Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:42 UTC

Update Date

2021-09-14 15:15:56 UTC

HMDB ID

HMDB0002215

Secondary Accession Numbers

HMDB02215

Metabolite Identification

Common Name

4a-Carbinolamine tetrahydrobiopterin

Description

4a-Carbinolamine tetrahydrobiopterin, also known as 6,7-dihydrobiopterin or Q-H2BPT, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland. 4a-Carbinolamine tetrahydrobiopterin exists in all living organisms, ranging from bacteria to humans. 4a-Carbinolamine tetrahydrobiopterin has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 4a-carbinolamine tetrahydrobiopterin a potential biomarker for the consumption of these foods. 4a-Carbinolamine tetrahydrobiopterin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 4a-Carbinolamine tetrahydrobiopterin.

Structure

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

HMDB0002215
     RDKit          3D
4a-Carbinolamine tetrahydrobiopterin
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.6864    0.8308    0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350    0.5263    0.3068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6836    1.5944   -0.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565   -0.7579   -0.4845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7574   -1.7538    0.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1576   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1858   -0.2968   -1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211    0.2401   -1.5971 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.0186   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    0.6065   -0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.3749    0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9479    0.9894    0.8880 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -0.3998    1.7185 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -1.0003    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7309    2.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.7855    0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0856   -1.3248    0.3199 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    0.9960   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321    1.7886    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    0.0254    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    0.3459    1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075    2.0960    0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666   -0.6527   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -1.6951    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -2.2063   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349   -0.8767   -2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5458   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    1.2185   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4377    1.4251    0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312    1.0159    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  6
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
M  END


  Mrv0541 02231219262D          

 18 19  0  0  1  0            999 V2000
   29.0166   -5.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5845   -6.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6753   -6.4371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2463   -3.9621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6753   -3.9621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1273   -3.9334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1273   -5.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9608   -5.1996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3037   -5.2223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.5876   -5.6320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.3069   -4.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8747   -5.2167    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.8747   -4.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9608   -4.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3897   -4.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6753   -5.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3897   -5.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8709   -5.8767    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 10  2  1  6  0  0  0
  3 16  2  0  0  0  0
  4 14  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  2  0  0  0  0
  7 12  1  0  0  0  0
  7 17  2  0  0  0  0
  8 14  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 15 17  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002215

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1

> <INCHI_KEY>
ZHQJVZLJDXWFFX-RPDRRWSUSA-N

> <FORMULA>
C9H13N5O3

> <MOLECULAR_WEIGHT>
239.2312

> <EXACT_MASS>
239.101839307

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
22.767269838087163

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,6,7-tetrahydropteridin-4-one

> <ALOGPS_LOGP>
-1.41

> <JCHEM_LOGP>
-1.9607441773333334

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.306047403596985

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.687962413210548

> <JCHEM_PKA_STRONGEST_BASIC>
1.8206611525535423

> <JCHEM_POLAR_SURFACE_AREA>
132.66

> <JCHEM_REFRACTIVITY>
57.03320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002215
     RDKit          3D
4a-Carbinolamine tetrahydrobiopterin
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.6864    0.8308    0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350    0.5263    0.3068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6836    1.5944   -0.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565   -0.7579   -0.4845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7574   -1.7538    0.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1576   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1858   -0.2968   -1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211    0.2401   -1.5971 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.0186   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    0.6065   -0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.3749    0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9479    0.9894    0.8880 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -0.3998    1.7185 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -1.0003    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7309    2.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.7855    0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0856   -1.3248    0.3199 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    0.9960   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321    1.7886    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    0.0254    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    0.3459    1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075    2.0960    0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666   -0.6527   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -1.6951    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -2.2063   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349   -0.8767   -2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5458   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    1.2185   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4377    1.4251    0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312    1.0159    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  6
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
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  O   UNK     0      54.164 -10.523   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      51.491 -12.053   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      46.061 -12.016   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      43.393  -7.396   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      46.061  -7.396   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      48.771  -7.342   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      48.771 -10.529   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      44.727  -9.706   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      52.834  -9.748   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      51.497 -10.513   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      52.840  -8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      50.166  -9.738   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      50.166  -8.134   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      44.727  -8.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.394  -8.166   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      46.061 -10.476   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      47.394  -9.706   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      50.159 -10.970   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   16                                                            
CONECT    4   14                                                            
CONECT    5   14   15                                                       
CONECT    6   13   15                                                       
CONECT    7   12   17                                                       
CONECT    8   14   16                                                       
CONECT    9    1   10   11                                                  
CONECT   10    2    9   12                                                  
CONECT   11    9                                                            
CONECT   12    7   10   13   18                                             
CONECT   13    6   12                                                       
CONECT   14    4    5    8                                                  
CONECT   15    5    6   17                                                  
CONECT   16    3    8   17                                                  
CONECT   17    7   15   16                                                  
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0002215
HETATM    1  C1  UNL     1      -3.686   0.831   0.572  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.235   0.526   0.307  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.684   1.594  -0.352  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.156  -0.758  -0.484  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.757  -1.754   0.310  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.749  -1.158  -0.845  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.186  -0.297  -1.915  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.121   0.240  -1.597  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.762   0.019  -0.521  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.978   0.606  -0.395  1.00  0.00           N  
HETATM   11  C7  UNL     1       3.660   0.375   0.740  1.00  0.00           C  
HETATM   12  N3  UNL     1       4.948   0.989   0.888  1.00  0.00           N  
HETATM   13  N4  UNL     1       3.179  -0.400   1.719  1.00  0.00           N  
HETATM   14  C8  UNL     1       1.980  -1.000   1.635  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.494  -1.731   2.525  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.239  -0.785   0.472  1.00  0.00           C  
HETATM   17  N5  UNL     1       0.086  -1.325   0.320  1.00  0.00           N  
HETATM   18  H1  UNL     1      -4.250   0.996  -0.385  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.732   1.789   1.161  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.186   0.025   1.145  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.761   0.346   1.298  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.108   2.096   0.250  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.767  -0.653  -1.396  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.731  -1.695   0.148  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.852  -2.206  -1.269  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.035  -0.877  -2.878  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.831   0.546  -2.212  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.390   1.219  -1.136  1.00  0.00           H  
HETATM   29  H12 UNL     1       5.438   1.425   0.085  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.431   1.016   1.812  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22
CONECT    4    5    6   23
CONECT    5   24
CONECT    6    7   17   25
CONECT    7    8   26   27
CONECT    8    9    9
CONECT    9   10   16
CONECT   10   11   28
CONECT   11   12   13   13
CONECT   12   29   30
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   17
END

HMDB0002215
     RDKit          3D
4a-Carbinolamine tetrahydrobiopterin
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.6864    0.8308    0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350    0.5263    0.3068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6836    1.5944   -0.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565   -0.7579   -0.4845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7574   -1.7538    0.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1576   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1858   -0.2968   -1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211    0.2401   -1.5971 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.0186   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    0.6065   -0.3953 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.3749    0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9479    0.9894    0.8880 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -0.3998    1.7185 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -1.0003    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7309    2.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.7855    0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0856   -1.3248    0.3199 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    0.9960   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321    1.7886    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    0.0254    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    0.3459    1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1075    2.0960    0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666   -0.6527   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -1.6951    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519   -2.2063   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349   -0.8767   -2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.5458   -2.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    1.2185   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4377    1.4251    0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4312    1.0159    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  6
  7 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6R)-2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-7,8-dihydro-6H-pteridin-4-one	ChEBI
(6R)-6-[(1R,2S)-1,2-Dihydroxypropyl]-7,8-dihydro-6H-pterin	ChEBI
6,7-Dihydrobiopterin	ChEBI
Q-H2BPT	ChEBI
Quinoid-dihydrobiopterin	ChEBI
Quinonoid 6,7-dihydrobiopterin	ChEBI
6-[(1R,2S)-1,2-Dihydroxypropyl]-6,7-dihydropterin	Kegg
(6R)-6-(L-erythro-1,2-Dihydroxypropyl)-7,8-dihydro-6H-pterin	KEGG
1,3,5-Benzenetriol	HMDB
1,3,5-Trihydroxybenzene	HMDB
1,3,5-Trihydroxybenzene anhydrate	HMDB
1,3,5-Trihydroxybenzene anhydrous	HMDB
1,3,5-Trihydroxybenzene dihydrate	HMDB
1.3.5-Trihydroxybenzene	HMDB
4a-Hydroxy-BH4	HMDB
Phloroglucin	HMDB
Phloroglucinol	HMDB
Phloroglucinol 2-hydrate	HMDB
Phloroglucinol anhydrous	HMDB
Phloroglucinol dihydrate	HMDB
4a-Carbinolamine tetrahydrobiopterin	ChEBI

Chemical Formula

C₉H₁₃N₅O₃

Average Molecular Weight

239.2312

Monoisotopic Molecular Weight

239.101839307

IUPAC Name

(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,6,7-tetrahydropteridin-4-one

Traditional Name

(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one

CAS Registry Number

79647-29-3

SMILES

[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O

InChI Identifier

InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1

InChI Key

ZHQJVZLJDXWFFX-RPDRRWSUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Biopterins and derivatives

Alternative Parents

Substituents

Biopterin
Aminopyrimidine
Pyrimidone
Pyrimidine
Imidolactam
Vinylogous amide
Heteroaromatic compound
Secondary alcohol
1,2-diol
Azacycle
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 - 221 °C	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	1.45 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	1.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.03 m³·mol⁻¹	ChemAxon
Polarizability	22.77 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]+	154.263	31661259
DarkChem	[M-H]-	151.074	31661259
DeepCCS	[M+H]+	153.012	30932474
DeepCCS	[M-H]-	150.616	30932474
DeepCCS	[M-2H]-	185.153	30932474
DeepCCS	[M+Na]+	159.837	30932474
AllCCS	[M+H]+	153.0	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	153.5	32859911
AllCCS	[M+Na-2H]-	153.5	32859911
AllCCS	[M+HCOO]-	153.5	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.	1.5 minutes	32390414
Predicted by Siyang on May 30, 2022	9.5526 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	432.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	363.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	270.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	35.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	319.8 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	235.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	955.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	577.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	44.4 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	596.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	181.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	873.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	734.6 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	365.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4a-Carbinolamine tetrahydrobiopterin	[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O	3436.8	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin	[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O	2393.9	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin	[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O	2916.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4a-Carbinolamine tetrahydrobiopterin,1TMS,isomer #1	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2259.5	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2283.2	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TMS,isomer #3	C[C@H](O)[C@H](O)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	2341.2	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TMS,isomer #4	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	2303.5	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2253.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #2	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	2242.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	2236.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #4	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	2273.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #5	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	2269.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #6	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2290.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2268.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	2266.3	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	2897.5	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C)=NC(=O)C2=N1	4370.2	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	2238.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	2633.1	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C	4042.7	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2264.5	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2799.7	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	4155.2	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2238.1	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2927.5	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	4279.1	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #5	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2279.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #5	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2778.3	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #5	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	4134.3	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #6	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2263.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #6	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2926.0	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #6	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	4249.0	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2303.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2855.3	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	4111.7	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2312.6	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2780.3	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	3926.3	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2336.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	2961.4	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #2	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC(=O)C2=N1	4089.8	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2323.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2858.1	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	3824.0	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #4	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2335.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #4	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2830.0	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TMS,isomer #4	C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	3804.1	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2424.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2863.1	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	3599.2	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TBDMS,isomer #1	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2447.5	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2475.2	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TBDMS,isomer #3	C[C@H](O)[C@H](O)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2511.2	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,1TBDMS,isomer #4	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2509.3	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N)=NC(=O)C2=N1	2597.0	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #2	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2591.6	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2614.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #4	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2616.6	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #5	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2623.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #6	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2672.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,2TBDMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2615.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2768.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	3628.3	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	4427.9	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2794.5	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	3289.9	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	4045.9	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2815.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3437.5	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4100.1	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2756.1	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	3669.2	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #4	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	4302.3	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #5	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2823.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #5	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3399.2	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #5	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4082.6	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #6	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2770.7	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #6	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	3647.2	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #6	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	4263.9	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2840.3	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3456.0	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,3TBDMS,isomer #7	C[C@H](O)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	4004.4	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3013.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3572.4	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3920.1	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	2970.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	3888.7	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(=O)C2=N1	4109.0	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3018.4	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3646.9	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #3	C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3817.6	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #4	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3013.9	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #4	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3590.9	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,4TBDMS,isomer #4	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3822.0	Standard polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3224.8	Semi standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3750.6	Standard non polar	33892256
4a-Carbinolamine tetrahydrobiopterin,5TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CN=C2C(=N1)C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	3703.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin GC-MS (Non-derivatized) - 70eV, Positive	splash10-006y-9720000000-50fd5953817583278634	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin GC-MS (2 TMS) - 70eV, Positive	splash10-000i-8195000000-9404a6359e671c74945f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 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 - 4a-Carbinolamine tetrahydrobiopterin 10V, Positive-QTOF	splash10-006x-0090000000-b31c78b3d2240e4d4d45	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 20V, Positive-QTOF	splash10-0h93-0970000000-508a25d7544d515036cb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 40V, Positive-QTOF	splash10-03ka-1900000000-1e9eed496ea8538f6b17	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 10V, Negative-QTOF	splash10-000i-0390000000-2d9ea64f3bb5145f0a23	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 20V, Negative-QTOF	splash10-0006-0930000000-8ebd581c355cfdf37d59	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 40V, Negative-QTOF	splash10-0f6x-9600000000-17f4849b21b55c8bd6b3	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 10V, Positive-QTOF	splash10-0006-0090000000-4a6c2eb22faca2bd9c6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 20V, Positive-QTOF	splash10-00dl-0290000000-bd0c7392c3c2b36c22d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 40V, Positive-QTOF	splash10-0005-3900000000-5b4e107d96010101e0f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 10V, Negative-QTOF	splash10-0006-0920000000-a8316dedaf2ff7f68dc9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 20V, Negative-QTOF	splash10-03fu-0910000000-d37051ed31fd26c17d8a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carbinolamine tetrahydrobiopterin 40V, Negative-QTOF	splash10-0uxu-8900000000-28d0495ab110064f993b	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Epidermis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.18 +/- 0.04 uM	Adult (>18 years old)	Male	Normal	8376528	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02562

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022911

KNApSAcK ID

Not Available

Chemspider ID

117564

KEGG Compound ID

C00268

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6552

PubChem Compound

133246

PDB ID

Not Available

ChEBI ID

43120

Food Biomarker Ontology

Not Available

VMH ID

DHBPT

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Schallreuter KU, Wood JM, Pittelkow MR, Gutlich M, Lemke KR, Rodl W, Swanson NN, Hitzemann K, Ziegler I: Regulation of melanin biosynthesis in the human epidermis by tetrahydrobiopterin. Science. 1994 Mar 11;263(5152):1444-6. [PubMed:8128228 ]
Kim H, Roh H, Lee HJ, Chung SY, Choi SO, Lee KR, Han SB: Determination of phloroglucinol in human plasma by high-performance liquid chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 25;792(2):307-12. [PubMed:12860038 ]
Ismaili L, Refouvelet B, Xicluna A, Robert JF, Guillaume YC: Phloroglucinol: novel synthesis and role of the magnesium cation on its binding with human serum albumin (HSA) using a biochromatographic approach based on Langmuir isotherms. J Pharm Biomed Anal. 2003 Jul 14;32(3):549-53. [PubMed:14565560 ]
Jafri W, Yakoob J, Hussain S, Jafri N, Islam M: Phloroglucinol in irritable bowel syndrome. J Pak Med Assoc. 2006 Jan;56(1):5-8. [PubMed:16454126 ]
Fiset C, LeBel M: Influence of the menstrual cycle on the absorption and elimination of D-xylose. Clin Pharmacol Ther. 1990 Nov;48(5):529-36. [PubMed:2225712 ]
Armarego WL, Randles D, Taguchi H: Peroxidase catalysed aerobic degradation of 5,6,7,8-tetrahydrobiopterin at physiological pH. Eur J Biochem. 1983 Oct 3;135(3):393-403. [PubMed:6617639 ]
Davis MD, Kaufman S: Evidence for the formation of the 4a-carbinolamine during the tyrosine-dependent oxidation of tetrahydrobiopterin by rat liver phenylalanine hydroxylase. J Biol Chem. 1989 May 25;264(15):8585-96. [PubMed:2722790 ]

Enzymes

Enzyme Details

1. Tyrosine 3-monooxygenase

General function:: Involved in monooxygenase activity
Specific function:: Plays an important role in the physiology of adrenergic neurons.
Gene Name:: TH
Uniprot ID:: P07101
Molecular weight:: 55611.26

Reactions

Tetrahydrobiopterin + L-Tyrosine + Oxygen → DOPA + 4a-Carbinolamine tetrahydrobiopterin + Water	details

Enzyme Details

2. Phenylalanine-4-hydroxylase

General function:: Involved in amino acid binding
Specific function:: Not Available
Gene Name:: PAH
Uniprot ID:: P00439
Molecular weight:: 51861.565

Reactions

Tetrahydrobiopterin + Phenylalanine + Oxygen → 4a-Carbinolamine tetrahydrobiopterin + L-Tyrosine + Water	details

Enzyme Details

3. Tryptophan 5-hydroxylase 1

General function:: Involved in amino acid binding
Specific function:: Not Available
Gene Name:: TPH1
Uniprot ID:: P17752
Molecular weight:: 50984.725

Reactions

Tetrahydrobiopterin + L-Tryptophan + Oxygen → 5-Hydroxy-L-tryptophan + 4a-Carbinolamine tetrahydrobiopterin + Water	details

Enzyme Details

4. Tryptophan 5-hydroxylase 2

General function:: Involved in amino acid binding
Specific function:: Not Available
Gene Name:: TPH2
Uniprot ID:: Q8IWU9
Molecular weight:: 56056.295

Reactions

Tetrahydrobiopterin + L-Tryptophan + Oxygen → 5-Hydroxy-L-tryptophan + 4a-Carbinolamine tetrahydrobiopterin + Water	details

Enzyme Details

5. Dihydropteridine reductase

General function:: Involved in oxidoreductase activity
Specific function:: The product of this enzyme, tetrahydrobiopterin (BH-4), is an essential cofactor for phenylalanine, tyrosine, and tryptophan hydroxylases.
Gene Name:: QDPR
Uniprot ID:: P09417
Molecular weight:: 25789.295

Reactions

4a-Carbinolamine tetrahydrobiopterin + NADH + Hydrogen Ion → Tetrahydrobiopterin + NAD	details
4a-Carbinolamine tetrahydrobiopterin + NADPH + Hydrogen Ion → Tetrahydrobiopterin + NADP	details

Enzyme Details

6. Pterin-4-alpha-carbinolamine dehydratase

General function:: Involved in 4-alpha-hydroxytetrahydrobiopterin dehydratase activity
Specific function:: Involved in tetrahydrobiopterin biosynthesis. Seems to both prevent the formation of 7-pterins and accelerate the formation of quinonoid-BH2. Coactivator for HNF1A-dependent transcription. Regulates the dimerization of homeodomain protein HNF1A and enhances its transcriptional activity.
Gene Name:: PCBD1
Uniprot ID:: P61457
Molecular weight:: 11999.515

Reactions

4a-Hydroxytetrahydrobiopterin → 4a-Carbinolamine tetrahydrobiopterin + Water	details

Enzyme Details

7. Pterin-4-alpha-carbinolamine dehydratase 2

General function:: Involved in 4-alpha-hydroxytetrahydrobiopterin dehydratase activity
Specific function:: Involved in tetrahydrobiopterin biosynthesis. Seems to both prevent the formation of 7-pterins and accelerate the formation of quinonoid-BH2 (By similarity). Regulates the dimerization of homeodomain protein HNF-1-alpha and enhances its transcriptional activity.
Gene Name:: PCBD2
Uniprot ID:: Q9H0N5
Molecular weight:: 14365.325

Reactions

4a-Hydroxytetrahydrobiopterin → 4a-Carbinolamine tetrahydrobiopterin + Water	details

Showing metabocard for 4a-Carbinolamine tetrahydrobiopterin (HMDB0002215)

MOL for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

3D MOL for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

3D SDF for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

3D-SDF for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

PDB for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

3D PDB for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

SMILES for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

INCHI for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

Structure for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

3D Structure for HMDB0002215 (4a-Carbinolamine tetrahydrobiopterin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions