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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:18:30 UTC

Update Date

2021-09-26 22:59:19 UTC

HMDB ID

HMDB0248825

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(Cycloocten-1-yl)-5-ethyl-barbituric acid

Description

5-(Cycloocten-1-yl)-5-ethyl-barbituric acid belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups. Based on a literature review a significant number of articles have been published on 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(cycloocten-1-yl)-5-ethyl-barbituric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0248825
     RDKit          3D
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.5028   -1.6958    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0283   -1.6551    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.3521    0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -0.4739   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3289   -0.4693   -1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.5611   -2.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    0.5004   -1.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -0.1046   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507    0.2634    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212    0.5935    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -0.6078    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    0.0652   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -0.6628   -1.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.3797   -1.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    2.4424   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.6093   -1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.0718    0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7318    0.7597    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    0.4964    2.3497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459   -0.8266    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -2.5967    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0943   -1.8509    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215   -1.8208    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.4843    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -0.3861   -2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239   -1.5454   -1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4655   -0.4151   -3.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.4028   -1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    0.8495   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322   -1.2161   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4614    0.2243   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675    1.1143    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058   -0.6134    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807    0.9339    2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    1.4615    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799   -0.7125    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3566   -1.5133    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325    1.5903   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    2.8051    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18  3  1  0
 11  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  0
M  END

  Mrv1652309112104182D          

 19 20  0  0  0  0            999 V2000
   -0.8270   -0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146   -0.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2302   -1.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447   -1.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2302   -2.5449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -2.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1987   -2.5449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1987   -1.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -1.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460   -0.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651    0.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4318    0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127    0.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5646   -0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -0.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248825

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N2O3/c1-2-14(10-8-6-4-3-5-7-9-10)11(17)15-13(19)16-12(14)18/h8H,2-7,9H2,1H3,(H2,15,16,17,18,19)

> <INCHI_KEY>
GXDCIRZXDXQCNF-UHFFFAOYSA-N

> <FORMULA>
C14H20N2O3

> <MOLECULAR_WEIGHT>
264.325

> <EXACT_MASS>
264.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.308147471114275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(cyclooct-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.3576518576666663

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.806314442929366

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.140078077502322

> <JCHEM_POLAR_SURFACE_AREA>
75.27000000000001

> <JCHEM_REFRACTIVITY>
70.8537

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(cyclooct-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248825
     RDKit          3D
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.5028   -1.6958    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0283   -1.6551    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.3521    0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -0.4739   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3289   -0.4693   -1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.5611   -2.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    0.5004   -1.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -0.1046   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507    0.2634    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212    0.5935    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -0.6078    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    0.0652   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -0.6628   -1.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.3797   -1.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    2.4424   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.6093   -1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.0718    0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7318    0.7597    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    0.4964    2.3497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459   -0.8266    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -2.5967    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0943   -1.8509    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215   -1.8208    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.4843    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -0.3861   -2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239   -1.5454   -1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4655   -0.4151   -3.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.4028   -1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    0.8495   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322   -1.2161   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4614    0.2243   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675    1.1143    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058   -0.6134    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807    0.9339    2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    1.4615    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799   -0.7125    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3566   -1.5133    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325    1.5903   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    2.8051    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18  3  1  0
 11  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.544  -1.528   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.027  -1.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.963  -2.440   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.296  -3.210   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.630  -2.440   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       2.296  -4.750   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.963  -5.520   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.963  -7.060   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -0.371  -4.750   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.371  -3.210   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.705  -2.440   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.953  -1.261   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.241   0.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.705   1.574   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.071   2.285   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.539   1.822   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.250   0.456   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787  -1.013   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.421  -1.724   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10   12                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    3   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   12                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0248825
HETATM    1  C1  UNL     1      -3.503  -1.696   1.000  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.028  -1.655   0.727  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.547  -0.352   0.166  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.084  -0.474  -0.049  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.329  -0.469  -1.312  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.648  -0.561  -2.042  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.550   0.500  -1.450  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.395  -0.105  -0.375  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.051   0.263   1.017  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.621   0.594   1.282  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.694  -0.608   1.212  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.180   0.065  -1.070  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.949  -0.663  -1.778  1.00  0.00           O  
HETATM   14  N1  UNL     1      -1.945   1.380  -1.555  1.00  0.00           N  
HETATM   15  C13 UNL     1      -1.588   2.442  -0.675  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.369   3.609  -1.043  1.00  0.00           O  
HETATM   17  N2  UNL     1      -1.493   2.072   0.700  1.00  0.00           N  
HETATM   18  C14 UNL     1      -1.732   0.760   1.169  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.080   0.496   2.350  1.00  0.00           O  
HETATM   20  H1  UNL     1      -3.846  -0.827   1.579  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.706  -2.597   1.624  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.094  -1.851   0.062  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.522  -1.821   1.694  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.751  -2.484   0.059  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.508  -0.386  -2.006  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.124  -1.545  -1.836  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.465  -0.415  -3.112  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.993   1.403  -1.157  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.196   0.850  -2.313  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.432  -1.216  -0.532  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.461   0.224  -0.556  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.667   1.114   1.376  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.306  -0.613   1.676  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.581   0.934   2.362  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.236   1.462   0.722  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.080  -0.712   2.109  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.357  -1.513   1.143  1.00  0.00           H  
HETATM   38  H19 UNL     1      -2.032   1.590  -2.591  1.00  0.00           H  
HETATM   39  H20 UNL     1      -1.231   2.805   1.419  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   12   18
CONECT    4    5    5   11
CONECT    5    6   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   36   37
CONECT   12   13   13   14
CONECT   14   15   38
CONECT   15   16   16   17
CONECT   17   18   39
CONECT   18   19   19
END

HMDB0248825
     RDKit          3D
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.5028   -1.6958    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0283   -1.6551    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.3521    0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -0.4739   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3289   -0.4693   -1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483   -0.5611   -2.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    0.5004   -1.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3955   -0.1046   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507    0.2634    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212    0.5935    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942   -0.6078    1.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    0.0652   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -0.6628   -1.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.3797   -1.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    2.4424   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.6093   -1.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.0718    0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7318    0.7597    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    0.4964    2.3497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459   -0.8266    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7060   -2.5967    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0943   -1.8509    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215   -1.8208    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.4843    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -0.3861   -2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239   -1.5454   -1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4655   -0.4151   -3.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.4028   -1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965    0.8495   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322   -1.2161   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4614    0.2243   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675    1.1143    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058   -0.6134    1.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807    0.9339    2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    1.4615    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799   -0.7125    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3566   -1.5133    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325    1.5903   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    2.8051    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18  3  1  0
 11  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(Cycloocten-1-yl)-5-ethyl-barbitate	Generator
5-(Cycloocten-1-yl)-5-ethyl-barbitic acid	Generator

Chemical Formula

C₁₄H₂₀N₂O₃

Average Molecular Weight

264.325

Monoisotopic Molecular Weight

264.147392512

IUPAC Name

5-(cyclooct-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione

Traditional Name

5-(cyclooct-1-en-1-yl)-5-ethyl-1,3-diazinane-2,4,6-trione

CAS Registry Number

Not Available

SMILES

CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCCC1

InChI Identifier

InChI=1S/C14H20N2O3/c1-2-14(10-8-6-4-3-5-7-9-10)11(17)15-13(19)16-12(14)18/h8H,2-7,9H2,1H3,(H2,15,16,17,18,19)

InChI Key

GXDCIRZXDXQCNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
Ureide
N-acyl urea
1,3-diazinane
Dicarboximide
Urea
Carbonic acid derivative
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	2.81	ALOGPS
logP	2.36	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.85 m³·mol⁻¹	ChemAxon
Polarizability	27.31 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
DeepCCS	[M+H]+	172.396	30932474
DeepCCS	[M-H]-	170.039	30932474
DeepCCS	[M-2H]-	202.924	30932474
DeepCCS	[M+Na]+	178.49	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid	CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCCC1	3485.7	Standard polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid	CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCCC1	2076.2	Standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid	CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCCC1	2157.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C)C1=O	2232.2	Semi standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C)C1=O	2310.8	Standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C)C1=O	3290.8	Standard polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2160.0	Semi standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2332.2	Standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2978.0	Standard polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2429.1	Semi standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2537.3	Standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,1TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3399.7	Standard polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2578.5	Semi standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2786.2	Standard non polar	33892256
5-(Cycloocten-1-yl)-5-ethyl-barbituric acid,2TBDMS,isomer #1	CCC1(C2=CCCCCCC2)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3110.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-1590000000-3b3470805d01043c02f8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 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 - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 10V, Positive-QTOF	splash10-014i-0190000000-ee315c7c3e98fd3662a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 20V, Positive-QTOF	splash10-052b-1900000000-de5c7c74cdb39a2476ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 40V, Positive-QTOF	splash10-053s-5900000000-8ecb3e5f6f4b6b603ec7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 10V, Negative-QTOF	splash10-0006-7940000000-5155bbe88d8acc3fce32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 20V, Negative-QTOF	splash10-0006-9110000000-cf9978ea5b6b8d8f1553	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid 40V, Negative-QTOF	splash10-0006-9500000000-06937c5851bc280c4e64	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3026945

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 5-(Cycloocten-1-yl)-5-ethyl-barbituric acid (HMDB0248825)

MOL for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

3D MOL for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

3D SDF for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

3D-SDF for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

PDB for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

3D PDB for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

SMILES for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

INCHI for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

Structure for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

3D Structure for HMDB0248825 (5-(Cycloocten-1-yl)-5-ethyl-barbituric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra