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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:11 UTC

Update Date

2021-09-26 22:59:31 UTC

HMDB ID

HMDB0248954

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benin

Description

Benin, also known as butocin, belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on Benin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benin 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

HMDB0248954
     RDKit          3D
Benin
 42 43  0  0  0  0  0  0  0  0999 V2000
    6.4634    2.4038    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731    1.1669    1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.7915    1.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.4670    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6514    0.5094   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471    0.0638    1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -0.2139   -0.0778 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8161   -0.6186   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.7454    1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.9030   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3280   -1.3529   -1.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550   -1.6129   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.0930   -2.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -1.0472   -1.8054 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6307   -0.7113   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2134   -1.5852    0.7992 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3073   -1.3074    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -0.1432    2.6197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    0.7676    1.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966    1.9887    2.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    2.4552    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    1.5469   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    0.4684    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679    3.1541    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4738    2.9062    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    2.2202   -0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401    1.3988    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.3157    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -0.8529    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011    0.8901    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755   -0.1100   -0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -0.0531   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622   -1.7560   -1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8740   -0.5991   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2769   -2.2846   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -2.3502   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8232   -0.6674   -3.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -3.1086   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.4497   -3.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727   -1.9960    2.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    3.4248    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186    1.6224   -1.1033 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 15  1  0
 23 19  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 17 40  1  0
 21 41  1  0
 22 42  1  0
M  END

  Mrv1652309112105252D          

 23 24  0  0  0  0            999 V2000
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5329   -9.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8685   -9.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6890   -9.8820    0.0000 N   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  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248954

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1NC=N2

> <INCHI_IDENTIFIER>
InChI=1S/C14H19N5O3S/c1-2-22-11(21)7-15-10(20)5-3-4-6-23-14-12-13(17-8-16-12)18-9-19-14/h8-9H,2-7H2,1H3,(H,15,20)(H,16,17,18,19)

> <INCHI_KEY>
GOZRRIWDZQPGMN-UHFFFAOYSA-N

> <FORMULA>
C14H19N5O3S

> <MOLECULAR_WEIGHT>
337.4

> <EXACT_MASS>
337.120860666

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.787220002094045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-[5-(7H-purin-6-ylsulfanyl)pentanamido]acetate

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
0.6255395830000001

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.450511347948105

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.961238491879023

> <JCHEM_PKA_STRONGEST_BASIC>
2.370373410637416

> <JCHEM_POLAR_SURFACE_AREA>
109.86

> <JCHEM_REFRACTIVITY>
88.78840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl [5-(7H-purin-6-ylsulfanyl)pentanamido]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248954
     RDKit          3D
Benin
 42 43  0  0  0  0  0  0  0  0999 V2000
    6.4634    2.4038    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731    1.1669    1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.7915    1.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.4670    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6514    0.5094   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471    0.0638    1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -0.2139   -0.0778 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8161   -0.6186   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.7454    1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.9030   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3280   -1.3529   -1.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550   -1.6129   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.0930   -2.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -1.0472   -1.8054 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6307   -0.7113   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2134   -1.5852    0.7992 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3073   -1.3074    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -0.1432    2.6197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    0.7676    1.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966    1.9887    2.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    2.4552    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    1.5469   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    0.4684    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679    3.1541    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4738    2.9062    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    2.2202   -0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401    1.3988    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.3157    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -0.8529    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011    0.8901    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755   -0.1100   -0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -0.0531   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622   -1.7560   -1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8740   -0.5991   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2769   -2.2846   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -2.3502   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8232   -0.6674   -3.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -3.1086   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.4497   -3.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727   -1.9960    2.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    3.4248    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186    1.6224   -1.1033 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 15  1  0
 23 19  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 17 40  1  0
 21 41  1  0
 22 42  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       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.336 -14.630   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.669 -12.320   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      13.337 -13.860   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.670 -16.170   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      21.339 -13.860   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      24.006 -13.860   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      25.340 -16.170   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      21.528 -17.200   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      22.154 -18.607   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      23.686 -18.446   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0248954
HETATM    1  C1  UNL     1       6.463   2.404   0.719  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.473   1.167   1.574  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.147   0.791   1.879  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.261   0.467   0.886  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.651   0.509  -0.308  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.847   0.064   1.158  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.160  -0.214  -0.078  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.816  -0.619  -0.058  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.196  -0.745   1.018  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.112  -0.903  -1.328  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.328  -1.353  -1.069  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.955  -1.613  -2.389  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.352  -2.093  -2.420  1.00  0.00           C  
HETATM   14  S1  UNL     1      -4.604  -1.047  -1.805  1.00  0.00           S  
HETATM   15  C10 UNL     1      -4.631  -0.711  -0.071  1.00  0.00           C  
HETATM   16  N2  UNL     1      -5.213  -1.585   0.799  1.00  0.00           N  
HETATM   17  C11 UNL     1      -5.307  -1.307   2.096  1.00  0.00           C  
HETATM   18  N3  UNL     1      -4.831  -0.143   2.620  1.00  0.00           N  
HETATM   19  C12 UNL     1      -4.240   0.768   1.805  1.00  0.00           C  
HETATM   20  N4  UNL     1      -3.697   1.989   2.058  1.00  0.00           N  
HETATM   21  C13 UNL     1      -3.262   2.455   0.859  1.00  0.00           C  
HETATM   22  N5  UNL     1      -3.531   1.547  -0.096  1.00  0.00           N  
HETATM   23  C14 UNL     1      -4.150   0.468   0.473  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.768   3.154   1.174  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.474   2.906   0.714  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.209   2.220  -0.332  1.00  0.00           H  
HETATM   27  H4  UNL     1       7.040   1.399   2.515  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.960   0.316   1.024  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.881  -0.853   1.779  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.301   0.890   1.674  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.676  -0.110  -0.971  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.121  -0.053  -2.021  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.662  -1.756  -1.820  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.874  -0.599  -0.508  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.277  -2.285  -0.457  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.319  -2.350  -2.974  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.823  -0.667  -3.020  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.331  -3.109  -1.860  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.621  -2.450  -3.485  1.00  0.00           H  
HETATM   40  H17 UNL     1      -5.773  -1.996   2.818  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.780   3.425   0.770  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.319   1.622  -1.103  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   29   30
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15
CONECT   15   16   16   23
CONECT   16   17
CONECT   17   18   18   40
CONECT   18   19
CONECT   19   20   23   23
CONECT   20   21   21
CONECT   21   22   41
CONECT   22   23   42
END

HMDB0248954
     RDKit          3D
Benin
 42 43  0  0  0  0  0  0  0  0999 V2000
    6.4634    2.4038    0.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731    1.1669    1.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.7915    1.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.4670    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6514    0.5094   -0.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471    0.0638    1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -0.2139   -0.0778 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8161   -0.6186   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.7454    1.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -0.9030   -1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3280   -1.3529   -1.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550   -1.6129   -2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.0930   -2.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -1.0472   -1.8054 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6307   -0.7113   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2134   -1.5852    0.7992 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3073   -1.3074    2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -0.1432    2.6197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    0.7676    1.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6966    1.9887    2.0581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    2.4552    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5314    1.5469   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1500    0.4684    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679    3.1541    1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4738    2.9062    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2086    2.2202   -0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0401    1.3988    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.3157    1.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -0.8529    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011    0.8901    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6755   -0.1100   -0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -0.0531   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622   -1.7560   -1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8740   -0.5991   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2769   -2.2846   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -2.3502   -2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8232   -0.6674   -3.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -3.1086   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -2.4497   -3.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7727   -1.9960    2.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    3.4248    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186    1.6224   -1.1033 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 15  1  0
 23 19  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 17 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Ethoxy-2-oxoethyl)-5-(9H-purin-6-ylsulfanyl)pentanimidate	HMDB
N-(2-Ethoxy-2-oxoethyl)-5-(9H-purin-6-ylsulphanyl)pentanimidate	HMDB
N-(2-Ethoxy-2-oxoethyl)-5-(9H-purin-6-ylsulphanyl)pentanimidic acid	HMDB
N-(5-(6-Purinylthio)valeryl)glycine ethyl ester	HMDB
Butocin	HMDB
Butocine	HMDB
Butoglycine	HMDB

Chemical Formula

C₁₄H₁₉N₅O₃S

Average Molecular Weight

337.4

Monoisotopic Molecular Weight

337.120860666

IUPAC Name

ethyl 2-[5-(7H-purin-6-ylsulfanyl)pentanamido]acetate

Traditional Name

ethyl [5-(7H-purin-6-ylsulfanyl)pentanamido]acetate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1NC=N2

InChI Identifier

InChI=1S/C14H19N5O3S/c1-2-22-11(21)7-15-10(20)5-3-4-6-23-14-12-13(17-8-16-12)18-9-19-14/h8-9H,2-7H2,1H3,(H,15,20)(H,16,17,18,19)

InChI Key

GOZRRIWDZQPGMN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
6-thiopurine
Imidazopyrimidine
Purine
Aryl thioether
Alkylarylthioether
Fatty amide
N-acyl-amine
Pyrimidine
Fatty acyl
Azole
Heteroaromatic compound
Imidazole
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Azacycle
Sulfenyl compound
Thioether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.86	ALOGPS
logP	0.63	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	2.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.86 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	88.79 m³·mol⁻¹	ChemAxon
Polarizability	34.79 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]+	173.479	30932474
DeepCCS	[M-H]-	171.121	30932474
DeepCCS	[M-2H]-	204.095	30932474
DeepCCS	[M+Na]+	179.708	30932474
AllCCS	[M+H]+	175.0	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	176.4	32859911
AllCCS	[M+HCOO]-	176.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benin	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1NC=N2	3516.5	Standard polar	33892256
Benin	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1NC=N2	2720.5	Standard non polar	33892256
Benin	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1NC=N2	3338.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benin,1TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C	3057.4	Semi standard non polar	33892256
Benin,1TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C	3070.7	Standard non polar	33892256
Benin,1TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C	4638.9	Standard polar	33892256
Benin,1TMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2	3093.0	Semi standard non polar	33892256
Benin,1TMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2	2825.5	Standard non polar	33892256
Benin,1TMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2	4563.0	Standard polar	33892256
Benin,2TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2)[Si](C)(C)C	3072.4	Semi standard non polar	33892256
Benin,2TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2)[Si](C)(C)C	2881.6	Standard non polar	33892256
Benin,2TMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C)C=N2)[Si](C)(C)C	4139.1	Standard polar	33892256
Benin,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C(C)(C)C	3257.2	Semi standard non polar	33892256
Benin,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C(C)(C)C	3291.4	Standard non polar	33892256
Benin,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1[NH]C=N2)[Si](C)(C)C(C)(C)C	4570.8	Standard polar	33892256
Benin,1TBDMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	3258.2	Semi standard non polar	33892256
Benin,1TBDMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	3021.6	Standard non polar	33892256
Benin,1TBDMS,isomer #2	CCOC(=O)CNC(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2	4495.0	Standard polar	33892256
Benin,2TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2)[Si](C)(C)C(C)(C)C	3457.0	Semi standard non polar	33892256
Benin,2TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2)[Si](C)(C)C(C)(C)C	3253.0	Standard non polar	33892256
Benin,2TBDMS,isomer #1	CCOC(=O)CN(C(=O)CCCCSC1=NC=NC2=C1N([Si](C)(C)C(C)(C)C)C=N2)[Si](C)(C)C(C)(C)C	4113.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3490000000-912cbf72fcb4a67fbde4	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benin 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 - Benin 10V, Positive-QTOF	splash10-000l-0069000000-9f0803d6ae4e823efedc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benin 20V, Positive-QTOF	splash10-01pc-0192000000-3b0beb312df390a9d8bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benin 40V, Positive-QTOF	splash10-0udi-2900000000-4b8b661b72d9dcc4e905	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benin 10V, Negative-QTOF	splash10-000l-0239000000-63e648dab4baac4730e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benin 20V, Negative-QTOF	splash10-0006-4892000000-4db23a26665977d90012	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benin 40V, Negative-QTOF	splash10-00kf-9700000000-952a9c36233d006bf115	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

80884

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benin

METLIN ID

Not Available

PubChem Compound

89617

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 Benin (HMDB0248954)

MOL for HMDB0248954 (Benin)

3D MOL for HMDB0248954 (Benin)

3D SDF for HMDB0248954 (Benin)

3D-SDF for HMDB0248954 (Benin)

PDB for HMDB0248954 (Benin)

3D PDB for HMDB0248954 (Benin)

SMILES for HMDB0248954 (Benin)

INCHI for HMDB0248954 (Benin)

Structure for HMDB0248954 (Benin)

3D Structure for HMDB0248954 (Benin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra