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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:01:11 UTC

Update Date

2022-03-07 02:54:43 UTC

HMDB ID

HMDB0035965

Secondary Accession Numbers

HMDB35965

Metabolite Identification

Common Name

5beta-1,3,7(11)-Eudesmatrien-8-one

Description

5beta-1,3,7(11)-Eudesmatrien-8-one 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 5beta-1,3,7(11)-Eudesmatrien-8-one.

Structure

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

HMDB0035965
     RDKit          3D
5beta-1,3,7(11)-Eudesmatrien-8-one
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.5931    2.7543    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.2987    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.9957    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -0.3771    0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -1.3423    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2446   -1.1119    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563   -1.6750   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -1.9612    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1606   -1.5735    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -2.4292    0.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -0.3005   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.1881   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989    1.5031   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -0.4837    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.4693   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8203    0.2958    0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3329    3.4006    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6679    2.9682   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5945    3.0597    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.7575    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639   -0.6323    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953   -2.3940    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -1.9152   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -2.5489   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.9215   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -3.0368    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -1.7676    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.5231   -1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412    2.2683   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    1.7783   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.2675   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6723    0.2665    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048   -0.8601    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0876    0.0731   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    1.5423   -0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2973    0.4558    1.3507 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16  2  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv0541 05061308492D          

 16 17  0  0  0  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  6  2  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035965

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=C1CC2C(C)=CC=CC2(C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O/c1-10(2)12-8-13-11(3)6-5-7-15(13,4)9-14(12)16/h5-7,13H,8-9H2,1-4H3

> <INCHI_KEY>
DVGWOFUZNUYQPS-UHFFFAOYSA-N

> <FORMULA>
C15H20O

> <MOLECULAR_WEIGHT>
216.3187

> <EXACT_MASS>
216.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.304691389125882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,8a-dimethyl-3-(propan-2-ylidene)-1,2,3,4,4a,8a-hexahydronaphthalen-2-one

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.388512878666667

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.506950096242661

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
70.0681

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,8a-dimethyl-3-(propan-2-ylidene)-4,4a-dihydro-1H-naphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035965
     RDKit          3D
5beta-1,3,7(11)-Eudesmatrien-8-one
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.5931    2.7543    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.2987    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.9957    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -0.3771    0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -1.3423    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2446   -1.1119    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563   -1.6750   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -1.9612    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1606   -1.5735    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -2.4292    0.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -0.3005   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.1881   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989    1.5031   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -0.4837    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.4693   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8203    0.2958    0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3329    3.4006    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6679    2.9682   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5945    3.0597    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.7575    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639   -0.6323    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953   -2.3940    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -1.9152   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -2.5489   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.9215   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -3.0368    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -1.7676    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.5231   -1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412    2.2683   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    1.7783   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.2675   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6723    0.2665    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048   -0.8601    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0876    0.0731   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    1.5423   -0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2973    0.4558    1.3507 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16  2  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   15                                                       
CONECT    8   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    6   13                                                  
CONECT   12    8   10   14                                                  
CONECT   13    8   11   15                                                  
CONECT   14    9   12   16                                                  
CONECT   15    4    7    9   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035965
HETATM    1  C1  UNL     1      -1.593   2.754   0.010  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.848   1.299   0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.072   0.996   0.691  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.463  -0.377   0.981  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.590  -1.342   0.820  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.245  -1.112   0.345  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.256  -1.675  -1.121  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.194  -1.961   1.076  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.161  -1.573   0.570  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.066  -2.429   0.706  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.476  -0.300  -0.050  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.709   0.188  -0.098  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.899   1.503  -0.762  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.879  -0.484   0.456  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.341   0.469  -0.649  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.820   0.296   0.310  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.333   3.401   0.523  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.668   2.968  -1.066  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.594   3.060   0.413  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.824   1.757   0.814  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.464  -0.632   1.330  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.895  -2.394   1.060  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.245  -1.915  -1.443  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.913  -2.549  -1.108  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.684  -0.922  -1.788  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.374  -3.037   0.919  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.259  -1.768   2.159  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.445   1.523  -1.778  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.441   2.268  -0.088  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.953   1.778  -0.882  1.00  0.00           H  
HETATM   31  H15 UNL     1       4.312  -1.267  -0.174  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.672   0.267   0.650  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.605  -0.860   1.485  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.088   0.073  -1.635  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.585   1.542  -0.771  1.00  0.00           H  
HETATM   36  H20 UNL     1      -0.297   0.456   1.351  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    5   21
CONECT    5    6   22
CONECT    6    7    8   16
CONECT    7   23   24   25
CONECT    8    9   26   27
CONECT    9   10   10   11
CONECT   11   12   12   15
CONECT   12   13   14
CONECT   13   28   29   30
CONECT   14   31   32   33
CONECT   15   16   34   35
CONECT   16   36
END

HMDB0035965
     RDKit          3D
5beta-1,3,7(11)-Eudesmatrien-8-one
 36 37  0  0  0  0  0  0  0  0999 V2000
   -1.5931    2.7543    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.2987    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    0.9957    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -0.3771    0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -1.3423    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2446   -1.1119    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563   -1.6750   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -1.9612    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1606   -1.5735    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -2.4292    0.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -0.3005   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.1881   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989    1.5031   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -0.4837    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.4693   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8203    0.2958    0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3329    3.4006    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6679    2.9682   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5945    3.0597    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.7575    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639   -0.6323    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953   -2.3940    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -1.9152   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -2.5489   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.9215   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -3.0368    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -1.7676    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.5231   -1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412    2.2683   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528    1.7783   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.2675   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6723    0.2665    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048   -0.8601    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0876    0.0731   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    1.5423   -0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2973    0.4558    1.3507 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16  2  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5b-1,3,7(11)-Eudesmatrien-8-one	Generator
5Β-1,3,7(11)-eudesmatrien-8-one	Generator

Chemical Formula

C₁₅H₂₀O

Average Molecular Weight

216.3187

Monoisotopic Molecular Weight

216.151415262

IUPAC Name

5,8a-dimethyl-3-(propan-2-ylidene)-1,2,3,4,4a,8a-hexahydronaphthalen-2-one

Traditional Name

5,8a-dimethyl-3-(propan-2-ylidene)-4,4a-dihydro-1H-naphthalen-2-one

CAS Registry Number

120216-95-7

SMILES

CC(C)=C1CC2C(C)=CC=CC2(C)CC1=O

InChI Identifier

InChI=1S/C15H20O/c1-10(2)12-8-13-11(3)6-5-7-15(13,4)9-14(12)16/h5-7,13H,8-9H2,1-4H3

InChI Key

DVGWOFUZNUYQPS-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

Sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035965)
Cell membrane (HMDB: HMDB0035965)

Cellular substructure

Extracellular (HMDB: HMDB0035965)
Membrane (HMDB: HMDB0035965)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035965)

Source

Endogenous

Endogenous (HMDB: HMDB0035965)

Plant

Plant (HMDB: HMDB0035965)

Animal

Animal (HMDB: HMDB0035965)

Exogenous

Food

Food (HMDB: HMDB0035965)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035965)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035965)

Cellular process

Cell signaling (HMDB: HMDB0035965)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035965)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035965)

Nutrient

Nutrient (HMDB: HMDB0035965)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035965)

Emulsifier (HMDB: HMDB0035965)

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	3.36 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	4.48	ALOGPS
logP	3.39	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-4.5	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	0	ChemAxon
Refractivity	70.07 m³·mol⁻¹	ChemAxon
Polarizability	25.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.402	31661259
DarkChem	[M-H]-	148.76	31661259
DeepCCS	[M+H]+	146.102	30932474
DeepCCS	[M-H]-	143.744	30932474
DeepCCS	[M-2H]-	178.527	30932474
DeepCCS	[M+Na]+	153.127	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	151.9	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	157.4	32859911
AllCCS	[M+Na-2H]-	157.6	32859911
AllCCS	[M+HCOO]-	158.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5beta-1,3,7(11)-Eudesmatrien-8-one	CC(C)=C1CC2C(C)=CC=CC2(C)CC1=O	2346.3	Standard polar	33892256
5beta-1,3,7(11)-Eudesmatrien-8-one	CC(C)=C1CC2C(C)=CC=CC2(C)CC1=O	1687.4	Standard non polar	33892256
5beta-1,3,7(11)-Eudesmatrien-8-one	CC(C)=C1CC2C(C)=CC=CC2(C)CC1=O	1702.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5beta-1,3,7(11)-Eudesmatrien-8-one,1TMS,isomer #1	CC1=CC=CC2(C)C=C(O[Si](C)(C)C)C(=C(C)C)CC12	1915.1	Semi standard non polar	33892256
5beta-1,3,7(11)-Eudesmatrien-8-one,1TMS,isomer #1	CC1=CC=CC2(C)C=C(O[Si](C)(C)C)C(=C(C)C)CC12	1765.4	Standard non polar	33892256
5beta-1,3,7(11)-Eudesmatrien-8-one,1TBDMS,isomer #1	CC1=CC=CC2(C)C=C(O[Si](C)(C)C(C)(C)C)C(=C(C)C)CC12	2143.1	Semi standard non polar	33892256
5beta-1,3,7(11)-Eudesmatrien-8-one,1TBDMS,isomer #1	CC1=CC=CC2(C)C=C(O[Si](C)(C)C(C)(C)C)C(=C(C)C)CC12	1959.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pb9-1910000000-5b548a4dae6f56bbfca0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 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 - 5beta-1,3,7(11)-Eudesmatrien-8-one 10V, Positive-QTOF	splash10-014i-0390000000-bc67d2d9e857be35681a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 20V, Positive-QTOF	splash10-016r-3930000000-72312ecab27df9804f41	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 40V, Positive-QTOF	splash10-0gb9-9500000000-6f459cda37f8e1c72cb5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 10V, Negative-QTOF	splash10-014i-0090000000-82205168f0a4d0593431	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 20V, Negative-QTOF	splash10-014i-0290000000-bbe14214043bc2d48910	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 40V, Negative-QTOF	splash10-000e-3910000000-3566bf6083ecc7ab7204	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 10V, Negative-QTOF	splash10-014i-0090000000-93c59166c81b3b7c46b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 20V, Negative-QTOF	splash10-014i-0090000000-f23e66e958518da2b9ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 40V, Negative-QTOF	splash10-00l5-3900000000-262fa2a38bf3c8fa83e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 10V, Positive-QTOF	splash10-014i-0490000000-d0cd3d104d0abdd22a1f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 20V, Positive-QTOF	splash10-014i-3940000000-a476d08110e56e897902	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5beta-1,3,7(11)-Eudesmatrien-8-one 40V, Positive-QTOF	splash10-066u-6910000000-995c6d8106c2e7ec4280	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014769

KNApSAcK ID

Not Available

Chemspider ID

35014058

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72796165

PDB ID

Not Available

ChEBI ID

169152

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1852801

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 5beta-1,3,7(11)-Eudesmatrien-8-one (HMDB0035965)

MOL for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

3D MOL for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

3D SDF for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

3D-SDF for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

PDB for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

3D PDB for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

SMILES for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

INCHI for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

Structure for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

3D Structure for HMDB0035965 (5beta-1,3,7(11)-Eudesmatrien-8-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra