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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:54:51 UTC

Update Date

2021-09-26 23:10:00 UTC

HMDB ID

HMDB0255308

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde

Description

(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position. Based on a literature review very few articles have been published on (1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde. This compound has been identified in human blood as reported by (PMID: 31557052 ). (1s,2r,5s,7r,8r)-6,6,8-trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255308
     RDKit          3D
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde
 40 42  0  0  0  0  0  0  0  0999 V2000
    3.2592   -1.0135    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925   -0.5116   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072   -1.7550   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -1.4498   -1.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6414   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.7404    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.1915    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    1.3997    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    2.2166    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.2952   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    0.8470   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659    1.3694   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2069    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.0008   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   -2.2528    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0571   -2.4283    1.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -2.0233    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -0.2663    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -1.0295   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.0923   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -2.6220   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -2.0214   -1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -2.4526   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9768   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -0.3640    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367   -1.7518    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.4416    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    3.2203    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    2.3967    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607    1.6611    2.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7856    2.2812   -1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847    3.3801   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    2.0731   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294    0.9936   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.1462    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.8139   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.1268    1.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    0.2848    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.0633   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016   -3.0732    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
M  END

  Mrv1652309112116552D          

 16 18  0  0  0  0            999 V2000
    4.3852   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3467    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5084    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408    0.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0005   -0.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -1.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161   -0.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    0.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4845    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502    2.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -2.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7024   -1.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255308

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC23CC1C(C)(C)C2CCC3C=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-10-6-7-15-8-12(10)14(2,3)13(15)5-4-11(15)9-16/h9-13H,4-8H2,1-3H3

> <INCHI_KEY>
LXGGGUWSCSUCQU-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.356

> <EXACT_MASS>
220.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
26.377124150866315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,6,8-trimethyltricyclo[5.3.1.0^{1,5}]undecane-2-carbaldehyde

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
3.2838468323333334

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.10545362941018

> <JCHEM_PKA_STRONGEST_BASIC>
-7.03328263747776

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
65.6103

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,6,8-trimethyltricyclo[5.3.1.0^{1,5}]undecane-2-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255308
     RDKit          3D
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde
 40 42  0  0  0  0  0  0  0  0999 V2000
    3.2592   -1.0135    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925   -0.5116   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072   -1.7550   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -1.4498   -1.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6414   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.7404    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.1915    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    1.3997    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    2.2166    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.2952   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    0.8470   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659    1.3694   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2069    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.0008   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   -2.2528    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0571   -2.4283    1.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -2.0233    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -0.2663    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -1.0295   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.0923   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -2.6220   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -2.0214   -1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -2.4526   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9768   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -0.3640    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367   -1.7518    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.4416    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    3.2203    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    2.3967    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607    1.6611    2.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7856    2.2812   -1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847    3.3801   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    2.0731   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294    0.9936   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.1462    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.8139   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.1268    1.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    0.2848    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.0633   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016   -3.0732    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.186  -0.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.683  -0.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.247   1.137   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.682   1.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.623   0.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.717  -0.731   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.601  -1.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.111  -2.405   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.886  -1.270   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.337  -0.918   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.123   0.625   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.510   1.299   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.771   2.817   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.587   3.802   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.658  -3.844   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.178  -3.629   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9   12                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   15   16                                             
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    8                                                            
CONECT   16    8                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0255308
HETATM    1  C1  UNL     1       3.259  -1.013   0.268  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.992  -0.512  -0.438  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.307  -1.755  -0.987  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.122  -1.450  -1.394  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.795  -0.641  -0.344  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.001  -0.740   0.934  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.173   0.191   0.595  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.439   1.400   0.094  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.059   2.217   1.332  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.261   2.295  -0.775  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.767   0.847  -0.606  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.066   1.369  -0.096  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.825   0.207   0.497  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.232  -1.001  -0.182  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.459  -2.253   0.549  1.00  0.00           C  
HETATM   16  O1  UNL     1      -2.057  -2.428   1.685  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.124  -2.023   0.678  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.563  -0.266   1.053  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.097  -1.030  -0.465  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.294   0.092  -1.289  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.402  -2.622  -0.338  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.838  -2.021  -1.947  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.639  -2.453  -1.441  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.186  -0.977  -2.379  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.583  -0.364   1.776  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.337  -1.752   1.168  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.744   0.442   1.491  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.310   3.220   1.063  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.042   2.397   1.859  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.561   1.661   2.030  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.786   2.281  -1.799  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.185   3.380  -0.467  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.326   2.073  -0.801  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.629   0.994  -1.695  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.998   2.146   0.665  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.666   1.814  -0.942  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.740   0.127   1.584  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.901   0.285   0.164  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.688  -1.063  -1.188  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.002  -3.073   0.092  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    7   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   11   14
CONECT    6    7   25   26
CONECT    7    8   27
CONECT    8    9   10   11
CONECT    9   28   29   30
CONECT   10   31   32   33
CONECT   11   12   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39
CONECT   15   16   16   40
END

HMDB0255308
     RDKit          3D
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde
 40 42  0  0  0  0  0  0  0  0999 V2000
    3.2592   -1.0135    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925   -0.5116   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3072   -1.7550   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -1.4498   -1.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6414   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -0.7404    0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.1915    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    1.3997    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    2.2166    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.2952   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669    0.8470   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659    1.3694   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2069    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.0008   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4594   -2.2528    0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0571   -2.4283    1.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1237   -2.0233    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -0.2663    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -1.0295   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.0923   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -2.6220   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8377   -2.0214   -1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -2.4526   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9768   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -0.3640    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367   -1.7518    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436    0.4416    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    3.2203    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    2.3967    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5607    1.6611    2.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7856    2.2812   -1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847    3.3801   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    2.0731   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294    0.9936   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9977    2.1462    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.8139   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.1268    1.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    0.2848    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -1.0633   -1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0016   -3.0732    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.356

Monoisotopic Molecular Weight

220.182715393

IUPAC Name

6,6,8-trimethyltricyclo[5.3.1.0^{1,5}]undecane-2-carbaldehyde

Traditional Name

6,6,8-trimethyltricyclo[5.3.1.0^{1,5}]undecane-2-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1CCC23CC1C(C)(C)C2CCC3C=O

InChI Identifier

InChI=1S/C15H24O/c1-10-6-7-15-8-12(10)14(2,3)13(15)5-4-11(15)9-16/h9-13H,4-8H2,1-3H3

InChI Key

LXGGGUWSCSUCQU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Cedrane and isocedrane sesquiterpenoids

Alternative Parents

Substituents

Cedrane sesquiterpenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.89	ALOGPS
logP	3.28	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	19.11	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	65.61 m³·mol⁻¹	ChemAxon
Polarizability	26.38 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
DeepCCS	[M-2H]-	187.219	30932474
DeepCCS	[M+Na]+	162.355	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde	CC1CCC23CC1C(C)(C)C2CCC3C=O	2146.7	Standard polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde	CC1CCC23CC1C(C)(C)C2CCC3C=O	1621.1	Standard non polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde	CC1CCC23CC1C(C)(C)C2CCC3C=O	1659.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C	1788.7	Semi standard non polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C	1711.1	Standard non polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C	1953.2	Standard polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TBDMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C(C)(C)C	2033.7	Semi standard non polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TBDMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C(C)(C)C	1951.8	Standard non polar	33892256
(1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde,1TBDMS,isomer #1	CC1CCC23CC1C(C)(C)C2CCC3=CO[Si](C)(C)C(C)(C)C	2135.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-056u-1910000000-c412cca516df5f4310f8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76096574

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde (HMDB0255308)

MOL for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

3D MOL for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

3D SDF for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

3D-SDF for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

PDB for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

3D PDB for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

SMILES for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

INCHI for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

Structure for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

3D Structure for HMDB0255308 ((1S,2R,5S,7R,8R)-6,6,8-Trimethyltricyclo[5.3.1.01,5]undecane-2-carbaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra