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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 00:13:09 UTC

Update Date

2021-09-24 00:13:09 UTC

HMDB ID

HMDB0303210

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cedarwood oil terpenes

Description

2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene 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 2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene.

Structure

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

HMDB0303210
     RDKit          3D
Cedarwood oil terpenes
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.1872   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -0.4431   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.1975   -1.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.4170   -1.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.8499   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -0.8991    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.1742    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    1.2499    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.9455   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    2.3000    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8220    0.6094   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389    0.8724    0.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -0.4711    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -1.4786    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.7347   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576    0.7413   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.1334    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2361   -1.0205   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.6751   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197   -2.5107   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722   -0.9907   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -1.8818    1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -0.5741    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    0.5232    1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300    2.8898   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    2.2447   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438    1.3474   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150    2.9823    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    2.9706    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8638    2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    0.8428   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697    1.3254    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.5818    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4525    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.7310    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -2.4307    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010   -1.6000   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -1.0326   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -2.7534   -0.8767 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
  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
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

  Mrv1533004161506062D          

 15 17  0  0  0  0            999 V2000
    1.8358   -1.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -0.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6811    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0318    1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217    1.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4511    0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9843    0.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4528   -0.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -0.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    0.5921    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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303210

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C(C)(C)C3CC12CC=C3C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3

> <INCHI_KEY>
IRAQOCYXUMOFCW-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.721793180252554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
4.101158186333333

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.6944

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cedrene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303210
     RDKit          3D
Cedarwood oil terpenes
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.1872   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -0.4431   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.1975   -1.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.4170   -1.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.8499   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -0.8991    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.1742    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    1.2499    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.9455   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    2.3000    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8220    0.6094   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389    0.8724    0.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -0.4711    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -1.4786    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.7347   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576    0.7413   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.1334    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2361   -1.0205   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.6751   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197   -2.5107   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722   -0.9907   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -1.8818    1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -0.5741    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    0.5232    1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300    2.8898   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    2.2447   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438    1.3474   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150    2.9823    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    2.9706    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8638    2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    0.8428   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697    1.3254    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.5818    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4525    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.7310    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -2.4307    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010   -1.6000   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -1.0326   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -2.7534   -0.8767 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
  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
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       3.427  -2.871   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.333  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.998  -0.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.330   0.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.870   1.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.005   2.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.793   3.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.827   3.611   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.442   1.593   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.571   0.508   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.579  -0.366   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.860  -1.457   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.421  -0.999   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.689   0.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.133   1.105   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10    2    5   12                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0303210
HETATM    1  C1  UNL     1       3.670  -0.187  -0.333  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.207  -0.443  -0.336  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.629  -1.198  -1.252  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.147  -1.417  -1.313  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.529  -0.850  -0.104  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.367  -0.899   1.137  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.388   0.174   0.727  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.470   1.250   0.203  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.035   1.946  -1.014  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.318   2.300   1.283  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.822   0.609  -0.186  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.939   0.872   0.789  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.509  -0.471   1.125  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.833  -1.479   0.229  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.707  -1.735  -0.953  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.958   0.741  -0.841  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.083  -0.133   0.710  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.236  -1.021  -0.822  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.265  -1.675  -1.988  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.020  -2.511  -1.362  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.272  -0.991  -2.241  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.844  -1.882   1.253  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.238  -0.574   1.991  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.949   0.523   1.594  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.430   2.890  -1.154  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.088   2.245  -0.896  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.844   1.347  -1.925  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.215   2.982   1.227  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.552   2.971   1.102  1.00  0.00           H  
HETATM   30  H15 UNL     1       0.318   1.864   2.305  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.151   0.843  -1.211  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.570   1.325   1.750  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.679   1.582   0.377  1.00  0.00           H  
HETATM   34  H19 UNL     1      -3.589  -0.452   0.905  1.00  0.00           H  
HETATM   35  H20 UNL     1      -2.395  -0.731   2.203  1.00  0.00           H  
HETATM   36  H21 UNL     1      -1.687  -2.431   0.785  1.00  0.00           H  
HETATM   37  H22 UNL     1      -2.201  -1.600  -1.925  1.00  0.00           H  
HETATM   38  H23 UNL     1      -3.590  -1.033  -0.966  1.00  0.00           H  
HETATM   39  H24 UNL     1      -3.176  -2.753  -0.877  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    7
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6   11   14
CONECT    6    7   22   23
CONECT    7    8   24
CONECT    8    9   10   11
CONECT    9   25   26   27
CONECT   10   28   29   30
CONECT   11   12   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   36
CONECT   15   37   38   39
END

HMDB0303210
     RDKit          3D
Cedarwood oil terpenes
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.1872   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2066   -0.4431   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.1975   -1.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473   -1.4170   -1.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.8499   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -0.8991    1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.1742    0.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    1.2499    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345    1.9455   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    2.3000    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8220    0.6094   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389    0.8724    0.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088   -0.4711    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -1.4786    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -1.7347   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576    0.7413   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.1334    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2361   -1.0205   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.6751   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197   -2.5107   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722   -0.9907   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -1.8818    1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384   -0.5741    1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    0.5232    1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300    2.8898   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    2.2447   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438    1.3474   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150    2.9823    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    2.9706    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    1.8638    2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    0.8428   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697    1.3254    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.5818    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4525    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.7310    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6866   -2.4307    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2010   -1.6000   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -1.0326   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -2.7534   -0.8767 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
  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
  7  2  1  0
 11  5  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha-Cedrene	MeSH
Cedrene	MeSH
beta-Cedrene	MeSH
Cedrone	MeSH

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene

Traditional Name

cedrene

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)(C)C3CC12CC=C3C

InChI Identifier

InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3

InChI Key

IRAQOCYXUMOFCW-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
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-8776 )

Ontology

Not Available

Exogenous (HMDB: HMDB0303210)

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	5.18	ALOGPS
logP	4.1	ChemAxon
logS	-5.1	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.69 m³·mol⁻¹	ChemAxon
Polarizability	25.72 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
AllCCS	[M+H]+	147.076	32859911
AllCCS	[M+H-H2O]+	143.144	32859911
AllCCS	[M+Na]+	151.789	32859911
AllCCS	[M+NH4]+	150.734	32859911
AllCCS	[M-H]-	158.372	32859911
AllCCS	[M+Na-2H]-	158.66	32859911
AllCCS	[M+HCOO]-	159.078	32859911
DeepCCS	[M-2H]-	184.061	30932474
DeepCCS	[M+Na]+	158.854	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 10V, Positive-QTOF	splash10-0a4i-0290000000-92a193f1fe8dbc04b43f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 20V, Positive-QTOF	splash10-0a4i-1790000000-c8ffcc2bb5a507cf3e33	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 40V, Positive-QTOF	splash10-0kdr-8900000000-48bdb69d993d91916ea1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 10V, Negative-QTOF	splash10-0udi-0090000000-d44b5b447f621d950550	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 20V, Negative-QTOF	splash10-0udi-0090000000-085b63cfe6800e43f9d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 40V, Negative-QTOF	splash10-0f79-2920000000-d92454dce4aefc500240	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 10V, Positive-QTOF	splash10-0a4i-0090000000-1ac4513940401b6d3d48	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 20V, Positive-QTOF	splash10-08fs-0920000000-774d75dd95a31700b3df	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 40V, Positive-QTOF	splash10-11os-5950000000-587bc56248e84a282c7c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cedarwood oil terpenes 40V, Negative-QTOF	splash10-0udi-0090000000-f3fd74ad5c6e443171d5	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB009128

KNApSAcK ID

Not Available

Chemspider ID

454638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

521207

PDB ID

Not Available

ChEBI ID

167345

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

Not Available

Showing metabocard for Cedarwood oil terpenes (HMDB0303210)

MOL for HMDB0303210 (Cedarwood oil terpenes)

3D MOL for HMDB0303210 (Cedarwood oil terpenes)

3D SDF for HMDB0303210 (Cedarwood oil terpenes)

3D-SDF for HMDB0303210 (Cedarwood oil terpenes)

PDB for HMDB0303210 (Cedarwood oil terpenes)

3D PDB for HMDB0303210 (Cedarwood oil terpenes)

SMILES for HMDB0303210 (Cedarwood oil terpenes)

INCHI for HMDB0303210 (Cedarwood oil terpenes)

Structure for HMDB0303210 (Cedarwood oil terpenes)

3D Structure for HMDB0303210 (Cedarwood oil terpenes)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra