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Showing metabocard for Methyl methanesulfonate (HMDB0254601)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 13:58:46 UTC
Update Date2021-10-01 22:39:25 UTC
HMDB IDHMDB0254601
Secondary Accession NumbersNone
Metabolite Identification
Common NameMethyl methanesulfonate
Descriptionmethyl methanesulfonate, also known as MMS or as-dimethyl sulfite, belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H). Based on a literature review a significant number of articles have been published on methyl methanesulfonate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl methanesulfonate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl methanesulfonate 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 HMDB0254601 (Methyl methanesulfonate)


  Mrv1533004241521592D          

  6  5  0  0  0  0            999 V2000
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
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3D MOL for HMDB0254601 (Methyl methanesulfonate)

HMDB0254601
     RDKit          3D
Methyl methanesulfonate
 12 11  0  0  0  0  0  0  0  0999 V2000
    1.8952   -0.0577    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    0.2719    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    0.6173   -0.2711 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8070   -0.5634   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919    0.6630   -1.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0372    1.9890    0.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    0.8731    0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -0.7532    1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9470   -0.5609   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356   -1.2953   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454   -1.1248    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818   -0.0591   -0.2280 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
  3  5  2  0
  3  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  4 11  1  0
  4 12  1  0
M  END
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3D SDF for HMDB0254601 (Methyl methanesulfonate)


  Mrv1533004241521592D          

  6  5  0  0  0  0            999 V2000
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254601

> <DATABASE_NAME>
hmdb

> <SMILES>
COS(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3

> <INCHI_KEY>
MBABOKRGFJTBAE-UHFFFAOYSA-N

> <FORMULA>
C2H6O3S

> <MOLECULAR_WEIGHT>
110.13

> <EXACT_MASS>
110.003765227

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
9.595048934039378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl methanesulfonate

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-0.5824128463333333

> <ALOGPS_LOGS>
-0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
21.0138

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.72e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl methanesulfonate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0254601 (Methyl methanesulfonate)

HMDB0254601
     RDKit          3D
Methyl methanesulfonate
 12 11  0  0  0  0  0  0  0  0999 V2000
    1.8952   -0.0577    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    0.2719    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    0.6173   -0.2711 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8070   -0.5634   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919    0.6630   -1.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0372    1.9890    0.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193    0.8731    0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -0.7532    1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9470   -0.5609   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356   -1.2953   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454   -1.1248    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818   -0.0591   -0.2280 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
  3  5  2  0
  3  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  4 11  1  0
  4 12  1  0
M  END
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PDB for HMDB0254601 (Methyl methanesulfonate)

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    3  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0254601 (Methyl methanesulfonate)

COMPND    HMDB0254601
HETATM    1  C1  UNL     1       1.895  -0.058   0.448  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.656   0.272   0.896  1.00  0.00           O  
HETATM    3  S1  UNL     1      -0.464   0.617  -0.271  1.00  0.00           S  
HETATM    4  C2  UNL     1      -1.807  -0.563  -0.166  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.092   0.663  -1.653  1.00  0.00           O  
HETATM    6  O3  UNL     1      -1.037   1.989   0.061  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.519   0.873   0.434  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.362  -0.753   1.195  1.00  0.00           H  
HETATM    9  H3  UNL     1       1.947  -0.561  -0.521  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.636  -1.295  -0.994  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.745  -1.125   0.800  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.782  -0.059  -0.228  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3
CONECT    3    4    5    5    6
CONECT    3    6
CONECT    4   10   11   12
END
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SMILES for HMDB0254601 (Methyl methanesulfonate)

COS(C)(=O)=O
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INCHI for HMDB0254601 (Methyl methanesulfonate)

InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
As-dimethyl sulfiteChEBI
CB1540ChEBI
Methanesulfonic acid methyl esterChEBI
Methyl mesylateChEBI
MMSChEBI
As-dimethyl sulphiteGenerator
Methanesulfonate methyl esterGenerator
Methanesulphonate methyl esterGenerator
Methanesulphonic acid methyl esterGenerator
Methyl mesylic acidGenerator
Methyl methanesulfonic acidGenerator
Methyl methanesulphonateGenerator
Methyl methanesulphonic acidGenerator
DimethylsulfonateMeSH
Mesilate, methylMeSH
Mesylate, methylMeSH
Methanesulfonate, methylMeSH
Methyl mesilateMeSH
Methyl methylenesulfonateMeSH
MethylmesilateMeSH
Methylmethane sulfonateMeSH
Chemical FormulaC2H6O3S
Average Molecular Weight110.13
Monoisotopic Molecular Weight110.003765227
IUPAC Namemethyl methanesulfonate
Traditional Namemethyl methanesulfonate
CAS Registry NumberNot Available
SMILES
COS(C)(=O)=O
InChI Identifier
InChI=1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3
InChI KeyMBABOKRGFJTBAE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfonic acids and derivatives
Sub ClassOrganosulfonic acids and derivatives
Direct ParentOrganosulfonic acid esters
Alternative Parents
Substituents
  • Organosulfonic acid ester
  • Sulfonic acid ester
  • Sulfonyl
  • Methanesulfonate
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP-0.48ALOGPS
logP-0.58ChemAxon
logS-0.37ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity21.01 m³·mol⁻¹ChemAxon
Polarizability9.6 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]+127.70830932474
DeepCCS[M-H]-124.90830932474
DeepCCS[M-2H]-161.09130932474
DeepCCS[M+Na]+135.65230932474
AllCCS[M+H]+129.832859911
AllCCS[M+H-H2O]+125.632859911
AllCCS[M+NH4]+133.732859911
AllCCS[M+Na]+134.832859911
AllCCS[M-H]-129.232859911
AllCCS[M+Na-2H]-134.132859911
AllCCS[M+HCOO]-139.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl methanesulfonateCOS(C)(=O)=O1571.7Standard polar33892256
Methyl methanesulfonateCOS(C)(=O)=O773.1Standard non polar33892256
Methyl methanesulfonateCOS(C)(=O)=O913.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl methanesulfonate GC-MS (Non-derivatized) - 70eV, Positivesplash10-01sl-9200000000-e671e27f22fb9aed42962021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl methanesulfonate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 10V, Positive-QTOFsplash10-03di-0900000000-da2f06f88cad4e342f982016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 20V, Positive-QTOFsplash10-03di-5900000000-a5f1969af3e03a1948852016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 40V, Positive-QTOFsplash10-03di-6900000000-353e366667ba868b33c52016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 10V, Negative-QTOFsplash10-0a4i-4900000000-bed5e2f2653aca47c3362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 20V, Negative-QTOFsplash10-004i-9300000000-f9eda8d0557d0d7d67e22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 40V, Negative-QTOFsplash10-004i-9000000000-f2ac25786306204953752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 10V, Positive-QTOFsplash10-0059-9100000000-44690feaaa0264928b842021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 20V, Positive-QTOFsplash10-03fr-9400000000-74c496734a846dc0fad42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 40V, Positive-QTOFsplash10-03di-9000000000-d20b482d01abb3483f502021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 10V, Negative-QTOFsplash10-0a6r-7900000000-d4d55b73ba5147bc61ff2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 20V, Negative-QTOFsplash10-0a6r-7900000000-9b80d8db529ab85f366c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanesulfonate 40V, Negative-QTOFsplash10-056r-9600000000-b9cdeac056a731e058682021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart 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 ID4013
KEGG Compound IDC19181
BioCyc IDCPD-7038
BiGG IDNot Available
Wikipedia LinkMethyl_methanesulfonate
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID25255
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1451341
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 ]

Enzymes

Enzyme Details
1. Structure-specific endonuclease subunit slx1
General function:
Not Available
Specific function:
Catalytic subunit of the slx1-slx4 structure-specific endonuclease that resolves DNA secondary structures generated during DNA repair and recombination. Has endonuclease activity towards branched DNA substrates, introducing single-strand cuts in duplex DNA close to junctions with ss-DNA. Has a preference for stem-loop (SL) and splayed arm Y structures. Introduces a single-strand cut in duplex DNA on the 3' side of a double-strand/single-strand junction with respect to the single-strand moving 3' to 5' away from the junction. Plays a critical role in maintaining the integrity of the ribosomal DNA (rDNA) loci, where it has a role in re-starting stalled replication forks. The complex initiates homologous recombination (HR) events, used to maintain rDNA copy number, in the rDNA repeats that are processed by a mechanism that requires rad22, but not rhp51. It is also required for suppression of methyl methanesulfonate (MMS) and UV-C irradiation hypersensitivity of the structural maintenance of chromosome (SMC) protein mutant, smc6-74, by overexpression of brc1. Has Holliday junction resolvase activity in vitro.
Gene Name:
SLX1
Uniprot ID:
Q9P7M3
Molecular weight:
31701.01