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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:33:22 UTC

Update Date

2022-03-07 02:54:55 UTC

HMDB ID

HMDB0036418

Secondary Accession Numbers

HMDB36418

Metabolite Identification

Common Name

(-)-Aromadendrene

Description

(-)-Aromadendrene belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Based on a literature review a significant number of articles have been published on (-)-Aromadendrene.

Structure

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

HMDB0036418
     RDKit          3D
(-)-Aromadendrene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.7790    1.7956    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    1.6688   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616    2.6640   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248    2.0215   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6433    0.6115   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6587   -0.2720    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.7237   -0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.6001   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.6898    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7612   -1.0566   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4696    0.2100   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    0.5570   -1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -0.5421    0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488   -1.7682   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8052   -0.4319    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    2.5976    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    1.1944    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    3.3418   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985    3.2920    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189    2.1177    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067    2.6215   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478    0.5282   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    0.2325    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -1.2501   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.6608   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -1.7220    1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6267    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.8656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.8025   -1.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.9310    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.0197   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    1.0441   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    0.8388   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -2.3937   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -2.3188   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -1.3509   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0612    0.5844    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8220    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121   -1.0732    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

Aromadendrene
  Mrv1572001071617112D          

 15 17  0  0  0  0            999 V2000
    1.3616    1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136    0.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136   -0.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888    0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -0.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888   -1.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -1.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    1.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    1.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6090    1.6090    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
  2  6  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
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036418

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2C1C1C(CCC2=C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3

> <INCHI_KEY>
ITYNGVSTWVVPIC-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.92684761829333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1,2-trimethyl-5-methylidene-decahydro-1H-cyclopropa[e]azulene

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
4.1460638329999995

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
64.6954

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,1,2-trimethyl-5-methylidene-octahydro-1aH-cyclopropa[e]azulene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036418
     RDKit          3D
(-)-Aromadendrene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.7790    1.7956    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    1.6688   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616    2.6640   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248    2.0215   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6433    0.6115   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6587   -0.2720    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.7237   -0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.6001   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.6898    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7612   -1.0566   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4696    0.2100   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    0.5570   -1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -0.5421    0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488   -1.7682   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8052   -0.4319    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    2.5976    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    1.1944    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    3.3418   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985    3.2920    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189    2.1177    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067    2.6215   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478    0.5282   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    0.2325    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -1.2501   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.6608   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -1.7220    1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6267    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.8656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.8025   -1.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.9310    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.0197   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    1.0441   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    0.8388   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -2.3937   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -2.3188   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -1.3509   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0612    0.5844    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8220    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121   -1.0732    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Aromadendrene                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       2.542   2.387   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.079   0.847   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.003  -0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.079  -1.617   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.539  -1.154   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.539   0.384   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.539   1.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.079   1.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.695  -0.384   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.079  -1.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.539  -2.079   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.231  -3.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.692   3.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.617   2.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.003   3.003   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    2    5    7                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    7    8   13   15                                             
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0036418
HETATM    1  C1  UNL     1      -1.779   1.796   0.685  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.834   1.669  -0.225  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.262   2.664  -0.101  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.625   2.022  -0.014  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.643   0.612  -0.512  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.659  -0.272   0.286  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.354  -0.724  -0.696  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.442  -1.600  -0.161  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.432  -1.690   1.343  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.761  -1.057  -0.659  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.470   0.210  -1.420  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.048   0.557  -1.187  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.089  -0.542   0.246  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.549  -1.768  -0.554  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.805  -0.432   1.578  1.00  0.00           C  
HETATM   16  H1  UNL     1      -1.681   2.598   1.433  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.657   1.194   0.794  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.183   3.342  -0.976  1.00  0.00           H  
HETATM   19  H4  UNL     1       0.099   3.292   0.796  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.019   2.118   1.019  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.307   2.622  -0.653  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.648   0.528  -1.615  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.230   0.232   1.186  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.095  -1.250  -1.573  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.320  -2.661  -0.532  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.366  -1.722   1.657  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.960  -2.627   1.626  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.992  -0.866   1.820  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.224  -1.803  -1.361  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.511  -0.931   0.142  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.578  -0.020  -2.528  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.141   1.044  -1.140  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.524   0.839  -2.148  1.00  0.00           H  
HETATM   34  H19 UNL     1       1.672  -2.394  -0.818  1.00  0.00           H  
HETATM   35  H20 UNL     1       3.359  -2.319  -0.062  1.00  0.00           H  
HETATM   36  H21 UNL     1       2.974  -1.351  -1.514  1.00  0.00           H  
HETATM   37  H22 UNL     1       3.061   0.584   1.863  1.00  0.00           H  
HETATM   38  H23 UNL     1       2.085  -0.822   2.347  1.00  0.00           H  
HETATM   39  H24 UNL     1       3.712  -1.073   1.625  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   12
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   13   22
CONECT    6    7   13   23
CONECT    7    8   12   24
CONECT    8    9   10   25
CONECT    9   26   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0036418
     RDKit          3D
(-)-Aromadendrene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -1.7790    1.7956    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8341    1.6688   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2616    2.6640   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248    2.0215   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6433    0.6115   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6587   -0.2720    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.7237   -0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.6001   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.6898    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7612   -1.0566   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4696    0.2100   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    0.5570   -1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -0.5421    0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488   -1.7682   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8052   -0.4319    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    2.5976    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    1.1944    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    3.3418   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985    3.2920    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189    2.1177    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067    2.6215   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478    0.5282   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    0.2325    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0951   -1.2501   -1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203   -2.6608   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -1.7220    1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6267    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.8656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -1.8025   -1.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.9310    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.0197   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    1.0441   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    0.8388   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -2.3937   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -2.3188   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -1.3509   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0612    0.5844    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8220    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121   -1.0732    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 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
(-)-10(14)-Aromadendrene	HMDB
b-Diploalbicene	HMDB
beta-Diploalbicene	HMDB
Aromadendrene	MeSH

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

1,1,2-trimethyl-5-methylidene-decahydro-1H-cyclopropa[e]azulene

Traditional Name

1,1,2-trimethyl-5-methylidene-octahydro-1aH-cyclopropa[e]azulene

CAS Registry Number

14682-34-9

SMILES

CC1CCC2C1C1C(CCC2=C)C1(C)C

InChI Identifier

InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3

InChI Key

ITYNGVSTWVVPIC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Guaiane 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

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

wood

Carrot (FooDB: FOOD00245)

Milk and milk product

Fermented milk product

Cheese (FooDB: FOOD00617)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)
Allspice (FooDB: FOOD00287)

Herb

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)
Tamarind (FooDB: FOOD00180)

Process

Not Available

Role

Biological role

anti septic (FooDB: )
cancer preventive (FooDB: )

Industrial application

Agriculture

Pesticide

Insecticide

pesticide (FooDB: )

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	121.00 °C. @ 10.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.071 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.427 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	3.7	ALOGPS
logP	4.15	ChemAxon
logS	-4.9	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	64.7 m³·mol⁻¹	ChemAxon
Polarizability	25.93 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]+	150.188	31661259
DarkChem	[M-H]-	145.07	31661259
DeepCCS	[M+H]+	153.376	30932474
DeepCCS	[M-H]-	151.018	30932474
DeepCCS	[M-2H]-	185.238	30932474
DeepCCS	[M+Na]+	159.916	30932474
AllCCS	[M+H]+	147.6	32859911
AllCCS	[M+H-H2O]+	143.7	32859911
AllCCS	[M+NH4]+	151.2	32859911
AllCCS	[M+Na]+	152.3	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	158.2	32859911
AllCCS	[M+HCOO]-	158.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Aromadendrene	CC1CCC2C1C1C(CCC2=C)C1(C)C	1727.0	Standard polar	33892256
(-)-Aromadendrene	CC1CCC2C1C1C(CCC2=C)C1(C)C	1458.8	Standard non polar	33892256
(-)-Aromadendrene	CC1CCC2C1C1C(CCC2=C)C1(C)C	1432.3	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 - (-)-Aromadendrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ti-2900000000-0ebab3ef8544404000bb	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Aromadendrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9700000000-52c075cc18f6cd713d62	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Positive-QTOF	splash10-0a4i-0190000000-63576226a37154cef8c1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Positive-QTOF	splash10-0a4i-3890000000-1a3c18859bbff00e82fa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Positive-QTOF	splash10-0w4r-7900000000-f96b12b77a7dcad9077d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Positive-QTOF	splash10-0a4i-0190000000-63576226a37154cef8c1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Positive-QTOF	splash10-0a4i-3890000000-1a3c18859bbff00e82fa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Positive-QTOF	splash10-0w4r-7900000000-f96b12b77a7dcad9077d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Positive-QTOF	splash10-0a4i-0190000000-63576226a37154cef8c1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Positive-QTOF	splash10-0a4i-3890000000-1a3c18859bbff00e82fa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Positive-QTOF	splash10-0w4r-7900000000-f96b12b77a7dcad9077d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Negative-QTOF	splash10-0udi-0090000000-fb271c31667a1aeededf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Negative-QTOF	splash10-0udi-0190000000-55d86c66edb00426a77b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Negative-QTOF	splash10-009i-3900000000-53679bf2ea7bc8eb7cc3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Negative-QTOF	splash10-0udi-0090000000-fb271c31667a1aeededf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Negative-QTOF	splash10-0udi-0190000000-55d86c66edb00426a77b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Negative-QTOF	splash10-009i-3900000000-53679bf2ea7bc8eb7cc3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Negative-QTOF	splash10-0udi-0090000000-fb271c31667a1aeededf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Negative-QTOF	splash10-0udi-0190000000-55d86c66edb00426a77b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Negative-QTOF	splash10-009i-3900000000-53679bf2ea7bc8eb7cc3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Negative-QTOF	splash10-0udi-0190000000-b2810032470d15a1ce14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 10V, Positive-QTOF	splash10-0a59-6690000000-eb0acfeb143e149ddf6d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 20V, Positive-QTOF	splash10-05gi-8900000000-f29fdb864f4d91a673d3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aromadendrene 40V, Positive-QTOF	splash10-0690-9400000000-1106281bf7bca75721e6	2021-09-23	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

FDB015302

KNApSAcK ID

C00021229

Chemspider ID

82490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91354

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1011191

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 (-)-Aromadendrene (HMDB0036418)

MOL for HMDB0036418 ((-)-Aromadendrene)

3D MOL for HMDB0036418 ((-)-Aromadendrene)

3D SDF for HMDB0036418 ((-)-Aromadendrene)

3D-SDF for HMDB0036418 ((-)-Aromadendrene)

PDB for HMDB0036418 ((-)-Aromadendrene)

3D PDB for HMDB0036418 ((-)-Aromadendrene)

SMILES for HMDB0036418 ((-)-Aromadendrene)

INCHI for HMDB0036418 ((-)-Aromadendrene)

Structure for HMDB0036418 ((-)-Aromadendrene)

3D Structure for HMDB0036418 ((-)-Aromadendrene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra