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Showing metabocard for Ethyl hydrogen sulfate (HMDB0031233)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:41:45 UTC
Update Date2023-02-21 17:20:09 UTC
HMDB IDHMDB0031233
Secondary Accession Numbers
  • HMDB31233
Metabolite Identification
Common NameEthyl hydrogen sulfate
DescriptionEthyl hydrogen sulfate, also known as ethyl sulfate or ethylsulfuric acid, belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group). Based on a literature review a significant number of articles have been published on Ethyl hydrogen sulfate.
Structure
Data?1677000009
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031233 (Ethyl hydrogen sulfate)


  Mrv0541 05061305492D          

  7  6  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
M  END
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3D MOL for HMDB0031233 (Ethyl hydrogen sulfate)

HMDB0031233
     RDKit          3D
Ethyl hydrogen sulfate
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.0469    0.1196   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632    0.2447    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457    0.1032   -0.8899 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7144   -0.5278   -0.4114 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.5088   -1.6348    0.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303   -1.1519   -1.6453 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    0.6380    0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    0.5667    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2441   -0.9675   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585    0.5313   -1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -0.5289    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083    1.2666    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638    1.3409    0.6673 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
  4  6  2  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  7 13  1  0
M  END
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3D SDF for HMDB0031233 (Ethyl hydrogen sulfate)


  Mrv0541 05061305492D          

  7  6  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031233

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H6O4S/c1-2-6-7(3,4)5/h2H2,1H3,(H,3,4,5)

> <INCHI_KEY>
KIWBPDUYBMNFTB-UHFFFAOYSA-N

> <FORMULA>
C2H6O4S

> <MOLECULAR_WEIGHT>
126.132

> <EXACT_MASS>
125.99867937

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
10.535613139100487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethoxysulfonic acid

> <ALOGPS_LOGP>
-1.64

> <JCHEM_LOGP>
-0.10678334600000007

> <ALOGPS_LOGS>
-0.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0821540384502244

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
23.0017

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0031233 (Ethyl hydrogen sulfate)

HMDB0031233
     RDKit          3D
Ethyl hydrogen sulfate
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.0469    0.1196   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632    0.2447    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457    0.1032   -0.8899 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7144   -0.5278   -0.4114 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.5088   -1.6348    0.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303   -1.1519   -1.6453 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    0.6380    0.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    0.5667    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2441   -0.9675   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585    0.5313   -1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -0.5289    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083    1.2666    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638    1.3409    0.6673 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
  4  6  2  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  7 13  1  0
M  END
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PDB for HMDB0031233 (Ethyl hydrogen sulfate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.540   0.000   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    6                                                       
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    7                                                            
CONECT    6    2    7                                                       
CONECT    7    3    4    5    6                                             
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0031233 (Ethyl hydrogen sulfate)

COMPND    HMDB0031233
HETATM    1  C1  UNL     1      -2.047   0.120  -0.489  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.663   0.245   0.137  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.246   0.103  -0.890  1.00  0.00           O  
HETATM    4  S1  UNL     1       1.714  -0.528  -0.411  1.00  0.00           S  
HETATM    5  O2  UNL     1       1.509  -1.635   0.568  1.00  0.00           O  
HETATM    6  O3  UNL     1       2.330  -1.152  -1.645  1.00  0.00           O  
HETATM    7  O4  UNL     1       2.781   0.638   0.126  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.835   0.567   0.137  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.244  -0.968  -0.560  1.00  0.00           H  
HETATM   10  H3  UNL     1      -2.059   0.531  -1.522  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.587  -0.529   0.914  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.508   1.267   0.562  1.00  0.00           H  
HETATM   13  H6  UNL     1       2.364   1.341   0.667  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4
CONECT    4    5    5    6    6
CONECT    4    7
CONECT    7   13
END
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SMILES for HMDB0031233 (Ethyl hydrogen sulfate)

CCOS(O)(=O)=O
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INCHI for HMDB0031233 (Ethyl hydrogen sulfate)

InChI=1S/C2H6O4S/c1-2-6-7(3,4)5/h2H2,1H3,(H,3,4,5)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Ethyl hydrogen sulfuric acidGenerator
Ethyl hydrogen sulphateGenerator
Ethyl hydrogen sulphuric acidGenerator
Ethyl sulfateHMDB
Ethyl sulphateHMDB
Ethylsulfuric acidHMDB
Ethylsulphuric acidHMDB
Monoethyl sulfateHMDB
Monoethyl sulfate, 9ciHMDB
Monoethyl sulphateHMDB
Monoethyl sulphate, 9ciHMDB
Sulfethylic acidHMDB
Sulfovinic acidHMDB
Sulfuric acid, monoethyl esterHMDB
EthoxysulfonateHMDB
EthoxysulphonateHMDB
Ethoxysulphonic acidHMDB
Chemical FormulaC2H6O4S
Average Molecular Weight126.132
Monoisotopic Molecular Weight125.99867937
IUPAC Nameethoxysulfonic acid
Traditional Nameethyl sulfate
CAS Registry Number540-82-9
SMILES
CCOS(O)(=O)=O
InChI Identifier
InChI=1S/C2H6O4S/c1-2-6-7(3,4)5/h2H2,1H3,(H,3,4,5)
InChI KeyKIWBPDUYBMNFTB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassSulfuric acid esters
Direct ParentSulfuric acid monoesters
Alternative Parents
Substituents
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility31.5 g/LALOGPS
logP-1.6ALOGPS
logP-0.11ChemAxon
logS-0.6ALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23 m³·mol⁻¹ChemAxon
Polarizability10.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+124.35631661259
DarkChem[M-H]-117.0731661259
DeepCCS[M+H]+133.54230932474
DeepCCS[M-H]-130.7430932474
DeepCCS[M-2H]-167.01530932474
DeepCCS[M+Na]+141.76730932474
AllCCS[M+H]+131.032859911
AllCCS[M+H-H2O]+126.832859911
AllCCS[M+NH4]+134.932859911
AllCCS[M+Na]+136.132859911
AllCCS[M-H]-127.632859911
AllCCS[M+Na-2H]-131.632859911
AllCCS[M+HCOO]-136.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.2.82 minutes32390414
Predicted by Siyang on May 30, 202210.6046 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.5 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid112.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1134.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid391.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid98.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid264.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid73.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid328.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid397.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)245.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid732.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid181.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1017.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid232.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid305.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate669.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA317.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water265.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl hydrogen sulfateCCOS(O)(=O)=O1747.1Standard polar33892256
Ethyl hydrogen sulfateCCOS(O)(=O)=O927.7Standard non polar33892256
Ethyl hydrogen sulfateCCOS(O)(=O)=O1038.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl hydrogen sulfate,1TMS,isomer #1CCOS(=O)(=O)O[Si](C)(C)C1141.8Semi standard non polar33892256
Ethyl hydrogen sulfate,1TMS,isomer #1CCOS(=O)(=O)O[Si](C)(C)C1053.5Standard non polar33892256
Ethyl hydrogen sulfate,1TBDMS,isomer #1CCOS(=O)(=O)O[Si](C)(C)C(C)(C)C1399.0Semi standard non polar33892256
Ethyl hydrogen sulfate,1TBDMS,isomer #1CCOS(=O)(=O)O[Si](C)(C)C(C)(C)C1352.3Standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003258
KNApSAcK IDNot Available
Chemspider ID5782
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6004
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .