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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:23:14 UTC

Update Date

2022-03-07 02:54:29 UTC

HMDB ID

HMDB0035407

Secondary Accession Numbers

HMDB35407

Metabolite Identification

Common Name

Dehydrocurdione

Description

Dehydrocurdione belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a small amount of articles have been published on Dehydrocurdione.

Structure

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

HMDB0035407
     RDKit          3D
Dehydrocurdione
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4964   -0.8161    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117    0.1994    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7569    0.8786    1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4488    0.4528   -0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056   -0.2883   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737   -1.2334   -1.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2838   -1.5784   -2.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868   -1.8255   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -3.3561   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -1.2771   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -0.3389    1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680    0.9440    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121    1.8939    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752    3.2048    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7916    1.6721   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296    1.4263    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    2.0956    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2491   -1.0299    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.7898   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0296   -0.4864   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9474    0.7756    2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421    0.5566    2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    1.9824    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.4111   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208   -0.8661   -1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -1.6053    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808   -3.7773    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -3.7894   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -3.6532   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -0.8618   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5164   -2.1911    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.2639    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -0.8840    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    1.1781    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    3.9132   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    3.0586   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8312    3.6620    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852    2.6503   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    0.9565   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

  Mrv0541 05061308252D          

 17 17  0  0  0  0            999 V2000
    0.0418   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    2.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8253    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0234    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4197   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363    1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2400    0.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308   -1.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3376    1.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  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
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035407

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC\C=C(C)/CC(=O)C(CC1=O)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,12H,5,7-9H2,1-4H3/b11-6-

> <INCHI_KEY>
ZYPUZCWWTYIGFV-WDZFZDKYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.918422214315758

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6Z)-6,10-dimethyl-3-(propan-2-ylidene)cyclodec-6-ene-1,4-dione

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.592981008333333

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.48921638821996

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.186411407355573

> <JCHEM_PKA_STRONGEST_BASIC>
-5.043670798483267

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
71.59929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6Z)-6,10-dimethyl-3-(propan-2-ylidene)cyclodec-6-ene-1,4-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035407
     RDKit          3D
Dehydrocurdione
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4964   -0.8161    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117    0.1994    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7569    0.8786    1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4488    0.4528   -0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056   -0.2883   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737   -1.2334   -1.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2838   -1.5784   -2.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868   -1.8255   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -3.3561   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -1.2771   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -0.3389    1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680    0.9440    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121    1.8939    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752    3.2048    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7916    1.6721   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296    1.4263    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    2.0956    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2491   -1.0299    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.7898   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0296   -0.4864   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9474    0.7756    2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421    0.5566    2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    1.9824    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.4111   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208   -0.8661   -1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -1.6053    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808   -3.7773    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -3.7894   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -3.6532   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -0.8618   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5164   -2.1911    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.2639    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -0.8840    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    1.1781    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    3.9132   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    3.0586   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8312    3.6620    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852    2.6503   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    0.9565   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.078  -1.366   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.662   1.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.037   5.041   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.257  -2.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.407   0.984   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.777   2.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.517  -0.084   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.188   3.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.558  -0.939   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.448   0.129   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   3.546   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.147  -1.579   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.928   0.556   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -2.006   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.818   1.624   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.297  -3.501   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.630   2.148   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8   11   15                                                       
CONECT    9   13   14                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    6    8                                                  
CONECT   12    4    7   14                                                  
CONECT   13    9   10   15                                                  
CONECT   14    9   12   16                                                  
CONECT   15    8   13   17                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0035407
HETATM    1  C1  UNL     1       3.496  -0.816   0.043  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.512   0.199   0.505  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.757   0.879   1.788  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.449   0.453  -0.261  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.306  -0.288  -1.527  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.174  -1.233  -1.555  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.284  -1.578  -2.656  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.487  -1.825  -0.374  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.489  -3.356  -0.460  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.884  -1.277  -0.128  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.792  -0.339   1.033  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.468   0.944   0.897  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.012   1.894   0.100  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.775   3.205   0.014  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.792   1.672  -0.687  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.430   1.426   0.102  1.00  0.00           C  
HETATM   17  O2  UNL     1       0.603   2.096   1.150  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.249  -1.030   0.822  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.964  -1.790  -0.130  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.030  -0.486  -0.868  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.947   0.776   2.523  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.742   0.557   2.173  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.888   1.982   1.583  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.159   0.411  -2.402  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.221  -0.866  -1.790  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.194  -1.605   0.501  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.381  -3.777   0.079  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.424  -3.789  -0.008  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.553  -3.653  -1.540  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.356  -0.862  -1.035  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.516  -2.191   0.094  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.743  -0.264   1.451  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.315  -0.884   1.888  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.399   1.178   1.459  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.199   3.913  -0.617  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.768   3.059  -0.432  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.831   3.662   1.029  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.585   2.650  -1.233  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.914   0.957  -1.527  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   16
CONECT    5    6   24   25
CONECT    6    7    7    8
CONECT    8    9   10   26
CONECT    9   27   28   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   13   34
CONECT   13   14   15
CONECT   14   35   36   37
CONECT   15   16   38   39
CONECT   16   17   17
END

HMDB0035407
     RDKit          3D
Dehydrocurdione
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4964   -0.8161    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117    0.1994    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7569    0.8786    1.7883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4488    0.4528   -0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056   -0.2883   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737   -1.2334   -1.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2838   -1.5784   -2.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4868   -1.8255   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -3.3561   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -1.2771   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -0.3389    1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680    0.9440    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121    1.8939    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752    3.2048    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7916    1.6721   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296    1.4263    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    2.0956    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2491   -1.0299    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   -1.7898   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0296   -0.4864   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9474    0.7756    2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421    0.5566    2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    1.9824    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587    0.4111   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208   -0.8661   -1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945   -1.6053    0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808   -3.7773    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -3.7894   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534   -3.6532   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -0.8618   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5164   -2.1911    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7434   -0.2639    1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -0.8840    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992    1.1781    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    3.9132   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    3.0586   -0.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8312    3.6620    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852    2.6503   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    0.9565   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1(10),7(11)-Germacradiene-5,8-dione	HMDB
Dehydrocurdione	MeSH

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

(6Z)-6,10-dimethyl-3-(propan-2-ylidene)cyclodec-6-ene-1,4-dione

Traditional Name

(6Z)-6,10-dimethyl-3-(propan-2-ylidene)cyclodec-6-ene-1,4-dione

CAS Registry Number

38230-32-9

SMILES

CC1CC\C=C(C)/CC(=O)C(CC1=O)=C(C)C

InChI Identifier

InChI=1S/C15H22O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,12H,5,7-9H2,1-4H3/b11-6-

InChI Key

ZYPUZCWWTYIGFV-WDZFZDKYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035407)

Source

Endogenous

Endogenous (HMDB: HMDB0035407)

Plant

Plant (HMDB: HMDB0035407)

Animal

Animal (HMDB: HMDB0035407)

Exogenous

Food

Food (HMDB: HMDB0035407)

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Exogenous (HMDB: HMDB0035407)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035407)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035407)

Lipid metabolism pathway (HMDB: HMDB0035407)

Cellular process

Cell signaling (HMDB: HMDB0035407)

Biochemical process

Lipid transport (HMDB: HMDB0035407)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Analgesic (HMDB: HMDB0035407)

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0035407)
Antioxidant (HMDB: HMDB0035407)

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035407)

Antipyretic (HMDB: HMDB0035407)

Biological role

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	362.91 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	32.64 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.433 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	3.33	ALOGPS
logP	3.59	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.6 m³·mol⁻¹	ChemAxon
Polarizability	26.92 Å³	ChemAxon
Number of Rings	1	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+H]+	164.267	30932474
DeepCCS	[M-H]-	161.909	30932474
DeepCCS	[M-2H]-	194.795	30932474
DeepCCS	[M+Na]+	170.36	30932474
AllCCS	[M+H]+	154.0	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydrocurdione	CC1CC\C=C(C)/CC(=O)C(CC1=O)=C(C)C	2424.6	Standard polar	33892256
Dehydrocurdione	CC1CC\C=C(C)/CC(=O)C(CC1=O)=C(C)C	1825.7	Standard non polar	33892256
Dehydrocurdione	CC1CC\C=C(C)/CC(=O)C(CC1=O)=C(C)C	1758.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dehydrocurdione,1TMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C)=C(C)CC/C=C(/C)CC1=O	2026.9	Semi standard non polar	33892256
Dehydrocurdione,1TMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C)=C(C)CC/C=C(/C)CC1=O	1899.1	Standard non polar	33892256
Dehydrocurdione,1TMS,isomer #2	CC(C)=C1CC(=O)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	2064.3	Semi standard non polar	33892256
Dehydrocurdione,1TMS,isomer #2	CC(C)=C1CC(=O)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	1953.0	Standard non polar	33892256
Dehydrocurdione,1TMS,isomer #3	CC(C)=C1C=C(O[Si](C)(C)C)C(C)CC/C=C(/C)CC1=O	1984.9	Semi standard non polar	33892256
Dehydrocurdione,1TMS,isomer #3	CC(C)=C1C=C(O[Si](C)(C)C)C(C)CC/C=C(/C)CC1=O	1839.6	Standard non polar	33892256
Dehydrocurdione,2TMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C)=C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	2131.5	Semi standard non polar	33892256
Dehydrocurdione,2TMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C)=C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	2145.0	Standard non polar	33892256
Dehydrocurdione,2TMS,isomer #2	CC(C)=C1C=C(O[Si](C)(C)C)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	2112.4	Semi standard non polar	33892256
Dehydrocurdione,2TMS,isomer #2	CC(C)=C1C=C(O[Si](C)(C)C)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C	2029.3	Standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C(C)(C)C)=C(C)CC/C=C(/C)CC1=O	2254.8	Semi standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C(C)(C)C)=C(C)CC/C=C(/C)CC1=O	2095.4	Standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #2	CC(C)=C1CC(=O)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2249.3	Semi standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #2	CC(C)=C1CC(=O)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2116.1	Standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #3	CC(C)=C1C=C(O[Si](C)(C)C(C)(C)C)C(C)CC/C=C(/C)CC1=O	2180.8	Semi standard non polar	33892256
Dehydrocurdione,1TBDMS,isomer #3	CC(C)=C1C=C(O[Si](C)(C)C(C)(C)C)C(C)CC/C=C(/C)CC1=O	1991.9	Standard non polar	33892256
Dehydrocurdione,2TBDMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C(C)(C)C)=C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2539.8	Semi standard non polar	33892256
Dehydrocurdione,2TBDMS,isomer #1	CC(C)=C1CC(O[Si](C)(C)C(C)(C)C)=C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2389.0	Standard non polar	33892256
Dehydrocurdione,2TBDMS,isomer #2	CC(C)=C1C=C(O[Si](C)(C)C(C)(C)C)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2491.4	Semi standard non polar	33892256
Dehydrocurdione,2TBDMS,isomer #2	CC(C)=C1C=C(O[Si](C)(C)C(C)(C)C)C(C)CC/C=C(/C)C=C1O[Si](C)(C)C(C)(C)C	2284.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrocurdione GC-MS (Non-derivatized) - 70eV, Positive	splash10-015c-4090000000-4ef97522bb37c0eb6e18	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrocurdione 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 - Dehydrocurdione 10V, Positive-QTOF	splash10-000i-0390000000-6e09a6ad82a71d907197	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 20V, Positive-QTOF	splash10-000g-4920000000-6e278fe6cc6bb300821f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 40V, Positive-QTOF	splash10-066r-9100000000-1bb98dc28b1712c092e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 10V, Negative-QTOF	splash10-001i-0090000000-8a95f29aac1afee11c03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 20V, Negative-QTOF	splash10-001i-0690000000-10290d8924079abbfadb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 40V, Negative-QTOF	splash10-0aou-9210000000-a70bcdfd6b73137bece5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 10V, Positive-QTOF	splash10-000i-0090000000-59d46cf620bc5ba38342	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 20V, Positive-QTOF	splash10-00kr-0190000000-f2fcf87caef00c268572	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 40V, Positive-QTOF	splash10-0006-7930000000-c2dad1e09104cc9db157	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 10V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 20V, Negative-QTOF	splash10-001i-0090000000-0367bf4f3d0a9e4bf369	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrocurdione 40V, Negative-QTOF	splash10-0159-0390000000-1fc008582fccfac798d5	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14191392

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1620641

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 Dehydrocurdione (HMDB0035407)

MOL for HMDB0035407 (Dehydrocurdione)

3D MOL for HMDB0035407 (Dehydrocurdione)

3D SDF for HMDB0035407 (Dehydrocurdione)

3D-SDF for HMDB0035407 (Dehydrocurdione)

PDB for HMDB0035407 (Dehydrocurdione)

3D PDB for HMDB0035407 (Dehydrocurdione)

SMILES for HMDB0035407 (Dehydrocurdione)

INCHI for HMDB0035407 (Dehydrocurdione)

Structure for HMDB0035407 (Dehydrocurdione)

3D Structure for HMDB0035407 (Dehydrocurdione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra