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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:42:51 UTC

Update Date

2022-03-07 02:55:45 UTC

HMDB ID

HMDB0038399

Secondary Accession Numbers

HMDB38399

Metabolite Identification

Common Name

Enokipodin D

Description

Enokipodin D belongs to the class of organic compounds known as prenylquinones. These are quinones with a structure characterized by the quinone ring substituted by an prenyl side-chain. Based on a literature review a significant number of articles have been published on Enokipodin D.

Structure

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

HMDB0038399
     RDKit          3D
Enokipodin D
 37 38  0  0  0  0  0  0  0  0999 V2000
    4.8952    1.1030   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239    0.5965   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541    0.6650    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181    0.1624    1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.2536    2.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4355    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -0.9188    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -1.9336    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -1.5909   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -0.4535   -1.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -0.2797   -2.6881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    0.4465   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248    1.9067   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.0914   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4913    0.1774    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.3343    1.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -0.4905   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    0.0220   -1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.0429   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    0.3336   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.9552    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    1.4566   -1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6920    1.1020    1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464   -1.9419    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -2.9466    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.6666    2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878   -2.1822   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290   -2.1571   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276    2.3838   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    2.4653   -0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6317    1.9356   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9104   -0.8035    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304    0.9258    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -0.1035   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    1.1156    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    0.0649    2.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463   -0.8818   -1.8506 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 18  2  1  0
 15  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
M  END


  Mrv0541 05061310252D          

 19 20  0  0  0  0            999 V2000
    1.1165   -1.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7361    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354    1.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -0.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115    0.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5966    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -0.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977    0.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904    0.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7716    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4514   -0.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    1.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    3.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2680    3.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  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 10  2  0  0  0  0
 17 11  2  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038399

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)C(=CC1=O)C1(C)CC(=O)C(C)(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-8-5-11(17)9(6-10(8)16)15(4)7-12(18)14(2,3)13(15)19/h5-6,13,19H,7H2,1-4H3

> <INCHI_KEY>
KHRRUNIMAKHJPR-UHFFFAOYSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.301

> <EXACT_MASS>
262.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.491283010799396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxy-1,3,3-trimethyl-4-oxocyclopentyl)-5-methylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
2.117140346666668

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.852928162211622

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.057430953407525

> <JCHEM_PKA_STRONGEST_BASIC>
-3.210708985571668

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
71.84589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-hydroxy-1,3,3-trimethyl-4-oxocyclopentyl)-5-methylcyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038399
     RDKit          3D
Enokipodin D
 37 38  0  0  0  0  0  0  0  0999 V2000
    4.8952    1.1030   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239    0.5965   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541    0.6650    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181    0.1624    1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.2536    2.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4355    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -0.9188    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -1.9336    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -1.5909   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -0.4535   -1.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -0.2797   -2.6881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    0.4465   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248    1.9067   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.0914   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4913    0.1774    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.3343    1.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -0.4905   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    0.0220   -1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.0429   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    0.3336   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.9552    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    1.4566   -1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6920    1.1020    1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464   -1.9419    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -2.9466    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.6666    2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878   -2.1822   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290   -2.1571   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276    2.3838   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    2.4653   -0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6317    1.9356   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9104   -0.8035    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304    0.9258    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -0.1035   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    1.1156    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    0.0649    2.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463   -0.8818   -1.8506 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 18  2  1  0
 15  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  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       2.084  -2.363   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.241   7.278   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.180   7.278   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.066   3.443   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.516  -0.205   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.008   1.606   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.980   3.764   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.923  -0.831   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.601   2.232   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.169   0.074   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.355   1.327   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.456   5.228   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.964   5.228   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.210   6.133   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.440   3.764   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.576  -0.552   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.051   1.953   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.921   5.704   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.500   5.704   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    8   11                                                       
CONECT    6    9   10                                                       
CONECT    7   12   15                                                       
CONECT    8    1    5   10                                                  
CONECT    9    6   11   15                                                  
CONECT   10    6    8   16                                                  
CONECT   11    5    9   17                                                  
CONECT   12    7   14   18                                                  
CONECT   13   14   15   19                                                  
CONECT   14    2    3   12   13                                             
CONECT   15    4    7    9   13                                             
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0038399
HETATM    1  C1  UNL     1       4.895   1.103  -0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.524   0.597  -0.234  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.054   0.665   0.983  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.718   0.162   1.275  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.317   0.254   2.464  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.846  -0.436   0.237  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.494  -0.919   0.536  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.390  -1.934   1.663  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.093  -1.591  -0.687  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.676  -0.453  -1.463  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.681  -0.280  -2.688  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.264   0.446  -0.451  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.125   1.907  -0.869  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.724   0.091  -0.327  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.491   0.177   0.814  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.405  -0.334   1.746  1.00  0.00           O  
HETATM   17  C14 UNL     1       1.341  -0.491  -0.972  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.704   0.022  -1.268  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.159  -0.043  -2.442  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.674   0.334  -0.375  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.092   1.955   0.107  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.872   1.457  -1.610  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.692   1.102   1.741  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.646  -1.942   2.047  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.627  -2.947   1.276  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.040  -1.667   2.517  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.988  -2.182  -0.341  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.429  -2.157  -1.304  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.128   2.384  -0.962  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.514   2.465  -0.137  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.632   1.936  -1.850  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.910  -0.804   0.268  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.330   0.926   0.077  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.116  -0.103  -1.349  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.040   1.116   1.136  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.285   0.065   2.642  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.846  -0.882  -1.851  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   18
CONECT    3    4   23
CONECT    4    5    5    6
CONECT    6    7   17   17
CONECT    7    8    9   15
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   11   12
CONECT   12   13   14   15
CONECT   13   29   30   31
CONECT   14   32   33   34
CONECT   15   16   35
CONECT   16   36
CONECT   17   18   37
CONECT   18   19   19
END

HMDB0038399
     RDKit          3D
Enokipodin D
 37 38  0  0  0  0  0  0  0  0999 V2000
    4.8952    1.1030   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239    0.5965   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541    0.6650    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181    0.1624    1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.2536    2.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8458   -0.4355    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -0.9188    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -1.9336    1.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0929   -1.5909   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -0.4535   -1.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -0.2797   -2.6881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    0.4465   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248    1.9067   -0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.0914   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4913    0.1774    0.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.3343    1.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -0.4905   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    0.0220   -1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.0429   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    0.3336   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.9552    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    1.4566   -1.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6920    1.1020    1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6464   -1.9419    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -2.9466    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.6666    2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878   -2.1822   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290   -2.1571   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276    2.3838   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    2.4653   -0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6317    1.9356   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9104   -0.8035    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3304    0.9258    0.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1160   -0.1035   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    1.1156    1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    0.0649    2.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8463   -0.8818   -1.8506 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 18  2  1  0
 15  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(6-amino-2-oxo-2H-Chromen-3-yl)acetamide	HMDB

Chemical Formula

C₁₅H₁₈O₄

Average Molecular Weight

262.301

Monoisotopic Molecular Weight

262.120509064

IUPAC Name

2-(2-hydroxy-1,3,3-trimethyl-4-oxocyclopentyl)-5-methylcyclohexa-2,5-diene-1,4-dione

Traditional Name

2-(2-hydroxy-1,3,3-trimethyl-4-oxocyclopentyl)-5-methylcyclohexa-2,5-diene-1,4-dione

CAS Registry Number

359701-29-4

SMILES

CC1=CC(=O)C(=CC1=O)C1(C)CC(=O)C(C)(C)C1O

InChI Identifier

InChI=1S/C15H18O4/c1-8-5-11(17)9(6-10(8)16)15(4)7-12(18)14(2,3)13(15)19/h5-6,13,19H,7H2,1-4H3

InChI Key

KHRRUNIMAKHJPR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylquinones. These are quinones with a structure characterized by the quinone ring substituted by an prenyl side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Prenylquinones

Alternative Parents

Substituents

Prenylbenzoquinone
Quinone
P-benzoquinone
Cyclopentanol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.61 g/L	ALOGPS
logP	1.56	ALOGPS
logP	2.12	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.85 m³·mol⁻¹	ChemAxon
Polarizability	27.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.751	31661259
DarkChem	[M-H]-	158.332	31661259
DeepCCS	[M+H]+	168.791	30932474
DeepCCS	[M-H]-	166.433	30932474
DeepCCS	[M-2H]-	199.762	30932474
DeepCCS	[M+Na]+	174.989	30932474
AllCCS	[M+H]+	159.4	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	166.0	32859911
AllCCS	[M+HCOO]-	166.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Enokipodin D	CC1=CC(=O)C(=CC1=O)C1(C)CC(=O)C(C)(C)C1O	3101.8	Standard polar	33892256
Enokipodin D	CC1=CC(=O)C(=CC1=O)C1(C)CC(=O)C(C)(C)C1O	1981.4	Standard non polar	33892256
Enokipodin D	CC1=CC(=O)C(=CC1=O)C1(C)CC(=O)C(C)(C)C1O	2124.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Enokipodin D,1TMS,isomer #1	CC1=CC(=O)C(C2(C)CC(=O)C(C)(C)C2O[Si](C)(C)C)=CC1=O	2253.5	Semi standard non polar	33892256
Enokipodin D,1TMS,isomer #2	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C)C(C)(C)C2O)=CC1=O	2227.7	Semi standard non polar	33892256
Enokipodin D,2TMS,isomer #1	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C)C(C)(C)C2O[Si](C)(C)C)=CC1=O	2214.3	Semi standard non polar	33892256
Enokipodin D,2TMS,isomer #1	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C)C(C)(C)C2O[Si](C)(C)C)=CC1=O	2104.8	Standard non polar	33892256
Enokipodin D,1TBDMS,isomer #1	CC1=CC(=O)C(C2(C)CC(=O)C(C)(C)C2O[Si](C)(C)C(C)(C)C)=CC1=O	2521.3	Semi standard non polar	33892256
Enokipodin D,1TBDMS,isomer #2	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C2O)=CC1=O	2504.6	Semi standard non polar	33892256
Enokipodin D,2TBDMS,isomer #1	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C2O[Si](C)(C)C(C)(C)C)=CC1=O	2782.3	Semi standard non polar	33892256
Enokipodin D,2TBDMS,isomer #1	CC1=CC(=O)C(C2(C)C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C2O[Si](C)(C)C(C)(C)C)=CC1=O	2523.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin D GC-MS (Non-derivatized) - 70eV, Positive	splash10-01oy-3940000000-386956915e3d126b48b1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin D GC-MS (1 TMS) - 70eV, Positive	splash10-02mm-8985000000-dd19104c7b8c08501d35	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin D 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 - Enokipodin D 10V, Positive-QTOF	splash10-03di-0190000000-0d336491cdb7fa171ced	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 20V, Positive-QTOF	splash10-03dj-3690000000-661351e0ef611c37a5ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 40V, Positive-QTOF	splash10-0uxr-9510000000-af3c967dd8001ff6cc6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 10V, Negative-QTOF	splash10-03di-0190000000-24125cc20ee9e0dd1d93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 20V, Negative-QTOF	splash10-03k9-2980000000-36b969c305feb86f6159	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 40V, Negative-QTOF	splash10-00xr-9710000000-ca74ce3d54fe41848b4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 10V, Positive-QTOF	splash10-0002-0290000000-0b550df6f51e144ff5f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 20V, Positive-QTOF	splash10-00dj-6920000000-6e4ed91b234999e771a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 40V, Positive-QTOF	splash10-00kg-9800000000-b04dfce4c0560a5f766a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 10V, Negative-QTOF	splash10-03di-0090000000-9e600cc2ff9e13f19c7e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 20V, Negative-QTOF	splash10-03di-0790000000-2759771c1c20b1b040ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin D 40V, Negative-QTOF	splash10-05tf-6900000000-a320ce9d68eec0bec0c4	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB017751

KNApSAcK ID

C00045890

Chemspider ID

35014563

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752356

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 Enokipodin D (HMDB0038399)

MOL for HMDB0038399 (Enokipodin D)

3D MOL for HMDB0038399 (Enokipodin D)

3D SDF for HMDB0038399 (Enokipodin D)

3D-SDF for HMDB0038399 (Enokipodin D)

PDB for HMDB0038399 (Enokipodin D)

3D PDB for HMDB0038399 (Enokipodin D)

SMILES for HMDB0038399 (Enokipodin D)

INCHI for HMDB0038399 (Enokipodin D)

Structure for HMDB0038399 (Enokipodin D)

3D Structure for HMDB0038399 (Enokipodin D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra