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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:40:03 UTC

HMDB ID

HMDB0001458

Secondary Accession Numbers

HMDB01458

Metabolite Identification

Common Name

Biotin amide

Description

The enzyme biotinidase (EC-Number 3.5.1.12 ) is involved in the recycling of the vitamin biotin, cleaving D-biotinylamides and esters, in a reaction including biotin amide and water. (PMID 1719240 , 171927 ). Late-onset multiple carboxylase deficiency (MCD) with biotinidase deficiency is caused by mutation in the biotinidase gene. MCD is an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. Symptoms result from the patient's inability to reutilize biotin, a necessary nutrient. (OMIM 253260 ).

Structure

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

HMDB0001458
     RDKit          3D
Biotin amide
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.7286    0.9495   -0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281    0.2614    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.3130    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.2415   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878   -0.5257    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -0.4987   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.2616    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3525   -1.2008   -0.4867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7053   -2.1184    0.3457 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -0.8596    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999    0.0519   -0.8741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8618    1.4082   -0.5534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.7684    0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.6850    1.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    0.9253    0.6369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.1622   -0.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3285    0.4481   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759    1.9437    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496    1.2833   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.2616   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.5694    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.0131    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    0.5678   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -0.8949   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -0.8581    1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121   -2.3311    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -1.5797   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872   -1.3771   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2818   -0.3801    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422   -0.1889   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851    1.9467   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    0.9038    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    0.6850   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  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
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 15 32  1  0
 16 33  1  6
M  END


  Mrv0541 02231219092D          

 18 19  0  0  1  0            999 V2000
   -1.0871    0.2386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9165    0.2348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8295   -0.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8371    1.0264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1703    1.0189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961   -1.0302    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -0.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113    1.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188    2.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -0.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1400   -0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8482   -0.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406    0.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5640   -0.9469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2613    0.2424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7384    0.2348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  1  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 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
 14 16  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  1 17  1  6  0  0  0
  2 18  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001458

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3O2S/c11-8(14)4-2-1-3-7-9-6(5-16-7)12-10(15)13-9/h6-7,9H,1-5H2,(H2,11,14)(H2,12,13,15)/t6-,7-,9-/m1/s1

> <INCHI_KEY>
XFLVBMBRLSCJAI-ZXFLCMHBSA-N

> <FORMULA>
C10H17N3O2S

> <MOLECULAR_WEIGHT>
243.326

> <EXACT_MASS>
243.104147493

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.40415348136665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(3aR,4R,6aS)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamide

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
-0.48751896566666636

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.17619222816403

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.600546792148098

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5571222231873275

> <JCHEM_POLAR_SURFACE_AREA>
84.22

> <JCHEM_REFRACTIVITY>
61.87310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(3aR,4R,6aS)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001458
     RDKit          3D
Biotin amide
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.7286    0.9495   -0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281    0.2614    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.3130    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.2415   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878   -0.5257    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -0.4987   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.2616    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3525   -1.2008   -0.4867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7053   -2.1184    0.3457 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -0.8596    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999    0.0519   -0.8741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8618    1.4082   -0.5534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.7684    0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.6850    1.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    0.9253    0.6369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.1622   -0.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3285    0.4481   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759    1.9437    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496    1.2833   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.2616   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.5694    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.0131    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    0.5678   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -0.8949   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -0.8581    1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121   -2.3311    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -1.5797   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872   -1.3771   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2818   -0.3801    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422   -0.1889   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851    1.9467   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    0.9038    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    0.6850   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  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
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 15 32  1  0
 16 33  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.029   0.445   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.577   0.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.548  -1.025   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.563   1.916   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      -4.051   1.902   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.037  -1.039   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -2.793  -1.923   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -0.007  -1.032   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.821   2.807   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.329  -1.796   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.835   4.348   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.659  -1.018   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.995  -1.782   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.317  -1.004   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.302   0.530   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       6.653  -1.768   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0      -0.488   0.452   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0      -5.112   0.438   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   17                                             
CONECT    2    1    5    6   18                                             
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2    9                                                       
CONECT    6    2    7                                                       
CONECT    7    3    6                                                       
CONECT    8    3   10                                                       
CONECT    9    4   11    5                                                  
CONECT   10    8   12                                                       
CONECT   11    9                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0001458
HETATM    1  N1  UNL     1       5.729   0.949  -0.207  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.628   0.261   0.367  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.785  -0.313   1.459  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.331   0.242  -0.337  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.288  -0.526   0.408  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.006  -0.499  -0.369  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.092  -1.262   0.337  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.353  -1.201  -0.487  1.00  0.00           C  
HETATM    9  S1  UNL     1      -2.705  -2.118   0.346  1.00  0.00           S  
HETATM   10  C7  UNL     1      -4.028  -0.860   0.146  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.400   0.052  -0.874  1.00  0.00           C  
HETATM   12  N2  UNL     1      -3.862   1.408  -0.553  1.00  0.00           N  
HETATM   13  C9  UNL     1      -3.062   1.768   0.592  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.356   2.685   1.406  1.00  0.00           O  
HETATM   15  N3  UNL     1      -1.913   0.925   0.637  1.00  0.00           N  
HETATM   16  C10 UNL     1      -1.937   0.162  -0.570  1.00  0.00           C  
HETATM   17  H1  UNL     1       6.328   0.448  -0.871  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.876   1.944   0.079  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.950   1.283  -0.484  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.478  -0.262  -1.332  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.610  -1.569   0.610  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.081  -0.013   1.387  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.666   0.568  -0.424  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.199  -0.895  -1.390  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.201  -0.858   1.340  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.212  -2.331   0.449  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.174  -1.580  -1.502  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.887  -1.377  -0.306  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.282  -0.380   1.089  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.642  -0.189  -1.908  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.585   1.947  -1.047  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.220   0.904   1.416  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.467   0.685  -1.430  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    3    4
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   16   27
CONECT    9   10
CONECT   10   11   28   29
CONECT   11   12   16   30
CONECT   12   13   31
CONECT   13   14   14   15
CONECT   15   16   32
CONECT   16   33
END

HMDB0001458
     RDKit          3D
Biotin amide
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.7286    0.9495   -0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281    0.2614    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850   -0.3130    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.2415   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878   -0.5257    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -0.4987   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.2616    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3525   -1.2008   -0.4867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7053   -2.1184    0.3457 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -0.8596    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999    0.0519   -0.8741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8618    1.4082   -0.5534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    1.7684    0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.6850    1.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    0.9253    0.6369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.1622   -0.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3285    0.4481   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759    1.9437    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496    1.2833   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.2616   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.5694    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.0131    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    0.5678   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -0.8949   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015   -0.8581    1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121   -2.3311    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -1.5797   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8872   -1.3771   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2818   -0.3801    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422   -0.1889   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5851    1.9467   -1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2201    0.9038    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    0.6850   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  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
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 15 32  1  0
 16 33  1  6
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-[(3AS,6R,6ar)-2-hydroxy-1H,3ah,4H,6H,6ah-thieno[3,4-D]imidazol-6-yl]pentanimidate	Generator, HMDB

Chemical Formula

C₁₀H₁₇N₃O₂S

Average Molecular Weight

243.326

Monoisotopic Molecular Weight

243.104147493

IUPAC Name

5-[(3aR,4R,6aS)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamide

Traditional Name

5-[(3aR,4R,6aS)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamide

CAS Registry Number

6929-42-6

SMILES

[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2

InChI Identifier

InChI=1S/C10H17N3O2S/c11-8(14)4-2-1-3-7-9-6(5-16-7)12-10(15)13-9/h6-7,9H,1-5H2,(H2,11,14)(H2,12,13,15)/t6-,7-,9-/m1/s1

InChI Key

XFLVBMBRLSCJAI-ZXFLCMHBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Biotin and derivatives

Sub Class

Not Available

Direct Parent

Biotin and derivatives

Alternative Parents

Substituents

Biotin_derivative
Thienoimidazolidine
Fatty amide
Imidazolidinone
Fatty acyl
Thiophene
Thiolane
Imidazolidine
Carboxamide group
Urea
Primary carboxylic acid amide
Carbonic acid derivative
Azacycle
Dialkylthioether
Thioether
Carboxylic acid derivative
Organopnictogen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.81 g/L	ALOGPS
logP	-0.2	ALOGPS
logP	-0.49	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	84.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.87 m³·mol⁻¹	ChemAxon
Polarizability	25.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	157.389	31661259
DarkChem	[M-H]-	154.184	31661259
AllCCS	[M+H]+	154.489	32859911
AllCCS	[M-H]-	159.096	32859911
DeepCCS	[M-2H]-	188.666	30932474
DeepCCS	[M+Na]+	163.673	30932474
AllCCS	[M+H]+	154.5	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	159.4	32859911
AllCCS	[M+HCOO]-	159.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.04 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4608 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.96 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	217.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	858.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	220.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	79.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	261.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	289.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	849.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	627.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	196.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	888.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	619.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	360.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	257.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Biotin amide	[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2	3723.7	Standard polar	33892256
Biotin amide	[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2	2330.0	Standard non polar	33892256
Biotin amide	[H][C@@]12CS[C@H](CCCCC(N)=O)[C@]1([H])NC(=O)N2	2746.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Biotin amide,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	2678.1	Semi standard non polar	33892256
Biotin amide,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	2414.0	Standard non polar	33892256
Biotin amide,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	5330.2	Standard polar	33892256
Biotin amide,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	2679.6	Semi standard non polar	33892256
Biotin amide,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	2321.8	Standard non polar	33892256
Biotin amide,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	4529.4	Standard polar	33892256
Biotin amide,1TMS,isomer #3	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2676.1	Semi standard non polar	33892256
Biotin amide,1TMS,isomer #3	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2351.0	Standard non polar	33892256
Biotin amide,1TMS,isomer #3	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	4498.1	Standard polar	33892256
Biotin amide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C	2813.3	Semi standard non polar	33892256
Biotin amide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C	2554.2	Standard non polar	33892256
Biotin amide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C	5062.5	Standard polar	33892256
Biotin amide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C	2736.9	Semi standard non polar	33892256
Biotin amide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C	2439.3	Standard non polar	33892256
Biotin amide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C	4423.5	Standard polar	33892256
Biotin amide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C)[C@H]21	2719.8	Semi standard non polar	33892256
Biotin amide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C)[C@H]21	2428.0	Standard non polar	33892256
Biotin amide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C)[C@H]21	4474.8	Standard polar	33892256
Biotin amide,2TMS,isomer #4	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2597.0	Semi standard non polar	33892256
Biotin amide,2TMS,isomer #4	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2380.6	Standard non polar	33892256
Biotin amide,2TMS,isomer #4	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	3728.7	Standard polar	33892256
Biotin amide,3TMS,isomer #1	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2805.6	Semi standard non polar	33892256
Biotin amide,3TMS,isomer #1	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2564.1	Standard non polar	33892256
Biotin amide,3TMS,isomer #1	C[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	4194.8	Standard polar	33892256
Biotin amide,3TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]21	2779.2	Semi standard non polar	33892256
Biotin amide,3TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]21	2559.3	Standard non polar	33892256
Biotin amide,3TMS,isomer #2	C[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H]21	4255.1	Standard polar	33892256
Biotin amide,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2586.9	Semi standard non polar	33892256
Biotin amide,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2513.6	Standard non polar	33892256
Biotin amide,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	3230.5	Standard polar	33892256
Biotin amide,4TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2636.3	Semi standard non polar	33892256
Biotin amide,4TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2629.9	Standard non polar	33892256
Biotin amide,4TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	3011.7	Standard polar	33892256
Biotin amide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	2904.1	Semi standard non polar	33892256
Biotin amide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	2667.1	Standard non polar	33892256
Biotin amide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	5098.3	Standard polar	33892256
Biotin amide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	2912.1	Semi standard non polar	33892256
Biotin amide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	2587.7	Standard non polar	33892256
Biotin amide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(N)=O)[C@@H]21	4459.5	Standard polar	33892256
Biotin amide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2904.3	Semi standard non polar	33892256
Biotin amide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2612.8	Standard non polar	33892256
Biotin amide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	4445.1	Standard polar	33892256
Biotin amide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C(C)(C)C	3198.7	Semi standard non polar	33892256
Biotin amide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C(C)(C)C	3008.3	Standard non polar	33892256
Biotin amide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)[Si](C)(C)C(C)(C)C	4796.0	Standard polar	33892256
Biotin amide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C(C)(C)C	3201.5	Semi standard non polar	33892256
Biotin amide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C(C)(C)C	2908.8	Standard non polar	33892256
Biotin amide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2[Si](C)(C)C(C)(C)C	4165.1	Standard polar	33892256
Biotin amide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C(C)(C)C)[C@H]21	3188.5	Semi standard non polar	33892256
Biotin amide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C(C)(C)C)[C@H]21	2896.8	Standard non polar	33892256
Biotin amide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N([Si](C)(C)C(C)(C)C)[C@H]21	4186.3	Standard polar	33892256
Biotin amide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	3028.0	Semi standard non polar	33892256
Biotin amide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	2902.8	Standard non polar	33892256
Biotin amide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(N)=O	3622.1	Standard polar	33892256
Biotin amide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3438.3	Semi standard non polar	33892256
Biotin amide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3210.9	Standard non polar	33892256
Biotin amide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3974.6	Standard polar	33892256
Biotin amide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]21	3423.4	Semi standard non polar	33892256
Biotin amide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]21	3202.3	Standard non polar	33892256
Biotin amide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N[C@@H]2CS[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]21	3983.6	Standard polar	33892256
Biotin amide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3231.8	Semi standard non polar	33892256
Biotin amide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3174.8	Standard non polar	33892256
Biotin amide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3252.1	Standard polar	33892256
Biotin amide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3474.1	Semi standard non polar	33892256
Biotin amide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3445.4	Standard non polar	33892256
Biotin amide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)[C@@H]2[C@H]1CS[C@@H]2CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3193.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Biotin amide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9520000000-51917f0c6418688ca18f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biotin amide 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 - Biotin amide 10V, Positive-QTOF	splash10-004l-0090000000-ee632e902d02574234fa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 20V, Positive-QTOF	splash10-004i-1490000000-e498ef37a7c5e9770642	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 40V, Positive-QTOF	splash10-053v-9600000000-f999e8de54094b58e165	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 10V, Negative-QTOF	splash10-0006-0190000000-43c6964de1c7149ffeb3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 20V, Negative-QTOF	splash10-0007-6950000000-055ec27fc755f5f53db3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 40V, Negative-QTOF	splash10-0006-9000000000-37240324d52248632db0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 10V, Positive-QTOF	splash10-004l-0090000000-4be63d0dd445aeb87350	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 20V, Positive-QTOF	splash10-004i-0190000000-5972c30db84501e53f2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 40V, Positive-QTOF	splash10-052b-9710000000-b93562f16b5a93447a6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 10V, Negative-QTOF	splash10-0006-0090000000-3c9d51b95e146c9f98a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 20V, Negative-QTOF	splash10-0006-2790000000-d7b050a5a96ddf960159	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biotin amide 40V, Negative-QTOF	splash10-0006-9300000000-40d0fc7b0203b8ff8417	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022636

KNApSAcK ID

Not Available

Chemspider ID

388677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439597

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

Tsuboi, Toshinori; Akagi, Chihiro; Yoshimura, Yoshio; Shoji, Osamu. Microbial preparation of biotinamide. Jpn. Tokkyo Koho (1971), 4 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Yoshimoto K, Rosenfeld S, Frickhofen N, Kennedy D, Hills R, Kajigaya S, Young NS: A second neutralizing epitope of B19 parvovirus implicates the spike region in the immune response. J Virol. 1991 Dec;65(12):7056-60. [PubMed:1719240 ]
Marsh JM: The role of cyclic AMP in gonadal function. Adv Cyclic Nucleotide Res. 1975;6:137-99. [PubMed:171927 ]

Enzymes

Enzyme Details

1. Biotinidase

General function:: Involved in hydrolase activity, acting on carbon-nitrogen (but not peptide) bonds, in linear amides
Specific function:: Catalytic release of biotin from biocytin, the product of biotin-dependent carboxylases degradation.
Gene Name:: BTD
Uniprot ID:: P43251
Molecular weight:: 61132.43

Reactions

Biotin amide + Water → Biotin + Ammonia	details

Showing metabocard for Biotin amide (HMDB0001458)

MOL for HMDB0001458 (Biotin amide)

3D MOL for HMDB0001458 (Biotin amide)

3D SDF for HMDB0001458 (Biotin amide)

3D-SDF for HMDB0001458 (Biotin amide)

PDB for HMDB0001458 (Biotin amide)

3D PDB for HMDB0001458 (Biotin amide)

SMILES for HMDB0001458 (Biotin amide)

INCHI for HMDB0001458 (Biotin amide)

Structure for HMDB0001458 (Biotin amide)

3D Structure for HMDB0001458 (Biotin amide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions