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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:56:00 UTC

Update Date

2021-09-26 23:00:18 UTC

HMDB ID

HMDB0249422

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bucolome

Description

5-butyl-1-cyclohexylbarbituric acid, also known as paramidin or bucolome, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review very few articles have been published on 5-butyl-1-cyclohexylbarbituric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bucolome is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bucolome 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

HMDB0249422
     RDKit          3D
Bucolome
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.6056    0.9252    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956    0.6005   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -0.4176   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    0.0857   -0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8752   -1.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090   -0.2834   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    0.8734   -1.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -0.9277   -0.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -0.2557    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -0.0178   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    0.4181   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    1.7016   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6090    1.4682    1.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    1.0160    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7953   -2.2255    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -2.7971    1.0434 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.7607    0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379   -2.2032   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635   -2.9168   -0.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898    1.3184    1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821    1.7488    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.0202    1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6935    1.5146   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    0.1603   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -1.3200   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -0.6958   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016    1.0816   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.1681    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -0.9093   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9438   -0.9453    0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7272   -1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -1.0218   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0513    0.5076   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8288   -0.3669   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9218    2.5346   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067    1.9811    0.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828    0.6038    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    2.3886    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.8115    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    0.7657    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9299   -3.4808    0.1820 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18  5  1  0
 14  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 19 41  1  0
M  END


  Mrv1572004221606222D          

 19 20  0  0  0  0            999 V2000
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249422

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1C(O)=NC(=O)N(C2CCCCC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N2O3/c1-2-3-9-11-12(17)15-14(19)16(13(11)18)10-7-5-4-6-8-10/h10-11H,2-9H2,1H3,(H,15,17,19)

> <INCHI_KEY>
DVEQCIBLXRSYPH-UHFFFAOYSA-N

> <FORMULA>
C14H22N2O3

> <MOLECULAR_WEIGHT>
266.341

> <EXACT_MASS>
266.163042576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.016575304495337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-butyl-3-cyclohexyl-6-hydroxy-2,3,4,5-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
2.996096584999999

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.958691196913648

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5039743743079743

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4623682676411494

> <JCHEM_POLAR_SURFACE_AREA>
69.97

> <JCHEM_REFRACTIVITY>
70.58489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bucolome

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249422
     RDKit          3D
Bucolome
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.6056    0.9252    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956    0.6005   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -0.4176   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    0.0857   -0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8752   -1.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090   -0.2834   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    0.8734   -1.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -0.9277   -0.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -0.2557    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -0.0178   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    0.4181   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    1.7016   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6090    1.4682    1.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    1.0160    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7953   -2.2255    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -2.7971    1.0434 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.7607    0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379   -2.2032   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635   -2.9168   -0.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898    1.3184    1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821    1.7488    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.0202    1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6935    1.5146   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    0.1603   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -1.3200   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -0.6958   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016    1.0816   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.1681    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -0.9093   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9438   -0.9453    0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7272   -1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -1.0218   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0513    0.5076   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8288   -0.3669   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9218    2.5346   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067    1.9811    0.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828    0.6038    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    2.3886    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.8115    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    0.7657    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9299   -3.4808    0.1820 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18  5  1  0
 14  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.000  10.780   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       1.334   8.470   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    3   11                                                       
CONECT   10    7    8   16                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11   15   17                                                  
CONECT   13   11   16   18                                                  
CONECT   14   15   16   19                                                  
CONECT   15   12   14                                                       
CONECT   16   10   13   14                                                  
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0249422
HETATM    1  C1  UNL     1       4.606   0.925   1.288  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.796   0.601  -0.159  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.757  -0.418  -0.652  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.381   0.086  -0.497  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.333  -0.875  -1.036  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.009  -0.283  -0.840  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.282   0.873  -1.337  1.00  0.00           O  
HETATM    8  N1  UNL     1      -1.024  -0.928  -0.126  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.306  -0.256   0.055  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.016  -0.018  -1.254  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.442   0.418  -0.891  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.357   1.702  -0.114  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.609   1.468   1.166  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.178   1.016   0.847  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.795  -2.225   0.412  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.704  -2.797   1.043  1.00  0.00           O  
HETATM   17  N2  UNL     1       0.481  -2.761   0.173  1.00  0.00           N  
HETATM   18  C14 UNL     1       1.438  -2.203  -0.460  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.663  -2.917  -0.614  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.590   1.318   1.667  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.882   1.749   1.443  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.386   0.020   1.857  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.694   1.515  -0.780  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.801   0.160  -0.306  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.974  -1.320  -0.003  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.042  -0.696  -1.677  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.202   1.082  -0.934  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.141   0.168   0.603  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.500  -0.909  -2.171  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.944  -0.945   0.643  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.547   0.727  -1.894  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.128  -1.022  -1.742  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.051   0.508  -1.805  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.829  -0.367  -0.208  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.922   2.535  -0.670  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.407   1.981   0.173  1.00  0.00           H  
HETATM   37  H18 UNL     1      -4.083   0.604   1.705  1.00  0.00           H  
HETATM   38  H19 UNL     1      -3.618   2.389   1.770  1.00  0.00           H  
HETATM   39  H20 UNL     1      -1.639   1.811   0.319  1.00  0.00           H  
HETATM   40  H21 UNL     1      -1.709   0.766   1.826  1.00  0.00           H  
HETATM   41  H22 UNL     1       2.930  -3.481   0.182  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   18   29
CONECT    6    7    7    8
CONECT    8    9   15
CONECT    9   10   14   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   39   40
CONECT   15   16   16   17
CONECT   17   18   18
CONECT   18   19
CONECT   19   41
END

HMDB0249422
     RDKit          3D
Bucolome
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.6056    0.9252    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956    0.6005   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573   -0.4176   -0.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    0.0857   -0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8752   -1.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090   -0.2834   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    0.8734   -1.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -0.9277   -0.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -0.2557    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -0.0178   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    0.4181   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568    1.7016   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6090    1.4682    1.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    1.0160    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7953   -2.2255    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7043   -2.7971    1.0434 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -2.7607    0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379   -2.2032   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635   -2.9168   -0.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5898    1.3184    1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821    1.7488    1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.0202    1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6935    1.5146   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    0.1603   -0.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -1.3200   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0419   -0.6958   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016    1.0816   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.1681    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -0.9093   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9438   -0.9453    0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.7272   -1.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -1.0218   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0513    0.5076   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8288   -0.3669   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9218    2.5346   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4067    1.9811    0.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828    0.6038    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6183    2.3886    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.8115    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    0.7657    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9299   -3.4808    0.1820 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18  5  1  0
 14  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Butyl-1-cyclohexyl-2,4,6(1H,3H,5H)-pyrimidinetrione	ChEBI
Bucolome	ChEBI
Paramidin	Kegg
5-Butyl-1-cyclohexylbarbitate	Generator
5-Butyl-1-cyclohexylbarbitic acid	Generator
1-Cyclohexyl-5-butylbarbituric acid	MeSH
Paramidine	MeSH

Chemical Formula

C₁₄H₂₂N₂O₃

Average Molecular Weight

266.341

Monoisotopic Molecular Weight

266.163042576

IUPAC Name

5-butyl-3-cyclohexyl-6-hydroxy-2,3,4,5-tetrahydropyrimidine-2,4-dione

Traditional Name

bucolome

CAS Registry Number

Not Available

SMILES

CCCCC1C(O)=NC(=O)N(C2CCCCC2)C1=O

InChI Identifier

InChI=1S/C14H22N2O3/c1-2-3-9-11-12(17)15-14(19)16(13(11)18)10-7-5-4-6-8-10/h10-11H,2-9H2,1H3,(H,15,17,19)

InChI Key

DVEQCIBLXRSYPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Pyrimidone
Hydropyrimidine
1,2,5,6-tetrahydropyrimidine
Dicarboximide
Carbonic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

barbiturates (CHEBI:31314 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.89	ALOGPS
logP	3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.97 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.58 m³·mol⁻¹	ChemAxon
Polarizability	29.02 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]+	167.779	30932474
DeepCCS	[M-H]-	165.421	30932474
DeepCCS	[M-2H]-	198.307	30932474
DeepCCS	[M+Na]+	173.872	30932474
AllCCS	[M+H]+	163.7	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bucolome	CCCCC1C(O)=NC(=O)N(C2CCCCC2)C1=O	3108.9	Standard polar	33892256
Bucolome	CCCCC1C(O)=NC(=O)N(C2CCCCC2)C1=O	2179.2	Standard non polar	33892256
Bucolome	CCCCC1C(O)=NC(=O)N(C2CCCCC2)C1=O	2060.6	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 - Bucolome GC-MS (Non-derivatized) - 70eV, Positive	splash10-00e9-6290000000-7919fb0b6f21f18cce72	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bucolome GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bucolome GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bucolome GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Bucolome 10V, Positive-QTOF	splash10-014i-1090000000-dd60b135b227a71b1e9c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 20V, Positive-QTOF	splash10-01ot-9500000000-d4abb6d33db71cc2a11b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 40V, Positive-QTOF	splash10-0006-9110000000-a0a9bbf4601df16de0f4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 10V, Negative-QTOF	splash10-01b9-1390000000-1ea2aecb3bbfd9822071	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 20V, Negative-QTOF	splash10-0296-7910000000-1d7d02ae264285e4cc21	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 40V, Negative-QTOF	splash10-0006-9200000000-b680ba4519f61c62ebe9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 10V, Negative-QTOF	splash10-014i-0090000000-a32009c45aa806f9db9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 20V, Negative-QTOF	splash10-014i-3090000000-a855fe03053c5411d70f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 40V, Negative-QTOF	splash10-0006-9000000000-d23eebe5c49fd688a283	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 10V, Positive-QTOF	splash10-014i-0090000000-cd2fc9bd24e586d50950	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 20V, Positive-QTOF	splash10-014i-2290000000-d19ea3d3dced6bd28b0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bucolome 40V, Positive-QTOF	splash10-001i-9200000000-f29642f00821b521909b	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

2367

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2461

PDB ID

Not Available

ChEBI ID

31314

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 Bucolome (HMDB0249422)

MOL for HMDB0249422 (Bucolome)

3D MOL for HMDB0249422 (Bucolome)

3D SDF for HMDB0249422 (Bucolome)

3D-SDF for HMDB0249422 (Bucolome)

PDB for HMDB0249422 (Bucolome)

3D PDB for HMDB0249422 (Bucolome)

SMILES for HMDB0249422 (Bucolome)

INCHI for HMDB0249422 (Bucolome)

Structure for HMDB0249422 (Bucolome)

3D Structure for HMDB0249422 (Bucolome)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra