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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 13:06:47 UTC

Update Date

2020-11-09 23:17:55 UTC

HMDB ID

HMDB0004148

Secondary Accession Numbers

HMDB04148

Metabolite Identification

Common Name

Dopamine 4-sulfate

Description

Dopamine 4-sulfate is one of the metabolic products of the endogenous catecholamine dopamine which have also been implicated as intermediate in noradrenaline biosynthesis. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90% of all dopamine. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. Dopamine-4-O-sulfate has concentrations about a 10th of those of the regioisomer dopamine-3-O-sulfate. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063 ).

Structure

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


  Mrv1652312191915402D          

 15 15  0  0  0  0            999 V2000
    7.8768   -4.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912   -4.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3058   -4.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3058   -3.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912   -2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8768   -3.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1622   -4.5935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0203   -2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7349   -3.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4493   -2.9434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552   -3.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478   -4.1808    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8602   -3.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -4.8145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912   -5.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  1  2  0  0  0  0
  7  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  6  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12  7  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004148

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11NO5S/c9-4-3-6-1-2-8(7(10)5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)

> <INCHI_KEY>
DEKNNWJXAQTLFA-UHFFFAOYSA-N

> <FORMULA>
C8H11NO5S

> <MOLECULAR_WEIGHT>
233.242

> <EXACT_MASS>
233.035793157

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
21.588088388161598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[4-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-0.05428583169025371

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.382111747523542

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.083658313329507

> <JCHEM_PKA_STRONGEST_BASIC>
9.635548288610208

> <JCHEM_POLAR_SURFACE_AREA>
109.85000000000001

> <JCHEM_REFRACTIVITY>
53.24000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dopamine 4-O-sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-DEC-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-DEC-19         0                                  
HETATM    1  C   UNK     0      14.703  -7.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.037  -8.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.371  -7.805   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.371  -6.264   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.037  -5.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.703  -6.264   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.370  -8.575   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.705  -5.494   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.038  -6.264   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      21.372  -5.494   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      10.743  -6.883   0.000  0.00  0.00           O+0
HETATM   12  S   UNK     0      12.036  -7.804   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0      12.806  -6.471   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      11.348  -8.987   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      16.037 -10.115   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    1   12                                                       
CONECT    8    4    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12   11    7   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0004148
HETATM    1  N1  UNL     1       3.181   1.347   0.869  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.394  -0.018   0.533  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.571  -0.491  -0.642  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.124  -0.337  -0.339  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.543   0.868  -0.689  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.796   1.064  -0.430  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.582   0.117   0.159  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.915   0.372   0.392  1.00  0.00           O  
HETATM    9  S1  UNL     1      -4.113   0.002  -0.756  1.00  0.00           S  
HETATM   10  O2  UNL     1      -4.990  -1.068  -0.154  1.00  0.00           O  
HETATM   11  O3  UNL     1      -3.520  -0.578  -2.004  1.00  0.00           O  
HETATM   12  O4  UNL     1      -5.062   1.308  -1.131  1.00  0.00           O  
HETATM   13  C7  UNL     1      -0.972  -1.095   0.504  1.00  0.00           C  
HETATM   14  O5  UNL     1      -1.717  -2.077   1.098  1.00  0.00           O  
HETATM   15  C8  UNL     1       0.368  -1.303   0.250  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.320   1.592   1.852  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.450   2.039   0.170  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.471  -0.179   0.341  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.119  -0.641   1.409  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.830   0.052  -1.567  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.742  -1.576  -0.803  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.095   1.659  -1.154  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.237   2.014  -0.709  1.00  0.00           H  
HETATM   24  H9  UNL     1      -4.824   2.134  -0.684  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.298  -2.958   1.354  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.818  -2.245   0.524  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5    5   15
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   13
CONECT    8    9
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   24
CONECT   13   14   15   15
CONECT   14   25
CONECT   15   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Hydroxytyramine-4-O-sulfate	ChEBI
3-Hydroxytyramine-4-O-sulphate	ChEBI
4-(2-Aminoethyl)-1,2-benzenediol 1-(hydrogen sulfate)	ChEBI
[4-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid	ChEBI
Dopamine 4-monosulfate	ChEBI
Dopamine 4-O-sulphate	ChEBI
3-Hydroxytyramine-4-O-sulfuric acid	Generator
3-Hydroxytyramine-4-O-sulphuric acid	Generator
4-(2-Aminoethyl)-1,2-benzenediol 1-(hydrogen sulfuric acid)	Generator
4-(2-Aminoethyl)-1,2-benzenediol 1-(hydrogen sulphate)	Generator
4-(2-Aminoethyl)-1,2-benzenediol 1-(hydrogen sulphuric acid)	Generator
[4-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulfonate	Generator
[4-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulphonate	Generator
[4-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulphonic acid	Generator
Dopamine 4-monosulfuric acid	Generator
Dopamine 4-monosulphate	Generator
Dopamine 4-monosulphuric acid	Generator
Dopamine 4-O-sulfate	Generator
Dopamine 4-O-sulfuric acid	Generator
Dopamine 4-O-sulphuric acid	Generator
Dopamine 4-sulfuric acid	Generator
Dopamine 4-sulphate	Generator
Dopamine 4-sulphuric acid	Generator
Dopamine 4-sulfate	ChEBI

Chemical Formula

C₈H₁₁NO₅S

Average Molecular Weight

233.242

Monoisotopic Molecular Weight

233.035793157

IUPAC Name

[4-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid

Traditional Name

dopamine 4-O-sulfate

CAS Registry Number

38339-02-5

SMILES

NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1

InChI Identifier

InChI=1S/C8H11NO5S/c9-4-3-6-1-2-8(7(10)5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)

InChI Key

DEKNNWJXAQTLFA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Phenethylamine
Phenoxy compound
2-arylethylamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Primary amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Amine
Primary aliphatic amine
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aryl sulfate (CHEBI:34729 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 4055948)

Organ

Liver (HMDB: HMDB0004148)
Kidney (HMDB: HMDB0004148)

Excreta

Biofluid or Excreta

Urine (PMID: 4055948)

Cellular substructure

Cytoplasm (HMDB: HMDB0004148)

Source

Endogenous

Endogenous (HMDB: HMDB0004148)

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: HMDB0004148)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	265 - 270.5 °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	3.76 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.054	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	9.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.85 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.24 m³·mol⁻¹	ChemAxon
Polarizability	21.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.589	31661259
DarkChem	[M-H]-	148.087	31661259
DeepCCS	[M+H]+	152.352	30932474
DeepCCS	[M-H]-	149.994	30932474
DeepCCS	[M-2H]-	183.104	30932474
DeepCCS	[M+Na]+	158.445	30932474
AllCCS	[M+H]+	150.5	32859911
AllCCS	[M+H-H2O]+	146.7	32859911
AllCCS	[M+NH4]+	154.0	32859911
AllCCS	[M+Na]+	155.1	32859911
AllCCS	[M-H]-	146.2	32859911
AllCCS	[M+Na-2H]-	146.8	32859911
AllCCS	[M+HCOO]-	147.5	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.	2.32 minutes	32390414
Predicted by Siyang on May 30, 2022	9.6356 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.49 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	224.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	500.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	273.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	86.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	52.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	262.9 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	291.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	743.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	649.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	137.1 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	857.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	168.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	510.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	396.2 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	275.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dopamine 4-sulfate	NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1	3628.7	Standard polar	33892256
Dopamine 4-sulfate	NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1	2176.6	Standard non polar	33892256
Dopamine 4-sulfate	NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1	2105.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dopamine 4-sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O	2139.3	Semi standard non polar	33892256
Dopamine 4-sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN)C=C1O	2097.2	Semi standard non polar	33892256
Dopamine 4-sulfate,1TMS,isomer #3	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O)=C1	2235.7	Semi standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2134.7	Semi standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2257.5	Standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C	3081.9	Standard polar	33892256
Dopamine 4-sulfate,2TMS,isomer #2	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C1	2232.0	Semi standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #2	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C1	2380.9	Standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #2	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C1	2958.9	Standard polar	33892256
Dopamine 4-sulfate,2TMS,isomer #3	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C1	2203.0	Semi standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #3	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C1	2327.6	Standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #3	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C1	3004.6	Standard polar	33892256
Dopamine 4-sulfate,2TMS,isomer #4	C[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C	2393.4	Semi standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #4	C[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C	2462.3	Standard non polar	33892256
Dopamine 4-sulfate,2TMS,isomer #4	C[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C	3212.8	Standard polar	33892256
Dopamine 4-sulfate,3TMS,isomer #1	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2219.5	Semi standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #1	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2437.2	Standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #1	C[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2750.7	Standard polar	33892256
Dopamine 4-sulfate,3TMS,isomer #2	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O	2378.4	Semi standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #2	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O	2561.6	Standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #2	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O	2836.4	Standard polar	33892256
Dopamine 4-sulfate,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C1O	2362.2	Semi standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C1O	2576.2	Standard non polar	33892256
Dopamine 4-sulfate,3TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C)[Si](C)(C)C)C=C1O	2900.7	Standard polar	33892256
Dopamine 4-sulfate,4TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2405.6	Semi standard non polar	33892256
Dopamine 4-sulfate,4TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2632.5	Standard non polar	33892256
Dopamine 4-sulfate,4TMS,isomer #1	C[Si](C)(C)OC1=CC(CCN([Si](C)(C)C)[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2693.2	Standard polar	33892256
Dopamine 4-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O	2374.1	Semi standard non polar	33892256
Dopamine 4-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN)C=C1O	2332.3	Semi standard non polar	33892256
Dopamine 4-sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O)=C1	2499.2	Semi standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2599.3	Semi standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2789.5	Standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3117.8	Standard polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C1	2745.2	Semi standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C1	2866.8	Standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C1	3074.2	Standard polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C1	2707.8	Semi standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C1	2846.5	Standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C1	3061.7	Standard polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C(C)(C)C	2877.4	Semi standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C(C)(C)C	2926.6	Standard non polar	33892256
Dopamine 4-sulfate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC1=CC=C(OS(=O)(=O)O)C(O)=C1)[Si](C)(C)C(C)(C)C	3209.6	Standard polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2938.7	Semi standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3204.4	Standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2974.9	Standard polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O	3119.6	Semi standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O	3267.5	Standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O	3021.6	Standard polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O	3091.5	Semi standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O	3310.1	Standard non polar	33892256
Dopamine 4-sulfate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O	3041.7	Standard polar	33892256
Dopamine 4-sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3324.8	Semi standard non polar	33892256
Dopamine 4-sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3593.4	Standard non polar	33892256
Dopamine 4-sulfate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2951.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dopamine 4-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9640000000-1b7fc3a7c37ad38d60c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dopamine 4-sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-0089-8190000000-a63f7b3ef089830280b5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dopamine 4-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 - Dopamine 4-sulfate 10V, Positive-QTOF	splash10-0159-0190000000-73289d25e4e81f1b6ed4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 20V, Positive-QTOF	splash10-014r-1950000000-98b6fd0f26a4b893956b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 40V, Positive-QTOF	splash10-0v03-9300000000-b10c4dac22ab4bc8123a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 10V, Negative-QTOF	splash10-001i-0090000000-1438103684ac3976060c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 20V, Negative-QTOF	splash10-0udi-1930000000-4b0cf6044b09ae5876b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 40V, Negative-QTOF	splash10-0f8i-5900000000-9074ff50da31657737a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 10V, Positive-QTOF	splash10-014i-0590000000-cf9c17a3e9b51fe8c080	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 20V, Positive-QTOF	splash10-000i-0900000000-d065fb08daf55d34f65f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 40V, Positive-QTOF	splash10-0159-4900000000-8e934d3d09af5728f722	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 10V, Negative-QTOF	splash10-001i-0090000000-b5c60a607f4b8ffe8309	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 20V, Negative-QTOF	splash10-001j-5190000000-adbc1f8377329fa36b5f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dopamine 4-sulfate 40V, Negative-QTOF	splash10-0002-9000000000-5a053caf9d51b9e89e17	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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	Detected and Quantified	0.0027 +/- 0.0003 uM	Adult (>18 years old)	Both	Normal	4055948	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.025 +/- 0.004 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	4055948	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB023320

KNApSAcK ID

Not Available

Chemspider ID

110461

KEGG Compound ID

C13691

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123932

PDB ID

Not Available

ChEBI ID

34729

Food Biomarker Ontology

Not Available

VMH ID

DOPA4SF

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Lernhardt U; Strobel G; Schell H; Werle E; Weicker H Modified syntheses of dopamine-4-sulfate, epinephrine-3-sulfate, and norepinephrine-3-sulfate: determination of the position of the sulfate group by 1H-NMR spectroscopy. International journal of sports medicine (1988), 9 Suppl 2 S89-92.

Material Safety Data Sheet (MSDS)

Not Available

General References

Itaaho K, Alakurtti S, Yli-Kauhaluoma J, Taskinen J, Coughtrie MW, Kostiainen R: Regioselective sulfonation of dopamine by SULT1A3 in vitro provides a molecular explanation for the preponderance of dopamine-3-O-sulfate in human blood circulation. Biochem Pharmacol. 2007 Aug 1;74(3):504-10. Epub 2007 May 10. [PubMed:17548063 ]

Enzymes

Enzyme Details

1. Sulfotransferase 1A3/1A4

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P50224
Molecular weight:: 34195.96

Showing metabocard for Dopamine 4-sulfate (HMDB0004148)

MOL for HMDB0004148 (Dopamine 4-sulfate)

3D MOL for HMDB0004148 (Dopamine 4-sulfate)

3D SDF for HMDB0004148 (Dopamine 4-sulfate)

3D-SDF for HMDB0004148 (Dopamine 4-sulfate)

PDB for HMDB0004148 (Dopamine 4-sulfate)

3D PDB for HMDB0004148 (Dopamine 4-sulfate)

SMILES for HMDB0004148 (Dopamine 4-sulfate)

INCHI for HMDB0004148 (Dopamine 4-sulfate)

Structure for HMDB0004148 (Dopamine 4-sulfate)

3D Structure for HMDB0004148 (Dopamine 4-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes