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Showing metabocard for Sulfobetaine (HMDB0258591)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:14:13 UTC
Update Date2021-09-26 23:15:35 UTC
HMDB IDHMDB0258591
Secondary Accession NumbersNone
Metabolite Identification
Common NameSulfobetaine
Description(dimethylsulfonio)acetate, also known as sulfobetaine, belongs to the class of organic compounds known as carboxylic acid salts. These are ionic derivatives of carboxylic acid. Based on a literature review very few articles have been published on (dimethylsulfonio)acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sulfobetaine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sulfobetaine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0258591 (Sulfobetaine)


  Mrv1533004191519512D          

  7  6  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  2   2   1   7  -1
M  END
Download

3D MOL for HMDB0258591 (Sulfobetaine)

HMDB0258591
     RDKit          3D
Sulfobetaine
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.0630    1.5289    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539   -0.0181    0.5602 S   0  0  0  0  0  3  0  0  0  0  0  0
   -1.3488   -1.4110    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -0.1656    0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552    0.0910   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    1.2167   -1.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -0.9295   -1.0075 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.4315    1.5338   -1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    2.3369    0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    1.8029    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7398   -2.3364    0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750   -1.3439   -0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -1.6444    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742   -1.2023    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    0.5411    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
M  CHG  2   2   1   7  -1
M  END
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3D SDF for HMDB0258591 (Sulfobetaine)


  Mrv1533004191519512D          

  7  6  0  0  0  0            999 V2000
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  2   2   1   7  -1
M  END
> <DATABASE_ID>
HMDB0258591

> <DATABASE_NAME>
hmdb

> <SMILES>
C[S+](C)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O2S/c1-7(2)3-4(5)6/h3H2,1-2H3

> <INCHI_KEY>
PSBDWGZCVUAZQS-UHFFFAOYSA-N

> <FORMULA>
C4H8O2S

> <MOLECULAR_WEIGHT>
120.17

> <EXACT_MASS>
120.024500672

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.808506840839769

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(dimethylsulfaniumyl)acetate

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
-0.9105812932092787

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.619229932528343

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
39.4724

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfobetaine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0258591 (Sulfobetaine)

HMDB0258591
     RDKit          3D
Sulfobetaine
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.0630    1.5289    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539   -0.0181    0.5602 S   0  0  0  0  0  3  0  0  0  0  0  0
   -1.3488   -1.4110    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -0.1656    0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552    0.0910   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838    1.2167   -1.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -0.9295   -1.0075 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.4315    1.5338   -1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3214    2.3369    0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    1.8029    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7398   -2.3364    0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750   -1.3439   -0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -1.6444    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742   -1.2023    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    0.5411    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
M  CHG  2   2   1   7  -1
M  END
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PDB for HMDB0258591 (Sulfobetaine)

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       1.540   2.667   0.000  0.00  0.00           S+1
HETATM    3  C   UNK     0      -0.000   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0258591 (Sulfobetaine)

COMPND    HMDB0258591
HETATM    1  C1  UNL     1      -1.063   1.529   0.049  1.00  0.00           C  
HETATM    2  S1  UNL     1      -0.454  -0.018   0.560  1.00  0.00           S1+
HETATM    3  C2  UNL     1      -1.349  -1.411   0.068  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.261  -0.166   0.745  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.055   0.091  -0.452  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.084   1.217  -1.005  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.806  -0.930  -1.007  1.00  0.00           O1-
HETATM    8  H1  UNL     1      -1.432   1.534  -1.001  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.321   2.337   0.219  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.932   1.803   0.695  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.740  -2.336   0.095  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.775  -1.344  -0.973  1.00  0.00           H  
HETATM   13  H6  UNL     1      -2.240  -1.644   0.719  1.00  0.00           H  
HETATM   14  H7  UNL     1       1.474  -1.202   1.135  1.00  0.00           H  
HETATM   15  H8  UNL     1       1.625   0.541   1.552  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4
CONECT    3   11   12   13
CONECT    4    5   14   15
CONECT    5    6    6    7
END
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SMILES for HMDB0258591 (Sulfobetaine)

C[S+](C)CC([O-])=O
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INCHI for HMDB0258591 (Sulfobetaine)

InChI=1S/C4H8O2S/c1-7(2)3-4(5)6/h3H2,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
DimethylsulfonioacetateChEBI
SulfobetaineChEBI
Dimethylsulfonioacetic acidGenerator
DimethylsulphonioacetateGenerator
Dimethylsulphonioacetic acidGenerator
SulphobetaineGenerator
(Dimethylsulfonio)acetic acidGenerator
(Dimethylsulphonio)acetateGenerator
(Dimethylsulphonio)acetic acidGenerator
2-DimethylsulfonioacetateMeSH
Chemical FormulaC4H8O2S
Average Molecular Weight120.17
Monoisotopic Molecular Weight120.024500672
IUPAC Name2-(dimethylsulfaniumyl)acetate
Traditional Namesulfobetaine
CAS Registry NumberNot Available
SMILES
C[S+](C)CC([O-])=O
InChI Identifier
InChI=1S/C4H8O2S/c1-7(2)3-4(5)6/h3H2,1-2H3
InChI KeyPSBDWGZCVUAZQS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid salts. These are ionic derivatives of carboxylic acid.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid salts
Alternative Parents
Substituents
  • Carboxylic acid salt
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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
logP1.31ALOGPS
logP-0.91ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)2.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.47 m³·mol⁻¹ChemAxon
Polarizability11.81 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
DeepCCS[M+H]+131.84830932474
DeepCCS[M-H]-128.93130932474
DeepCCS[M-2H]-165.66830932474
DeepCCS[M+Na]+140.32830932474
AllCCS[M+H]+122.432859911
AllCCS[M+H-H2O]+118.432859911
AllCCS[M+NH4]+126.132859911
AllCCS[M+Na]+127.232859911
AllCCS[M-H]-132.232859911
AllCCS[M+Na-2H]-136.032859911
AllCCS[M+HCOO]-140.232859911

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, 2022.3.08 minutes32390414
Predicted by Siyang on May 30, 20229.0013 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.65 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid910.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid337.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid86.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid228.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid61.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid235.2 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 Acid264.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)757.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid615.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid53.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid971.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid220.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid202.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate706.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA468.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water217.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SulfobetaineC[S+](C)CC([O-])=O1294.2Standard polar33892256
SulfobetaineC[S+](C)CC([O-])=O815.3Standard non polar33892256
SulfobetaineC[S+](C)CC([O-])=O836.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sulfobetaine GC-MS (Non-derivatized) - 70eV, Positivesplash10-08ou-9300000000-9056dcfac9ba33fe987f2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sulfobetaine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID141257
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID16471
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]