9075   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.0170   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472    1.3554    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256    2.2995   -0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.7100    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9080    1.2960    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -0.1416    2.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870   -1.0528    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -2.1543    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -0.4287   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -1.3881   -1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -2.0200   -1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321   -3.1798   -1.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    0.9061   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2809    0.9208   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    1.4350   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -0.6468    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    0.0691   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.7394   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228    1.2301    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8345    2.3661    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4027    2.7906    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058    1.9552    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    1.5991    2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -0.5116    3.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3651   -0.2277    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073   -1.6124    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.3387    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141   -3.1275    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -1.8888   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827   -0.9742   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -2.2304   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    0.9600    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548    0.0528   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    1.8227   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0235    2.5338   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    0.9334   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371    1.1542   -2.7416 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 13  2  1  0
 11  3  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  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       4.755  -0.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564   4.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.224   2.185   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.783   2.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.729   1.426   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.885   3.143   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.571   1.260   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.073   1.138   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.578   3.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.649   4.159   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.249   2.050   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.102   3.699   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.226   4.867   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.401   3.414   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.804   2.219   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.151   1.445   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.966   6.370   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    6    8                                                       
CONECT    6    5   10                                                       
CONECT    7   11   15                                                       
CONECT    8    1    5   15                                                  
CONECT    9    2   11   12                                                  
CONECT   10    6   13   14                                                  
CONECT   11    7    9   16                                                  
CONECT   12    9   13   15                                                  
CONECT   13   10   12   17                                                  
CONECT   14    3    4   10   15                                             
CONECT   15    7    8   12   14                                             
CONECT   16   11                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0041036
HETATM    1  C1  UNL     1       3.505  -0.837  -0.456  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.024  -0.907  -0.502  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.211   0.017  -0.055  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.147   1.355   0.601  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.926   2.299  -0.049  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.324   1.710   0.574  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.908   1.296   1.890  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.239  -0.142   2.019  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.687  -1.053   0.993  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.725  -2.154   0.745  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.219  -0.429  -0.274  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.098  -1.388  -1.386  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.239  -2.020  -1.067  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.632  -3.180  -1.221  1.00  0.00           O  
HETATM   15  C13 UNL     1      -0.821   0.906  -0.590  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.281   0.921  -0.800  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.139   1.435  -1.838  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.876  -0.647   0.570  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.796   0.069  -1.049  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.958  -1.739  -0.909  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.523   1.230   1.640  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.834   2.366   0.326  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.403   2.791   0.433  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.806   1.955   2.062  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.188   1.599   2.680  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.894  -0.512   3.032  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.365  -0.228   2.100  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.207  -1.612   1.403  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.321  -2.339   1.665  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.214  -3.128   0.528  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.432  -1.889  -0.045  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.083  -0.974  -2.391  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.822  -2.230  -1.362  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.909   0.960   0.089  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.555   0.053  -1.449  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.539   1.823  -1.412  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.024   2.534  -1.763  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.855   0.933  -1.993  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.737   1.154  -2.742  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   13
CONECT    3    4   11
CONECT    4    5    6   21
CONECT    5   22
CONECT    6    7   15   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   11   28
CONECT   10   29   30   31
CONECT   11   12   15
CONECT   12   13   32   33
CONECT   13   14   14
CONECT   15   16   17
CONECT   16   34   35   36
CONECT   17   37   38   39
END

HMDB0041036
     RDKit          3D
Sugeonol
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.5054   -0.8367   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237   -0.9075   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.0170   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472    1.3554    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256    2.2995   -0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.7100    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9080    1.2960    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -0.1416    2.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870   -1.0528    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -2.1543    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -0.4287   -0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -1.3881   -1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -2.0200   -1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321   -3.1798   -1.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    0.9061   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2809    0.9208   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1389    1.4350   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -0.6468    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    0.0691   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.7394   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228    1.2301    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8345    2.3661    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4027    2.7906    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058    1.9552    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    1.5991    2.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944   -0.5116    3.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3651   -0.2277    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073   -1.6124    1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3210   -2.3387    1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141   -3.1275    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -1.8888   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827   -0.9742   -2.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -2.2304   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    0.9600    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548    0.0528   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    1.8227   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0235    2.5338   -1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    0.9334   -1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371    1.1542   -2.7416 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 13  2  1  0
 11  3  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

6-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

Traditional Name

6-hydroxy-4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-en-3-one

CAS Registry Number

19419-58-0

SMILES

CC1CCC2C(O)C3=C(C)C(=O)CC13C2(C)C

InChI Identifier

InChI=1S/C15H22O2/c1-8-5-6-10-13(17)12-9(2)11(16)7-15(8,12)14(10,3)4/h8,10,13,17H,5-7H2,1-4H3

InChI Key

BOBZQUWDNGGBHD-UHFFFAOYSA-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

Patchoulane sesquiterpenoid
Sesquiterpenoid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041036)

Source

Endogenous

Endogenous (HMDB: HMDB0041036)

Plant

Plant (HMDB: HMDB0041036)

Animal

Animal (HMDB: HMDB0041036)

Exogenous

Food

Food (HMDB: HMDB0041036)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0041036)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041036)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041036)

Lipid metabolism pathway (HMDB: HMDB0041036)

Cellular process

Cell signaling (HMDB: HMDB0041036)

Biochemical process

Lipid transport (HMDB: HMDB0041036)

Role

Biological role

Energy source (HMDB: HMDB0041036)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041036)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	181 - 182.5 °C	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	0.34 g/L	ALOGPS
logP	2.49	ALOGPS
logP	2.24	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.27	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.56 m³·mol⁻¹	ChemAxon
Polarizability	26.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.87	31661259
DarkChem	[M-H]-	149.257	31661259
DeepCCS	[M-2H]-	192.726	30932474
DeepCCS	[M+Na]+	168.291	30932474
AllCCS	[M+H]+	154.2	32859911
AllCCS	[M+H-H2O]+	150.6	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	161.8	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sugeonol	CC1CCC2C(O)C3=C(C)C(=O)CC13C2(C)C	2932.7	Standard polar	33892256
Sugeonol	CC1CCC2C(O)C3=C(C)C(=O)CC13C2(C)C	1809.7	Standard non polar	33892256
Sugeonol	CC1CCC2C(O)C3=C(C)C(=O)CC13C2(C)C	1826.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sugeonol,1TMS,isomer #1	CC1=C2C(O[Si](C)(C)C)C3CCC(C)C2(CC1=O)C3(C)C	1927.8	Semi standard non polar	33892256
Sugeonol,1TMS,isomer #2	CC1=C2C(O)C3CCC(C)C2(C=C1O[Si](C)(C)C)C3(C)C	1905.3	Semi standard non polar	33892256
Sugeonol,2TMS,isomer #1	CC1=C2C(O[Si](C)(C)C)C3CCC(C)C2(C=C1O[Si](C)(C)C)C3(C)C	1992.4	Semi standard non polar	33892256
Sugeonol,2TMS,isomer #1	CC1=C2C(O[Si](C)(C)C)C3CCC(C)C2(C=C1O[Si](C)(C)C)C3(C)C	1923.6	Standard non polar	33892256
Sugeonol,1TBDMS,isomer #1	CC1=C2C(O[Si](C)(C)C(C)(C)C)C3CCC(C)C2(CC1=O)C3(C)C	2146.8	Semi standard non polar	33892256
Sugeonol,1TBDMS,isomer #2	CC1=C2C(O)C3CCC(C)C2(C=C1O[Si](C)(C)C(C)(C)C)C3(C)C	2124.7	Semi standard non polar	33892256
Sugeonol,2TBDMS,isomer #1	CC1=C2C(O[Si](C)(C)C(C)(C)C)C3CCC(C)C2(C=C1O[Si](C)(C)C(C)(C)C)C3(C)C	2405.5	Semi standard non polar	33892256
Sugeonol,2TBDMS,isomer #1	CC1=C2C(O[Si](C)(C)C(C)(C)C)C3CCC(C)C2(C=C1O[Si](C)(C)C(C)(C)C)C3(C)C	2325.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sugeonol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-7390000000-868de0d1ed0236e3f8f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sugeonol GC-MS (1 TMS) - 70eV, Positive	splash10-0006-8090000000-8caef0c2feeb0cbd79ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sugeonol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sugeonol 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 - Sugeonol 10V, Positive-QTOF	splash10-014r-0090000000-e2172121a9e07a56157a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 20V, Positive-QTOF	splash10-02ti-1970000000-e09e3c21f2a6019090bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 40V, Positive-QTOF	splash10-0a4j-4900000000-375a8f18414fd7fc7afe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 10V, Negative-QTOF	splash10-001i-0090000000-41a4f35ab93eccde6779	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 20V, Negative-QTOF	splash10-001i-0190000000-11b5731ecf46996977a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 40V, Negative-QTOF	splash10-0ktu-2970000000-0af6c5220302a553341d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 10V, Positive-QTOF	splash10-000i-0090000000-dab07d028c3f7b127136	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 20V, Positive-QTOF	splash10-00kr-0090000000-4eee373fa856cac0caec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 40V, Positive-QTOF	splash10-0pb9-0190000000-9e922f2fc4d2d695413f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 10V, Negative-QTOF	splash10-001i-0090000000-82aa59d21ab9c91afa8c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 20V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sugeonol 40V, Negative-QTOF	splash10-001i-1390000000-02160dc6e308fae6b1c7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020908

KNApSAcK ID

Not Available

Chemspider ID

35015081

KEGG Compound ID

C17504

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12443125

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

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 Sugeonol (HMDB0041036)

MOL for HMDB0041036 (Sugeonol)

3D MOL for HMDB0041036 (Sugeonol)

3D SDF for HMDB0041036 (Sugeonol)

3D-SDF for HMDB0041036 (Sugeonol)

PDB for HMDB0041036 (Sugeonol)

3D PDB for HMDB0041036 (Sugeonol)

SMILES for HMDB0041036 (Sugeonol)

INCHI for HMDB0041036 (Sugeonol)

Structure for HMDB0041036 (Sugeonol)

3D Structure for HMDB0041036 (Sugeonol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra