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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:39:20 UTC

Update Date

2022-03-07 02:56:28 UTC

HMDB ID

HMDB0040119

Secondary Accession Numbers

HMDB40119

Metabolite Identification

Common Name

Enokipodin C

Description

Enokipodin C belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review a small amount of articles have been published on Enokipodin C.

Structure

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

HMDB0040119
     RDKit          3D
Enokipodin C
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6405   -0.7451    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -0.3550    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -1.1478   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -0.8214   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699    0.3164    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.1127    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217    0.7855    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    1.5547    1.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    0.6693    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6085    1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    1.2166   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    2.0854   -1.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.0134   -2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496   -1.2036   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -2.1970   -1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0010   -1.6194   -1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -0.6342    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180   -0.4266    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.5475    1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749   -0.0864    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9218   -0.8090   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913   -1.8011    0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.0576   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    2.0163    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    2.3854    1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    1.3561    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8404    2.6302    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    1.7003    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    1.7350   -1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.9681   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    0.0929   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.0033   -2.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -2.2394   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -1.4346    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    0.2897   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572   -0.0820    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922   -1.1522    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -1.6143    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -2.5657    0.9140 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  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
  7  2  1  0
 17  9  1  0
 16  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END


  Mrv0541 05061311382D          

 19 21  0  0  0  0            999 V2000
    4.3090   -1.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195    0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001   -1.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -0.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -1.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982   -0.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -1.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -0.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    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  1  0  0  0  0
 10  6  2  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040119

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1O)C1(C)C(O)CC(O)(O2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-8-5-11-9(6-10(8)16)14(4)12(17)7-15(18,19-11)13(14,2)3/h5-6,12,16-18H,7H2,1-4H3

> <INCHI_KEY>
DHKFEYFQGRWJNR-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.19895716823466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5,12,12-tetramethyl-8-oxatricyclo[7.2.1.0²,⁷]dodeca-2(7),3,5-triene-4,9,11-triol

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
2.587784801333334

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.480272427375734

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.144658566615668

> <JCHEM_PKA_STRONGEST_BASIC>
-3.081219148479372

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
70.41250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5,12,12-tetramethyl-8-oxatricyclo[7.2.1.0²,⁷]dodeca-2(7),3,5-triene-4,9,11-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040119
     RDKit          3D
Enokipodin C
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6405   -0.7451    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -0.3550    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -1.1478   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -0.8214   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699    0.3164    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.1127    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217    0.7855    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    1.5547    1.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    0.6693    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6085    1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    1.2166   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    2.0854   -1.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.0134   -2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496   -1.2036   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -2.1970   -1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0010   -1.6194   -1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -0.6342    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180   -0.4266    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.5475    1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749   -0.0864    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9218   -0.8090   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913   -1.8011    0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.0576   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    2.0163    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    2.3854    1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    1.3561    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8404    2.6302    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    1.7003    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    1.7350   -1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.9681   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    0.0929   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.0033   -2.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -2.2394   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -1.4346    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    0.2897   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572   -0.0820    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922   -1.1522    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -1.6143    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -2.5657    0.9140 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  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
  7  2  1  0
 17  9  1  0
 16  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 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       8.043  -2.622   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.854   1.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.598  -0.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.903   0.445   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.414  -3.067   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.900  -0.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.600  -2.085   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.713  -1.011   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.343  -0.567   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.970  -2.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.530   0.415   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.534  -3.384   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.106  -0.647   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    8   11                                                       
CONECT    6    9   10                                                       
CONECT    7   12   15                                                       
CONECT    8    1    5   10                                                  
CONECT    9    6   11   14                                                  
CONECT   10    6    8   16                                                  
CONECT   11    5    9   19                                                  
CONECT   12    7   14   17                                                  
CONECT   13    2    3   14   15                                             
CONECT   14    4    9   12   13                                             
CONECT   15    7   13   18   19                                             
CONECT   16   10                                                            
CONECT   17   12                                                            
CONECT   18   15                                                            
CONECT   19   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0040119
HETATM    1  C1  UNL     1       4.640  -0.745   0.067  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.204  -0.355   0.099  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.290  -1.148  -0.554  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.951  -0.821  -0.549  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.570   0.316   0.128  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.481   1.113   0.783  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.822   0.786   0.777  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.786   1.555   1.423  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.879   0.669   0.134  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.190   1.609   1.243  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.199   1.217  -1.239  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.286   2.085  -1.088  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.562   0.013  -2.057  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.350  -1.204  -1.189  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.234  -2.197  -1.522  1.00  0.00           O  
HETATM   16  O4  UNL     1      -0.001  -1.619  -1.211  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.636  -0.634   0.202  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.118  -0.427   0.408  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.137  -1.548   1.290  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.275  -0.086   0.656  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.922  -0.809  -1.009  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.691  -1.801   0.453  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.597  -2.058  -1.095  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.160   2.016   1.318  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.470   2.385   1.911  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.610   1.356   2.146  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.840   2.630   0.930  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.260   1.700   1.442  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.319   1.735  -1.644  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.013   2.968  -0.790  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.641   0.093  -2.315  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.931   0.003  -2.966  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.290  -2.239  -2.508  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.589  -1.435   0.343  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.563   0.290  -0.287  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.257  -0.082   1.444  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.192  -1.152   1.763  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.867  -1.614   2.148  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.896  -2.566   0.914  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   16
CONECT    5    6    9
CONECT    6    7    7   24
CONECT    7    8
CONECT    8   25
CONECT    9   10   11   17
CONECT   10   26   27   28
CONECT   11   12   13   29
CONECT   12   30
CONECT   13   14   31   32
CONECT   14   15   16   17
CONECT   15   33
CONECT   17   18   19
CONECT   18   34   35   36
CONECT   19   37   38   39
END

HMDB0040119
     RDKit          3D
Enokipodin C
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6405   -0.7451    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -0.3550    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -1.1478   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -0.8214   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5699    0.3164    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.1127    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217    0.7855    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    1.5547    1.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    0.6693    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895    1.6085    1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    1.2166   -1.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    2.0854   -1.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.0134   -2.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496   -1.2036   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -2.1970   -1.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0010   -1.6194   -1.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -0.6342    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180   -0.4266    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.5475    1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2749   -0.0864    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9218   -0.8090   -1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913   -1.8011    0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -2.0576   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    2.0163    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    2.3854    1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097    1.3561    2.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8404    2.6302    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    1.7003    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    1.7350   -1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133    2.9681   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    0.0929   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.0033   -2.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -2.2394   -2.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -1.4346    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    0.2897   -0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572   -0.0820    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922   -1.1522    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -1.6143    2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -2.5657    0.9140 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  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
  7  2  1  0
 17  9  1  0
 16  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

1,5,12,12-tetramethyl-8-oxatricyclo[7.2.1.0²,⁷]dodeca-2(7),3,5-triene-4,9,11-triol

Traditional Name

1,5,12,12-tetramethyl-8-oxatricyclo[7.2.1.0²,⁷]dodeca-2(7),3,5-triene-4,9,11-triol

CAS Registry Number

359701-26-1

SMILES

CC1=CC2=C(C=C1O)C1(C)C(O)CC(O)(O2)C1(C)C

InChI Identifier

InChI=1S/C15H20O4/c1-8-5-11-9(6-10(8)16)14(4)12(17)7-15(18,19-11)13(14,2)3/h5-6,12,16-18H,7H2,1-4H3

InChI Key

DHKFEYFQGRWJNR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic alcohol
Secondary alcohol
Hemiacetal
Oxacycle
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040119)
Cytoplasm (HMDB: HMDB0040119)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040119)

Source

Exogenous

Food

Food (HMDB: HMDB0040119)

Plant (HMDB: HMDB0040119)

Not Available

Nutrient (HMDB: HMDB0040119)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.89 g/L	ALOGPS
logP	1.55	ALOGPS
logP	2.59	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.41 m³·mol⁻¹	ChemAxon
Polarizability	28.2 Å³	ChemAxon
Number of Rings	3	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]+	160.087	31661259
DarkChem	[M-H]-	158.973	31661259
DeepCCS	[M+H]+	166.451	30932474
DeepCCS	[M-H]-	164.093	30932474
DeepCCS	[M-2H]-	197.537	30932474
DeepCCS	[M+Na]+	172.764	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.8	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	167.3	32859911
AllCCS	[M+Na-2H]-	167.2	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Enokipodin C	CC1=CC2=C(C=C1O)C1(C)C(O)CC(O)(O2)C1(C)C	3527.1	Standard polar	33892256
Enokipodin C	CC1=CC2=C(C=C1O)C1(C)C(O)CC(O)(O2)C1(C)C	2170.4	Standard non polar	33892256
Enokipodin C	CC1=CC2=C(C=C1O)C1(C)C(O)CC(O)(O2)C1(C)C	2245.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Enokipodin C,1TMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C)C1(C)C(O)CC(O)(O2)C1(C)C	2223.2	Semi standard non polar	33892256
Enokipodin C,1TMS,isomer #2	CC1=CC2=C(C=C1O)C1(C)C(O[Si](C)(C)C)CC(O)(O2)C1(C)C	2160.9	Semi standard non polar	33892256
Enokipodin C,1TMS,isomer #3	CC1=CC2=C(C=C1O)C1(C)C(O)CC(O[Si](C)(C)C)(O2)C1(C)C	2175.4	Semi standard non polar	33892256
Enokipodin C,2TMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C)C1(C)C(O[Si](C)(C)C)CC(O)(O2)C1(C)C	2180.7	Semi standard non polar	33892256
Enokipodin C,2TMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C)C1(C)C(O)CC(O[Si](C)(C)C)(O2)C1(C)C	2190.3	Semi standard non polar	33892256
Enokipodin C,2TMS,isomer #3	CC1=CC2=C(C=C1O)C1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)(O2)C1(C)C	2126.5	Semi standard non polar	33892256
Enokipodin C,3TMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C)C1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)(O2)C1(C)C	2230.3	Semi standard non polar	33892256
Enokipodin C,1TBDMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)C(O)CC(O)(O2)C1(C)C	2525.8	Semi standard non polar	33892256
Enokipodin C,1TBDMS,isomer #2	CC1=CC2=C(C=C1O)C1(C)C(O[Si](C)(C)C(C)(C)C)CC(O)(O2)C1(C)C	2438.9	Semi standard non polar	33892256
Enokipodin C,1TBDMS,isomer #3	CC1=CC2=C(C=C1O)C1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)(O2)C1(C)C	2483.3	Semi standard non polar	33892256
Enokipodin C,2TBDMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)C(O[Si](C)(C)C(C)(C)C)CC(O)(O2)C1(C)C	2727.1	Semi standard non polar	33892256
Enokipodin C,2TBDMS,isomer #2	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)(O2)C1(C)C	2724.3	Semi standard non polar	33892256
Enokipodin C,2TBDMS,isomer #3	CC1=CC2=C(C=C1O)C1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)(O2)C1(C)C	2662.8	Semi standard non polar	33892256
Enokipodin C,3TBDMS,isomer #1	CC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)(O2)C1(C)C	2920.5	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 - Enokipodin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-1490000000-fdd9d99c26a81d88d26b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin C GC-MS (3 TMS) - 70eV, Positive	splash10-014l-7226900000-4979facb9a5ea2efbf49	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enokipodin C 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 C 10V, Positive-QTOF	splash10-00kb-0190000000-e3e80745413de0fbeabd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 20V, Positive-QTOF	splash10-05mk-0390000000-e79825f067466de989ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 40V, Positive-QTOF	splash10-056r-7950000000-2b337ef5c6fc88cb3425	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 10V, Negative-QTOF	splash10-03di-0190000000-1f355f064830b3cc2775	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 20V, Negative-QTOF	splash10-03dj-1090000000-5415f39407cca576b9d5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 40V, Negative-QTOF	splash10-0a4i-4910000000-c80f5c9c55f886d94f73	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 10V, Negative-QTOF	splash10-03di-0090000000-16d43704d08f3756e03a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 20V, Negative-QTOF	splash10-03di-0090000000-a651a674e426762f24f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 40V, Negative-QTOF	splash10-00di-1950000000-e94e7b9884a050ce1720	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 10V, Positive-QTOF	splash10-014j-0090000000-b62fc746182c5cffc59e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 20V, Positive-QTOF	splash10-00di-3960000000-688823a3bd4642d72739	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enokipodin C 40V, Positive-QTOF	splash10-05di-5930000000-c45fd9f6c855a7c7e309	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

Not Available

KNApSAcK ID

C00045889

Chemspider ID

9218814

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11043646

PDB ID

Not Available

ChEBI ID

174484

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Enokipodin C (HMDB0040119)

MOL for HMDB0040119 (Enokipodin C)

3D MOL for HMDB0040119 (Enokipodin C)

3D SDF for HMDB0040119 (Enokipodin C)

3D-SDF for HMDB0040119 (Enokipodin C)

PDB for HMDB0040119 (Enokipodin C)

3D PDB for HMDB0040119 (Enokipodin C)

SMILES for HMDB0040119 (Enokipodin C)

INCHI for HMDB0040119 (Enokipodin C)

Structure for HMDB0040119 (Enokipodin C)

3D Structure for HMDB0040119 (Enokipodin C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra