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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:32 UTC

Update Date

2021-09-14 15:20:03 UTC

HMDB ID

HMDB0002028

Secondary Accession Numbers

HMDB02028

Metabolite Identification

Common Name

DOPA sulfate

Description

Increases in plasma dopamine sulfate and urinary dopamine suggest that dopamine sulfate may be generated via DOPA sulfate and urinary dopamine may originate from circulating DOPA. DOPA sulfate may be an alternative source of dopamine sulfate. Urinary dopamine progressively increased in the course of metyrosine treatment, and this, along with the increase of the dopamine metabolite, dihydroxyphenylethanol, and plasma dopamine sulfate, occurred in the absence of any change in plasma dopamine.(PMID: 1969915 ).

Structure

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

HMDB0002028
     RDKit          3D
DOPA sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.1223    1.2494   -1.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    0.8542    0.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9096   -0.6387    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5334   -0.8286   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -1.0538   -1.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446   -1.2223   -2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0066   -1.1612   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195   -1.3255   -1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.9352    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.8801    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578    0.6226    1.2751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0479    0.3577    1.7643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.4240    0.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7949    1.4980    2.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -0.7685    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496    1.1222    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6315    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774    0.8309    2.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    2.2486   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1653   -1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    1.3949    0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210   -0.9696    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6491   -1.2027   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -1.0958   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -1.3992   -3.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839   -1.4932   -2.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    1.0937    3.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584   -0.5914    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0727    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  1  0
M  END


  Mrv0541 02231219192D          

 18 18  0  0  1  0            999 V2000
   15.8869  -11.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8869  -12.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6013  -13.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3159  -12.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3159  -11.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6013  -11.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1724  -11.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1724  -13.2117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0303  -11.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7448  -11.9741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4593  -11.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7448  -12.7992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1737  -11.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4593  -10.7366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4579  -11.9741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7434  -11.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4579  -11.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4579  -12.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  1  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002028

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO7S/c10-6(9(12)13)3-5-1-2-7(11)8(4-5)17-18(14,15)16/h1-2,4,6,11H,3,10H2,(H,12,13)(H,14,15,16)/t6-/m0/s1

> <INCHI_KEY>
SWJDFMNJUOJVPA-LURJTMIESA-N

> <FORMULA>
C9H11NO7S

> <MOLECULAR_WEIGHT>
277.251

> <EXACT_MASS>
277.025622401

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
24.10659513562381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

> <ALOGPS_LOGP>
-1.92

> <JCHEM_LOGP>
-0.4004093571079067

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.1010284746749752

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1746773323430197

> <JCHEM_PKA_STRONGEST_BASIC>
9.369078635825392

> <JCHEM_POLAR_SURFACE_AREA>
147.15

> <JCHEM_REFRACTIVITY>
59.069900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(sulfooxy)-L-tyrosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002028
     RDKit          3D
DOPA sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.1223    1.2494   -1.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    0.8542    0.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9096   -0.6387    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5334   -0.8286   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -1.0538   -1.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446   -1.2223   -2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0066   -1.1612   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195   -1.3255   -1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.9352    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.8801    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578    0.6226    1.2751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0479    0.3577    1.7643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.4240    0.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7949    1.4980    2.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -0.7685    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496    1.1222    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6315    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774    0.8309    2.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    2.2486   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1653   -1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    1.3949    0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210   -0.9696    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6491   -1.2027   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -1.0958   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -1.3992   -3.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839   -1.4932   -2.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    1.0937    3.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584   -0.5914    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0727    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  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  C   UNK     0      29.656 -22.352   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.656 -23.892   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.989 -24.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.323 -23.892   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.323 -22.352   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.989 -21.582   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      28.322 -21.582   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      28.322 -24.662   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      33.657 -21.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.990 -22.352   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.324 -21.582   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      34.990 -23.892   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      37.658 -22.352   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      36.324 -20.042   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      26.988 -22.352   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0      25.654 -21.582   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      26.988 -20.812   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      26.988 -23.892   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    1   15                                                       
CONECT    8    2                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   13   14                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    7   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0002028
HETATM    1  N1  UNL     1       2.122   1.249  -1.220  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.199   0.854   0.167  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.910  -0.639   0.231  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.533  -0.829  -0.328  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.337  -1.054  -1.675  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.945  -1.222  -2.143  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.007  -1.161  -1.246  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.319  -1.325  -1.671  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.792  -0.935   0.098  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.878  -0.880   0.968  1.00  0.00           O  
HETATM   11  S1  UNL     1      -3.658   0.623   1.275  1.00  0.00           S  
HETATM   12  O3  UNL     1      -5.048   0.358   1.764  1.00  0.00           O  
HETATM   13  O4  UNL     1      -3.703   1.424   0.004  1.00  0.00           O  
HETATM   14  O5  UNL     1      -2.795   1.498   2.423  1.00  0.00           O  
HETATM   15  C8  UNL     1      -0.511  -0.768   0.554  1.00  0.00           C  
HETATM   16  C9  UNL     1       3.550   1.122   0.731  1.00  0.00           C  
HETATM   17  O6  UNL     1       4.438   1.631   0.002  1.00  0.00           O  
HETATM   18  O7  UNL     1       3.877   0.831   2.045  1.00  0.00           O  
HETATM   19  H1  UNL     1       1.765   2.249  -1.288  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.073   1.165  -1.686  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.420   1.395   0.748  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.921  -0.970   1.295  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.649  -1.203  -0.348  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.200  -1.096  -2.355  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.125  -1.399  -3.188  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.484  -1.493  -2.666  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.845   1.094   3.316  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.358  -0.591   1.615  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.471   0.073   2.578  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   16   21
CONECT    3    4   22   23
CONECT    4    5    5   15
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   26
CONECT    9   10   15   15
CONECT   10   11
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   27
CONECT   15   28
CONECT   16   17   17   18
CONECT   18   29
END

HMDB0002028
     RDKit          3D
DOPA sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.1223    1.2494   -1.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    0.8542    0.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9096   -0.6387    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5334   -0.8286   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -1.0538   -1.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446   -1.2223   -2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0066   -1.1612   -1.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195   -1.3255   -1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.9352    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781   -0.8801    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578    0.6226    1.2751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0479    0.3577    1.7643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.4240    0.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7949    1.4980    2.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -0.7685    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496    1.1222    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6315    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774    0.8309    2.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    2.2486   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1653   -1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    1.3949    0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210   -0.9696    1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6491   -1.2027   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -1.0958   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1249   -1.3992   -3.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839   -1.4932   -2.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    1.0937    3.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584   -0.5914    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0727    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  4  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
 14 27  1  0
 15 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DOPA sulfuric acid	Generator
DOPA sulphate	Generator
DOPA sulphuric acid	Generator
3,4-Dihydroxy-L-phenylalanine 3-O-sulfate	HMDB
3,4-Dihydroxy-L-phenylalanine 3-O-sulphate	HMDB
3-(3-SulfO-4-hydroxy-phenyl)-L-alanine	HMDB
3-(Sulfooxy)-L-tyrosine	HMDB
L-3,4-Dihydroxyphenylalanine sulfate	HMDB
L-3,4-Dihydroxyphenylalanine sulphate	HMDB
L-3-Hydroxytyrosine 3-sulfate	HMDB
L-3-Hydroxytyrosine 3-sulphate	HMDB
L-Dopa 3-O-sulfate	HMDB
L-Dopa 3-O-sulphate	HMDB
(2S)-2-Amino-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoate	Generator, HMDB
(2S)-2-Amino-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoate	Generator, HMDB
(2S)-2-Amino-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoic acid	Generator, HMDB

Chemical Formula

C₉H₁₁NO₇S

Average Molecular Weight

277.251

Monoisotopic Molecular Weight

277.025622401

IUPAC Name

(2S)-2-amino-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

Traditional Name

3-(sulfooxy)-L-tyrosine

CAS Registry Number

96253-55-3

SMILES

N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C9H11NO7S/c10-6(9(12)13)3-5-1-2-7(11)8(4-5)17-18(14,15)16/h1-2,4,6,11H,3,10H2,(H,12,13)(H,14,15,16)/t6-/m0/s1

InChI Key

SWJDFMNJUOJVPA-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
3-phenylpropanoic-acid
Phenylsulfate
Alpha-amino acid
Amphetamine or derivatives
Arylsulfate
L-alpha-amino acid
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Primary amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002028)

Organ

Liver (HMDB: HMDB0002028)
Kidney (HMDB: HMDB0002028)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002028)

Cellular substructure

Cytoplasm (HMDB: HMDB0002028)

Source

Endogenous

Endogenous (HMDB: HMDB0002028)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Biological role

Drug metabolite (HMDB: HMDB0002028)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.73 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-0.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	9.37	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.07 m³·mol⁻¹	ChemAxon
Polarizability	24.11 Å³	ChemAxon
Number of Rings	1	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]+	164.079	31661259
DarkChem	[M-H]-	158.437	31661259
DeepCCS	[M+H]+	163.458	30932474
DeepCCS	[M-H]-	161.1	30932474
DeepCCS	[M-2H]-	194.142	30932474
DeepCCS	[M+Na]+	169.552	30932474
AllCCS	[M+H]+	159.8	32859911
AllCCS	[M+H-H2O]+	156.3	32859911
AllCCS	[M+NH4]+	163.0	32859911
AllCCS	[M+Na]+	164.0	32859911
AllCCS	[M-H]-	153.4	32859911
AllCCS	[M+Na-2H]-	153.5	32859911
AllCCS	[M+HCOO]-	153.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.84 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4748 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	325.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	514.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	274.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	65.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	277.4 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	276.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	795.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	654.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	93.1 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	910.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	183.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	558.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	388.6 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	428.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
DOPA sulfate	N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O	4130.6	Standard polar	33892256
DOPA sulfate	N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O	2162.2	Standard non polar	33892256
DOPA sulfate	N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O	2587.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DOPA sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1OS(=O)(=O)O	2440.0	Semi standard non polar	33892256
DOPA sulfate,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C(OS(=O)(=O)O)=C1	2399.3	Semi standard non polar	33892256
DOPA sulfate,1TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@H](N)C(=O)O)=CC=C1O	2471.9	Semi standard non polar	33892256
DOPA sulfate,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O	2500.1	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1	2416.7	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1OS(=O)(=O)O[Si](C)(C)C	2460.2	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O	2473.7	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1	2391.6	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C	2420.6	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O	2476.0	Semi standard non polar	33892256
DOPA sulfate,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O)[Si](C)(C)C	2629.4	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1	2416.5	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1	2658.1	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1	3553.1	Standard polar	33892256
DOPA sulfate,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C	2435.4	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C	2666.6	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C	3265.8	Standard polar	33892256
DOPA sulfate,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O	2495.9	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O	2664.8	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O	3380.0	Standard polar	33892256
DOPA sulfate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O	2632.8	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O	2770.8	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O	3417.0	Standard polar	33892256
DOPA sulfate,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2424.0	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2706.0	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3357.4	Standard polar	33892256
DOPA sulfate,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2562.4	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2787.5	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	3472.4	Standard polar	33892256
DOPA sulfate,3TMS,isomer #7	C[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=CC=C1O	2578.8	Semi standard non polar	33892256
DOPA sulfate,3TMS,isomer #7	C[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=CC=C1O	2811.9	Standard non polar	33892256
DOPA sulfate,3TMS,isomer #7	C[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=CC=C1O	3506.4	Standard polar	33892256
DOPA sulfate,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2484.4	Semi standard non polar	33892256
DOPA sulfate,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	2763.3	Standard non polar	33892256
DOPA sulfate,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C	3075.6	Standard polar	33892256
DOPA sulfate,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2613.2	Semi standard non polar	33892256
DOPA sulfate,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2829.7	Standard non polar	33892256
DOPA sulfate,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C)[Si](C)(C)C	3085.0	Standard polar	33892256
DOPA sulfate,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	2633.2	Semi standard non polar	33892256
DOPA sulfate,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	2865.1	Standard non polar	33892256
DOPA sulfate,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	3210.1	Standard polar	33892256
DOPA sulfate,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2577.4	Semi standard non polar	33892256
DOPA sulfate,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2905.5	Standard non polar	33892256
DOPA sulfate,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	3217.4	Standard polar	33892256
DOPA sulfate,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2662.4	Semi standard non polar	33892256
DOPA sulfate,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2937.6	Standard non polar	33892256
DOPA sulfate,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2978.3	Standard polar	33892256
DOPA sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1OS(=O)(=O)O	2730.7	Semi standard non polar	33892256
DOPA sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C(OS(=O)(=O)O)=C1	2662.1	Semi standard non polar	33892256
DOPA sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@H](N)C(=O)O)=CC=C1O	2702.6	Semi standard non polar	33892256
DOPA sulfate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O	2763.8	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1	2916.9	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2948.6	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O	2986.8	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	2867.5	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	2926.7	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	2959.0	Semi standard non polar	33892256
DOPA sulfate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3109.1	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3118.6	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3441.0	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3644.8	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3157.2	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3451.8	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3438.5	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3212.9	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3454.9	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O	3512.8	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O	3365.7	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O	3507.0	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O	3515.9	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3119.8	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3501.8	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3484.6	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3311.6	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3541.6	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3529.7	Standard polar	33892256
DOPA sulfate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3314.9	Semi standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3556.1	Standard non polar	33892256
DOPA sulfate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3562.2	Standard polar	33892256
DOPA sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3369.4	Semi standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3772.7	Standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3329.3	Standard polar	33892256
DOPA sulfate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3546.0	Semi standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3804.1	Standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3318.7	Standard polar	33892256
DOPA sulfate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3568.7	Semi standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3829.0	Standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3383.0	Standard polar	33892256
DOPA sulfate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3476.3	Semi standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3888.2	Standard non polar	33892256
DOPA sulfate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3398.1	Standard polar	33892256
DOPA sulfate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3739.3	Semi standard non polar	33892256
DOPA sulfate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4125.6	Standard non polar	33892256
DOPA sulfate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3300.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - DOPA sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f8c-5690000000-a856b54d7bd7a3038c01	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DOPA sulfate GC-MS (2 TMS) - 70eV, Positive	splash10-074l-4039200000-fe01cc2e4c0f244e9c56	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DOPA sulfate 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 - DOPA sulfate 10V, Positive-QTOF	splash10-01si-0090000000-a4189fb487acef85a935	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 20V, Positive-QTOF	splash10-0f89-0590000000-a75893140082c95dd225	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 40V, Positive-QTOF	splash10-0ul0-6950000000-7f1172fc8641df9602ca	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 10V, Negative-QTOF	splash10-004i-0090000000-866091a1a48401aca096	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 20V, Negative-QTOF	splash10-004j-1940000000-374bd0822692b8e7cb7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 40V, Negative-QTOF	splash10-0fl1-9800000000-1f1a0bb1e73bee889583	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 10V, Negative-QTOF	splash10-004i-0090000000-8bcf3b538319997d2639	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 20V, Negative-QTOF	splash10-00or-1090000000-143d5e79c631360eea66	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 40V, Negative-QTOF	splash10-0002-7980000000-ab5d28a425162869ab46	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 10V, Positive-QTOF	splash10-0h0r-0390000000-dd2ca3a157599e59b45c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 20V, Positive-QTOF	splash10-0ue9-0910000000-cde5b1641be6ecb736ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DOPA sulfate 40V, Positive-QTOF	splash10-0a59-1900000000-5ed55117776fef33789f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022806

KNApSAcK ID

Not Available

Chemspider ID

155641

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

178810

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Goldstein DS, Eisenhofer G, Kopin IJ: Sources and significance of plasma levels of catechols and their metabolites in humans. J Pharmacol Exp Ther. 2003 Jun;305(3):800-11. Epub 2003 Mar 20. [PubMed:12649306 ]
Kuchel O, Buu NT, Edwards DJ: Alternative catecholamine pathways after tyrosine hydroxylase inhibition in malignant pheochromocytoma. J Lab Clin Med. 1990 Apr;115(4):449-53. [PubMed:1969915 ]

Showing metabocard for DOPA sulfate (HMDB0002028)

MOL for HMDB0002028 (DOPA sulfate)

3D MOL for HMDB0002028 (DOPA sulfate)

3D SDF for HMDB0002028 (DOPA sulfate)

3D-SDF for HMDB0002028 (DOPA sulfate)

PDB for HMDB0002028 (DOPA sulfate)

3D PDB for HMDB0002028 (DOPA sulfate)

SMILES for HMDB0002028 (DOPA sulfate)

INCHI for HMDB0002028 (DOPA sulfate)

Structure for HMDB0002028 (DOPA sulfate)

3D Structure for HMDB0002028 (DOPA sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra