MiMeDB: Showing metabocard for Biocytin (MMDBc0000598)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:50:47 UTC

Update Date

2022-08-31 06:10:13 UTC

Metabolite ID

MMDBc0000598

Metabolite Identification

Common Name

Biocytin

Description

Biocytin is a naturally occurring low molecular weight analog of biotin, and a primary source of this essential metabolite for mammals. Biotinidase acts as a hydrolase by cleaving biocytin and biotinyl-peptides, thereby liberating biotin for reutilization. Mammals cannot synthesize biotin and, therefore, derive the vitamin from dietary sources or from the endogenous turnover of the carboxylases. Free biotin can readily enter the biotin pool, whereas holocarboxylases or other biotin-containing proteins must first be degraded proteolytically to biocytin (biotinyl-e-lysine) or biotinyl-peptides. Biocytin is also an especially versatile marker for neuroanatomical investigations, shown that may have multiple applications, especially for labeling neurons. (PMID:8930409 , 1384763 , 2479450 ).

Structure

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


  Mrv1652305271900042D          

 27 28  0  0  1  0            999 V2000
   20.4033  -16.6311    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.5597   -9.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8544  -10.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7543  -12.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0465  -16.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1126  -13.1041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9451   -9.7972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564  -15.9636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564  -17.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4961  -10.4112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.3688  -12.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2398  -11.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1761  -12.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4325  -11.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9853  -15.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2417  -14.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1780  -15.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0490  -14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9218  -15.9672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1411  -16.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1411  -17.0436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9218  -17.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3034  -10.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3053  -13.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8715  -16.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1420  -15.5586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1420  -17.7036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 23  2  0  0  0  0
  4 24  2  0  0  0  0
  5 25  2  0  0  0  0
  6 11  1  0  0  0  0
  6 24  1  0  0  0  0
 10  7  1  6  0  0  0
  8 20  1  0  0  0  0
  8 25  1  0  0  0  0
  9 21  1  0  0  0  0
  9 25  1  0  0  0  0
 10 12  1  0  0  0  0
 10 23  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 17  1  6  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  1  0  0  0
 21 22  1  0  0  0  0
 21 27  1  1  0  0  0
M  END

HMDB0003134
     RDKit          3D
Biocytin
 53 54  0  0  0  0  0  0  0  0999 V2000
    6.8154    2.4123    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651    1.4195    0.8819 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2941    1.8636   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.9503   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.4861   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    0.7967   -3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516    0.5973   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.1888   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -0.8522   -0.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -0.2617   -1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -1.1606    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2583    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455    0.0490    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0329    0.0707    1.3161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3334   -0.9297    2.8327 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215   -1.2470    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3675   -0.4408    1.2758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2323   -1.2502    0.4301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -2.2970   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7935   -3.2832   -0.7188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284   -1.9774    0.3223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0740   -0.5346    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4125    0.0827    0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6742   -0.0320    0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156   -1.0383    0.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3805    3.3371    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5736    2.2721    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541    1.4297    1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    2.9070   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    1.8249   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    1.1740   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4342   -0.0948   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    2.5904   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    1.4957   -2.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -0.2248   -3.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885    1.3450   -4.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6238    1.1077   -3.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7859    0.7659   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.6351   -2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -2.2024   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -0.9084    0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -2.0394    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5568   -1.6371   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4741    0.8377    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    0.4284    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    1.1245    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7344   -0.8899    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2169   -2.3219    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7024    0.5766    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2410   -1.1012    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3335   -2.7034    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2730   -0.0717   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.3630    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 22 14  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 21 51  1  0
 22 52  1  6
 25 53  1  0
M  END


  Mrv1652305271900042D          

 27 28  0  0  1  0            999 V2000
   20.4033  -16.6311    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.5597   -9.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8544  -10.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7543  -12.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0465  -16.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1126  -13.1041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9451   -9.7972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564  -15.9636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564  -17.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4961  -10.4112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.3688  -12.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2398  -11.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1761  -12.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4325  -11.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9853  -15.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2417  -14.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1780  -15.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0490  -14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9218  -15.9672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1411  -16.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1411  -17.0436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9218  -17.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3034  -10.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3053  -13.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8715  -16.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1420  -15.5586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1420  -17.7036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 23  2  0  0  0  0
  4 24  2  0  0  0  0
  5 25  2  0  0  0  0
  6 11  1  0  0  0  0
  6 24  1  0  0  0  0
 10  7  1  6  0  0  0
  8 20  1  0  0  0  0
  8 25  1  0  0  0  0
  9 21  1  0  0  0  0
  9 25  1  0  0  0  0
 10 12  1  0  0  0  0
 10 23  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 17  1  6  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  1  0  0  0
 21 22  1  0  0  0  0
 21 27  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000598

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1

> <INCHI_KEY>
BAQMYDQNMFBZNA-MNXVOIDGSA-N

> <FORMULA>
C16H28N4O4S

> <MOLECULAR_WEIGHT>
372.483

> <EXACT_MASS>
372.183126094

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.192808701720296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-2.611380743765175

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.492614246310058

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2426913467136878

> <JCHEM_PKA_STRONGEST_BASIC>
9.526483526234571

> <JCHEM_POLAR_SURFACE_AREA>
133.54999999999998

> <JCHEM_REFRACTIVITY>
94.6605

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003134
     RDKit          3D
Biocytin
 53 54  0  0  0  0  0  0  0  0999 V2000
    6.8154    2.4123    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651    1.4195    0.8819 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2941    1.8636   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.9503   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.4861   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    0.7967   -3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516    0.5973   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.1888   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -0.8522   -0.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -0.2617   -1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -1.1606    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2583    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455    0.0490    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0329    0.0707    1.3161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3334   -0.9297    2.8327 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215   -1.2470    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3675   -0.4408    1.2758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2323   -1.2502    0.4301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -2.2970   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7935   -3.2832   -0.7188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284   -1.9774    0.3223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0740   -0.5346    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4125    0.0827    0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6742   -0.0320    0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156   -1.0383    0.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3805    3.3371    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5736    2.2721    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541    1.4297    1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    2.9070   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    1.8249   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    1.1740   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4342   -0.0948   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    2.5904   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    1.4957   -2.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -0.2248   -3.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885    1.3450   -4.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6238    1.1077   -3.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7859    0.7659   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.6351   -2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -2.2024   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -0.9084    0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -2.0394    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5568   -1.6371   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4741    0.8377    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    0.4284    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    1.1245    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7344   -0.8899    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2169   -2.3219    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7024    0.5766    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2410   -1.1012    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3335   -2.7034    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2730   -0.0717   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.3630    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 22 14  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 21 51  1  0
 22 52  1  6
 25 53  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      38.086 -31.045   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      49.578 -17.653   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      50.128 -20.263   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      40.608 -23.632   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      31.820 -31.045   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      43.144 -24.461   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      46.564 -18.288   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      34.265 -29.799   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      34.265 -32.291   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      47.593 -19.434   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.622 -22.997   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.114 -20.898   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      45.129 -22.680   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.607 -21.216   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.173 -28.024   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.651 -26.560   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.666 -28.342   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.158 -26.242   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.187 -29.805   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.730 -30.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.730 -31.815   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      37.187 -32.284   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      49.100 -19.117   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      41.637 -24.779   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.360 -31.045   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      35.732 -29.043   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      35.732 -33.047   0.000  0.00  0.00           H+0
CONECT    1   19   22                                                       
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   11   24                                                       
CONECT    7   10                                                            
CONECT    8   20   25                                                       
CONECT    9   21   25                                                       
CONECT   10    7   12   23                                                  
CONECT   11    6   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   14                                                       
CONECT   14   12   13                                                       
CONECT   15   16   17                                                       
CONECT   16   15   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   24                                                       
CONECT   19    1   17   20                                                  
CONECT   20    8   19   21   26                                             
CONECT   21    9   20   22   27                                             
CONECT   22    1   21                                                       
CONECT   23    2    3   10                                                  
CONECT   24    4    6   18                                                  
CONECT   25    5    8    9                                                  
CONECT   26   20                                                            
CONECT   27   21                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0003134
HETATM    1  N1  UNL     1       6.815   2.412   1.244  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.765   1.419   0.882  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.294   1.864  -0.476  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.178   0.950  -1.018  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.776   1.486  -2.343  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.756   0.797  -3.138  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.452   0.597  -2.634  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.031  -0.189  -1.546  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.841  -0.852  -0.878  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.421  -0.262  -1.140  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.601  -1.161   0.039  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.055  -1.258   0.450  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.645   0.049   0.844  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.033   0.071   1.316  1.00  0.00           C  
HETATM   15  S1  UNL     1      -4.333  -0.930   2.833  1.00  0.00           S  
HETATM   16  C12 UNL     1      -6.122  -1.247   2.531  1.00  0.00           C  
HETATM   17  C13 UNL     1      -6.367  -0.441   1.276  1.00  0.00           C  
HETATM   18  N3  UNL     1      -7.232  -1.250   0.430  1.00  0.00           N  
HETATM   19  C14 UNL     1      -6.391  -2.297  -0.070  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.794  -3.283  -0.719  1.00  0.00           O  
HETATM   21  N4  UNL     1      -5.028  -1.977   0.322  1.00  0.00           N  
HETATM   22  C15 UNL     1      -5.074  -0.535   0.441  1.00  0.00           C  
HETATM   23  C16 UNL     1       6.412   0.083   0.778  1.00  0.00           C  
HETATM   24  O3  UNL     1       7.674  -0.032   0.806  1.00  0.00           O  
HETATM   25  O4  UNL     1       5.616  -1.038   0.653  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.381   3.337   1.020  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.574   2.272   0.517  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.954   1.430   1.627  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.946   2.907  -0.469  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.164   1.825  -1.166  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.331   1.174  -0.300  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.434  -0.095  -0.995  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.546   2.590  -2.239  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.726   1.496  -2.973  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.158  -0.225  -3.412  1.00  0.00           H  
HETATM   36  H11 UNL     1       2.689   1.345  -4.128  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.624   1.108  -3.129  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.786   0.766  -0.957  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.975  -0.635  -2.025  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.313  -2.202  -0.276  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.057  -0.908   0.886  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.160  -2.039   1.216  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.557  -1.637  -0.509  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.474   0.838   0.057  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.000   0.428   1.701  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.374   1.124   1.523  1.00  0.00           H  
HETATM   47  H22 UNL     1      -6.734  -0.890   3.358  1.00  0.00           H  
HETATM   48  H23 UNL     1      -6.217  -2.322   2.311  1.00  0.00           H  
HETATM   49  H24 UNL     1      -6.702   0.577   1.432  1.00  0.00           H  
HETATM   50  H25 UNL     1      -8.241  -1.101   0.232  1.00  0.00           H  
HETATM   51  H26 UNL     1      -4.334  -2.703   0.451  1.00  0.00           H  
HETATM   52  H27 UNL     1      -5.273  -0.072  -0.508  1.00  0.00           H  
HETATM   53  H28 UNL     1       5.043  -1.363   1.426  1.00  0.00           H  
CONECT    1    2   26   27
CONECT    2    3   23   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37
CONECT    8    9    9   10
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   22   46
CONECT   15   16
CONECT   16   17   47   48
CONECT   17   18   22   49
CONECT   18   19   50
CONECT   19   20   20   21
CONECT   21   22   51
CONECT   22   52
CONECT   23   24   24   25
CONECT   25   53
END

HMDB0003134
     RDKit          3D
Biocytin
 53 54  0  0  0  0  0  0  0  0999 V2000
    6.8154    2.4123    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651    1.4195    0.8819 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2941    1.8636   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.9503   -1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.4861   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    0.7967   -3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516    0.5973   -2.6338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.1888   -1.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -0.8522   -0.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -0.2617   -1.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -1.1606    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2583    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455    0.0490    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0329    0.0707    1.3161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3334   -0.9297    2.8327 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1215   -1.2470    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3675   -0.4408    1.2758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2323   -1.2502    0.4301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -2.2970   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7935   -3.2832   -0.7188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0284   -1.9774    0.3223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0740   -0.5346    0.4412 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4125    0.0827    0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6742   -0.0320    0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156   -1.0383    0.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3805    3.3371    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5736    2.2721    0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541    1.4297    1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    2.9070   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    1.8249   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    1.1740   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4342   -0.0948   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    2.5904   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    1.4957   -2.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -0.2248   -3.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885    1.3450   -4.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6238    1.1077   -3.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7859    0.7659   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.6351   -2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -2.2024   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -0.9084    0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -2.0394    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5568   -1.6371   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4741    0.8377    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9999    0.4284    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    1.1245    1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7344   -0.8899    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2169   -2.3219    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7024    0.5766    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2410   -1.1012    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3335   -2.7034    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2730   -0.0717   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.3630    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  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  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 22 14  1  0
 22 17  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  1
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 21 51  1  0
 22 52  1  6
 25 53  1  0
M  END

Synonyms

Value	Source
(3AS-(3aalpha,4beta,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	ChEBI
Biotinyl-L-lysine	ChEBI
epsilon-N-Biotinyl-L-lysine	ChEBI
epsilon-N-Biotinyllysine	ChEBI
N(epsilon)-Biotinyl-L-lysine	ChEBI
N-Biotinyl-L-lysine	ChEBI
N6-D-Biotinyl-L-lysine	ChEBI
N(6)-D-Biotinyl-L-lysine	ChEBI
(3AS-(3aalpha,4b,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	Generator
(3AS-(3aalpha,4β,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	Generator
H-Lys(biotinyl)-OH	HMDB
N-epsilon-Biotin-L-lysine	HMDB
N6-delta-Biotinyl-L-lysine	HMDB
Ne-biotynyl-L-lysine	HMDB

Molecular Formula

C₁₆H₂₈N₄O₄S

Average Mass

372.483

Monoisotopic Mass

372.183126094

IUPAC Name

(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid

Traditional Name

(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1

InChI Key

BAQMYDQNMFBZNA-MNXVOIDGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Imidazolyl carboxylic acid derivative
Medium-chain fatty acid
Heterocyclic fatty acid
Fatty acid
Fatty acyl
Thiolane
2-imidazoline
Amino acid
Isourea
Azacycle
Carboximidic acid
Carboximidic acid derivative
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Thioether
Monocarboxylic acid or derivatives
Organic oxide
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Organic oxygen compound
Primary amine
Organic nitrogen compound
Organopnictogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

azabicycloalkane (CHEBI:27870 )
ureas (CHEBI:27870 )
thiabicycloalkane (CHEBI:27870 )
monocarboxylic acid amide (CHEBI:27870 )
non-proteinogenic L-alpha-amino acid (CHEBI:27870 )
L-lysine derivative (CHEBI:27870 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-2.6	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	2.24	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	133.55 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	94.66 m³·mol⁻¹	ChemAxon
Polarizability	40.19 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0035-9633000000-af428e64c7164519343b	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9745000000-c60f47e829fe15e1e793	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-0009000000-e021402fd0b719844eb2	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-003r-9064000000-5ce2eb2b09d3a1c52ce8	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001i-9110000000-d9630fc3192cacdc2fdf	2012-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05di-0429000000-0bfe49385b5205b2e046	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fc1-3922000000-9e29cfc78fb1faa6e51b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-9500000000-e9574b5d68137a62b679	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-105dd5c3f301cc7dc40e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9437000000-8ea9d972c1d5eeb423e9	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-6a46fba2d13aba09d4f0	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-29850915bb5c6d661d6d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00fr-1129000000-d0a10775c2694ba6ee3e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-7910000000-0d78214d8d0838c98e75	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-fc712e350aa1f6640bd7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9133000000-748bb305ae1784021d66	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9100000000-e607ed2f383027caf589	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Mitochondria
Nucleus

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192193	Biotinidase	Enzyme	P43251	Homo sapiens
MMDBp0193752	Signal peptidase complex subunit 1	Enzyme	Q9Y6A9	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000395	Biocytin	Biocytin	Not Available	Biocytin Transport, Nuclear	VMH	16011464 5867120 7758201 8593541
MMDBr0000397	Biocytin	Biotin	Not Available	Biotinidase (Biotin)	VMH	12459313 15059618
MMDBr0000398	Biocytin	Biotin	Biotinidase	Biotinidase (Biotin), Nuclear	VMH	16011464 5867120 7758201 8593541
MMDBr0000399	Biocytin	Biotin	Biotinidase	Biotinidase (Biotin), Extracellular	VMH	12459313 7509806 8001986
MMDBr0000400	Biocytin	Biotin	Biotinidase	Biotinidase (Biotin), Mitochondrial	VMH	12459313 15059618

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	115	Human ; Human mucosa; Human supragingival plaque; Human saliva; Human feces; Human subgingival plaque; Pig	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	88	Human feces; Human sputum; Pig ; Human ; Human pleural fluid plaque	Metabolic reconstruction
Bacteria	Bacteroidetes	37	Human feces; Human appendix biopsy; Human ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	19	Human feces; Human ; Human supragingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0003134

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023111

KNApSAcK ID

Not Available

Chemspider ID

75634

KEGG Compound ID

C05552

BioCyc ID

Not Available

BiGG ID

46012

Wikipedia Link

Biocytin

METLIN ID

Not Available

PubChem Compound

83814

PDB ID

Not Available

ChEBI ID

27870

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

McDonald AJ: Neuroanatomical labeling with biocytin: a review. Neuroreport. 1992 Oct;3(10):821-7. doi: 10.1097/00001756-199210000-00001. [PubMed:1384763 ]
Evangelatos SA, Livaniou E, Kakabakos SE, Evangelatos GP, Ithakissios DS: Biotinidase radioassay using an 125I-biotin derivative, avidin, and polyethylene glycol reagents. Anal Biochem. 1991 Aug 1;196(2):385-9. doi: 10.1016/0003-2697(91)90483-a. [PubMed:1776689 ]
King MA, Louis PM, Hunter BE, Walker DW: Biocytin: a versatile anterograde neuroanatomical tract-tracing alternative. Brain Res. 1989 Sep 18;497(2):361-7. doi: 10.1016/0006-8993(89)90281-3. [PubMed:2479450 ]
Ebrahim H, Dakshinamurti K: Determination of biocytin. Anal Biochem. 1987 May 1;162(2):319-24. doi: 10.1016/0003-2697(87)90398-8. [PubMed:3111297 ]
Suormala TM, Baumgartner ER, Bausch J, Holick W, Wick H: Quantitative determination of biocytin in urine of patients with biotinidase deficiency using high-performance liquid chromatography (HPLC). Clin Chim Acta. 1988 Oct 31;177(3):253-69. doi: 10.1016/0009-8981(88)90070-8. [PubMed:3148376 ]
Hymes J, Fleischhauer K, Wolf B: Biotinylation of biotinidase following incubation with biocytin. Clin Chim Acta. 1995 Jan 16;233(1-2):39-45. doi: 10.1016/0009-8981(94)05965-u. [PubMed:7758201 ]
Hymes J, Wolf B: Biotinidase and its roles in biotin metabolism. Clin Chim Acta. 1996 Nov 15;255(1):1-11. doi: 10.1016/0009-8981(96)06396-6. [PubMed:8930409 ]
Baur B, Suormala T, Bernoulli C, Baumgartner ER: Biotin determination by three different methods: specificity and application to urine and plasma ultrafiltrates of patients with and without disorders in biotin metabolism. Int J Vitam Nutr Res. 1998;68(5):300-8. [PubMed:9789762 ]
van Gog FB, Visser GW, Gowrising RW, Snow GB, van Dongen GA: Synthesis and evaluation of 99mTc/99Tc-MAG3-biotin conjugates for antibody pretargeting strategies. Nucl Med Biol. 1998 Oct;25(7):611-9. doi: 10.1016/s0969-8051(98)00022-5. [PubMed:9804042 ]
Spiga S, Fattore L, Puddu MC, Cappai A, Picciau S, Brotzu G, Serra GP, Petruzzo P: Use of biocytin as neuroanatomic tracer in harvested human pancreas: a confocal laser scanning microscopy analysis. Pancreas. 2002 May;24(4):329-35. doi: 10.1097/00006676-200205000-00002. [PubMed:11961484 ]
Altemus KL, Lavenex P, Ishizuka N, Amaral DG: Morphological characteristics and electrophysiological properties of CA1 pyramidal neurons in macaque monkeys. Neuroscience. 2005;136(3):741-56. doi: 10.1016/j.neuroscience.2005.07.001. [PubMed:16344148 ]

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