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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:43:27 UTC

Update Date

2021-09-26 22:59:56 UTC

HMDB ID

HMDB0249220

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bioepiderm

Description

Biotin 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. Biotin is an extremely strong basic compound (based on its pKa). In humans, biotin is involved in the metabolic disorder called the biotinidase deficiency pathway. Outside of the human body, Biotin is found, on average, in the highest concentration within a few different foods, such as leavening agents, true oysters, and oyster mushrooms and in a lower concentration in pepper (c. annuum), cauliflowers, and biscuits. Biotin has also been detected, but not quantified in, several different foods, such as sorghums, cowpea, canola, purple mangosteens, and european cranberries. This could make biotin a potential biomarker for the consumption of these foods. The frequency of marginal biotin status is not known, but the incidence of low circulating biotin levels in alcoholics has been found to be much greater than in the general population. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bioepiderm is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bioepiderm 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

HMDB0249220
     RDKit          3D
Bioepiderm
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.6560    0.5977   -0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152    0.4304   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    0.9205    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.3109   -1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -0.3683   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.1236   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -1.3659   -0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8387   -0.1617   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    0.9139    1.2183 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    1.5304    1.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6577    0.6575    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    1.2554    0.4691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855    0.4400   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6136    0.7254   -1.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1045   -0.7861   -0.2728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014   -0.5363    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    1.6830    1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    0.1114   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467   -1.3772   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8511    0.7017   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4480   -0.7990    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900   -0.5136   -1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7002   -2.0678   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.9949    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0013   -1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.5007   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286    1.5085    3.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259    2.5752    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718    0.2965    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646    1.6285   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065   -1.6722   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -1.3978    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

  Mrv1652305221920272D          

 16 17  0  0  0  0            999 V2000
    4.7579   -3.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434   -4.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4724   -4.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289   -3.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0800   -2.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4925   -3.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1868   -3.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6145   -4.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405   -4.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1600   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2462   -3.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530   -4.8132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -3.7632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6145   -5.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7731   -5.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.9427    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  5  1  0  0  0  0
 16  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249220

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCC1SCC2N=C(O)NC12

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)

> <INCHI_KEY>
YBJHBAHKTGYVGT-UHFFFAOYSA-N

> <FORMULA>
C10H16N2O3S

> <MOLECULAR_WEIGHT>
244.311

> <EXACT_MASS>
244.088163078

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.349124816648512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{2-hydroxy-1H,3aH,4H,6H,6aH-thieno[3,4-d]imidazol-6-yl}pentanoic acid

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
-0.3949622777343877

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.143063323689655

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.4349619501272306

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000000260885

> <JCHEM_POLAR_SURFACE_AREA>
81.92

> <JCHEM_REFRACTIVITY>
60.5726

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{2-hydroxy-3H,3aH,4H,6H,6aH-thieno[3,4-d]imidazol-4-yl}pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249220
     RDKit          3D
Bioepiderm
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.6560    0.5977   -0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152    0.4304   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    0.9205    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.3109   -1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -0.3683   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.1236   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -1.3659   -0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8387   -0.1617   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    0.9139    1.2183 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    1.5304    1.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6577    0.6575    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    1.2554    0.4691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855    0.4400   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6136    0.7254   -1.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1045   -0.7861   -0.2728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014   -0.5363    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    1.6830    1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    0.1114   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467   -1.3772   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8511    0.7017   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4480   -0.7990    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900   -0.5136   -1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7002   -2.0678   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.9949    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0013   -1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.5007   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286    1.5085    3.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259    2.5752    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718    0.2965    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646    1.6285   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065   -1.6722   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -1.3978    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       8.881  -7.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.548  -7.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.215  -7.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.214  -7.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.216  -5.173   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.986  -6.507   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.549  -7.025   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.880  -7.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.956  -7.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.232  -8.664   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      15.393  -7.133   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      13.726  -8.985   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       3.547  -7.025   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.880  -9.335   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      16.376  -9.695   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      11.710  -5.493   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6   16                                                       
CONECT    6    5    9   11                                                  
CONECT    7    3    9   16                                                  
CONECT    8    4   13   14                                                  
CONECT    9    6    7   12                                                  
CONECT   10   11   12   15                                                  
CONECT   11    6   10                                                       
CONECT   12    9   10                                                       
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16    5    7                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0249220
HETATM    1  O1  UNL     1       5.656   0.598  -0.809  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.515   0.430  -0.297  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.219   0.921   0.942  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.513  -0.311  -1.081  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.221  -0.368  -0.227  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.212  -1.124  -1.035  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.093  -1.366  -0.392  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.839  -0.162  -0.004  1.00  0.00           C  
HETATM    9  S1  UNL     1      -0.059   0.914   1.218  1.00  0.00           S  
HETATM   10  C7  UNL     1      -1.609   1.530   1.987  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.658   0.658   1.422  1.00  0.00           C  
HETATM   12  N1  UNL     1      -3.528   1.255   0.469  1.00  0.00           N  
HETATM   13  C9  UNL     1      -3.785   0.440  -0.496  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.614   0.725  -1.598  1.00  0.00           O  
HETATM   15  N2  UNL     1      -3.104  -0.786  -0.273  1.00  0.00           N  
HETATM   16  C10 UNL     1      -2.101  -0.536   0.746  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.761   1.683   1.334  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.302   0.111  -2.064  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.847  -1.377  -1.209  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.851   0.702  -0.144  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.448  -0.799   0.759  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.090  -0.514  -1.989  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.700  -2.068  -1.404  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.075  -1.995   0.528  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.723  -2.001  -1.098  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.109   0.501  -0.869  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.529   1.509   3.092  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.726   2.575   1.633  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.272   0.297   2.300  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.465   1.628  -2.059  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.307  -1.672  -0.758  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.893  -1.398   1.376  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   16   26
CONECT    9   10
CONECT   10   11   27   28
CONECT   11   12   16   29
CONECT   12   13   13
CONECT   13   14   15
CONECT   14   30
CONECT   15   16   31
CONECT   16   32
END

HMDB0249220
     RDKit          3D
Bioepiderm
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.6560    0.5977   -0.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152    0.4304   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193    0.9205    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -0.3109   -1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -0.3683   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.1236   -1.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -1.3659   -0.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8387   -0.1617   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0587    0.9139    1.2183 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    1.5304    1.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6577    0.6575    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    1.2554    0.4691 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855    0.4400   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6136    0.7254   -1.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1045   -0.7861   -0.2728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014   -0.5363    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    1.6830    1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024    0.1114   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467   -1.3772   -1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8511    0.7017   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4480   -0.7990    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900   -0.5136   -1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7002   -2.0678   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746   -1.9949    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0013   -1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.5007   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286    1.5085    3.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259    2.5752    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718    0.2965    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646    1.6285   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065   -1.6722   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -1.3978    1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16  8  1  0
 16 11  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆N₂O₃S

Average Molecular Weight

244.311

Monoisotopic Molecular Weight

244.088163078

IUPAC Name

5-{2-hydroxy-1H,3aH,4H,6H,6aH-thieno[3,4-d]imidazol-6-yl}pentanoic acid

Traditional Name

5-{2-hydroxy-3H,3aH,4H,6H,6aH-thieno[3,4-d]imidazol-4-yl}pentanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCC1SCC2N=C(O)NC12

InChI Identifier

InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)

InChI Key

YBJHBAHKTGYVGT-UHFFFAOYSA-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
Imidazolyl carboxylic acid derivative
Medium-chain fatty acid
Heterocyclic fatty acid
Thia fatty acid
Fatty acid
Fatty acyl
Thiolane
2-imidazoline
Isourea
Azacycle
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid derivative
Thioether
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.3	ALOGPS
logP	-0.39	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-3.4	ChemAxon
pKa (Strongest Basic)	15	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	81.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	60.57 m³·mol⁻¹	ChemAxon
Polarizability	25.35 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-2H]-	183.017	30932474
DeepCCS	[M+Na]+	158.58	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	151.2	32859911
AllCCS	[M+NH4]+	158.0	32859911
AllCCS	[M+Na]+	159.0	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	159.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bioepiderm	OC(=O)CCCCC1SCC2N=C(O)NC12	3957.1	Standard polar	33892256
Bioepiderm	OC(=O)CCCCC1SCC2N=C(O)NC12	2211.6	Standard non polar	33892256
Bioepiderm	OC(=O)CCCCC1SCC2N=C(O)NC12	2472.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bioepiderm,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C)N([Si](C)(C)C)C21	2528.0	Semi standard non polar	33892256
Bioepiderm,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C)N([Si](C)(C)C)C21	2340.7	Standard non polar	33892256
Bioepiderm,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C)N([Si](C)(C)C)C21	3495.8	Standard polar	33892256
Bioepiderm,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C21	3113.4	Semi standard non polar	33892256
Bioepiderm,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C21	2989.4	Standard non polar	33892256
Bioepiderm,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1SCC2N=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C21	3502.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-5910000000-daef12c16071528d2506	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bioepiderm GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01pt-9500000000-a1e1ec56cf32236ac6b1	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 10V, Positive-QTOF	splash10-004j-0190000000-400804991d4b8776fe84	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 20V, Positive-QTOF	splash10-002b-2980000000-68076f6a2c987bd92f0f	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 40V, Positive-QTOF	splash10-052f-9600000000-40dbd261db19fa5865db	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 10V, Negative-QTOF	splash10-0006-0290000000-8d6e8764cae3cb06c427	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 20V, Negative-QTOF	splash10-0006-9570000000-361e42779e39f7c3fcc9	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 40V, Negative-QTOF	splash10-0006-9000000000-066b93fae869213887c3	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 10V, Positive-QTOF	splash10-004j-0090000000-92f25aa2616970269dab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 20V, Positive-QTOF	splash10-004i-0290000000-deb68d000a5c18d27634	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 40V, Positive-QTOF	splash10-001l-3900000000-4e5a64a09b46419c741f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 10V, Negative-QTOF	splash10-0006-0090000000-a354a8446aef01b1f15c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 20V, Negative-QTOF	splash10-0006-2390000000-ab10ec0bf9e210d70157	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bioepiderm 40V, Negative-QTOF	splash10-0006-9500000000-0b9b8b1ad995bd1e5435	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

FDB014510

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Biotin

METLIN ID

Not Available

PubChem Compound

253

PDB ID

Not Available

ChEBI ID

95156

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 Bioepiderm (HMDB0249220)

MOL for HMDB0249220 (Bioepiderm)

3D MOL for HMDB0249220 (Bioepiderm)

3D SDF for HMDB0249220 (Bioepiderm)

3D-SDF for HMDB0249220 (Bioepiderm)

PDB for HMDB0249220 (Bioepiderm)

3D PDB for HMDB0249220 (Bioepiderm)

SMILES for HMDB0249220 (Bioepiderm)

INCHI for HMDB0249220 (Bioepiderm)

Structure for HMDB0249220 (Bioepiderm)

3D Structure for HMDB0249220 (Bioepiderm)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra