Showing metabocard for Mesna (BMDB0003745)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:05:58 UTC
Update Date2020-04-22 15:12:42 UTC
BMDB IDBMDB0003745
Secondary Accession Numbers
  • BMDB03745
Metabolite Identification
Common NameMesna
DescriptionCoenzyme M, also known as CoM or coenzima m, belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom). Coenzyme M exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on Coenzyme M.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-THIOETHANEsulfonIC ACIDChEBI
2-MercaptoethanesulfonateChEBI
2-Mercaptoethanesulfonic acidChEBI
2-Mercaptoethanesulphonic acidChEBI
2-MercaptoethylsulfonateChEBI
2-SulfanylethylsulfonateChEBI
beta-Mercaptoethanesulfonic acidChEBI
Coenzima mChEBI
Coenzym mChEBI
CoMChEBI
HS-CoMChEBI
MesnaChEBI
Reduced coenzyme mChEBI
Reduced comChEBI
1-THIOETHANEsulfonateGenerator
1-THIOETHANEsulphonateGenerator
1-THIOETHANEsulphonic acidGenerator
2-MercaptoethanesulphonateGenerator
2-Mercaptoethylsulfonic acidGenerator
2-MercaptoethylsulphonateGenerator
2-Mercaptoethylsulphonic acidGenerator
2-Sulfanylethylsulfonic acidGenerator
2-SulphanylethylsulphonateGenerator
2-Sulphanylethylsulphonic acidGenerator
b-MercaptoethanesulfonateGenerator
b-Mercaptoethanesulfonic acidGenerator
b-MercaptoethanesulphonateGenerator
b-Mercaptoethanesulphonic acidGenerator
beta-MercaptoethanesulfonateGenerator
beta-MercaptoethanesulphonateGenerator
beta-Mercaptoethanesulphonic acidGenerator
Β-mercaptoethanesulfonateGenerator
Β-mercaptoethanesulfonic acidGenerator
Β-mercaptoethanesulphonateGenerator
Β-mercaptoethanesulphonic acidGenerator
Coenzyme mHMDB
2 MercaptoethanesulfonateMeSH, HMDB
ASTA D 7093MeSH, HMDB
Kendrick brand OF mesnaMeSH, HMDB
MistabronMeSH, HMDB
MistabroncoMeSH, HMDB
Sodium 2-mercaptoethanesulphonateMeSH, HMDB
UCB brand OF mesnaMeSH, HMDB
Cell pharm brand OF mesnaMeSH, HMDB
ASTA-D 7093MeSH, HMDB
ASTAD 7093MeSH, HMDB
Bristol myers squibb brand OF mesnaMeSH, HMDB
MESNA-cellMeSH, HMDB
MucofluidMeSH, HMDB
Sanfer brand OF mesnaMeSH, HMDB
ZikenMeSH, HMDB
2-Mercaptoethanesulphonate, sodiumMeSH, HMDB
ASTA medica brand OF mesnaMeSH, HMDB
Mesna kendrick brandMeSH, HMDB
Mesna sanfer brandMeSH, HMDB
MesnexMeSH, HMDB
MesnumMeSH, HMDB
MitexanMeSH, HMDB
Bristol-myers squibb brand OF mesnaMeSH, HMDB
MESNA cellMeSH, HMDB
UromitexanMeSH, HMDB
Chemical FormulaC2H6O3S2
Average Molecular Weight142.197
Monoisotopic Molecular Weight141.975835438
IUPAC Name2-sulfanylethane-1-sulfonic acid
Traditional NameHS-CoM
CAS Registry Number3375-50-6
SMILES
OS(=O)(=O)CCS
InChI Identifier
InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5)
InChI KeyZNEWHQLOPFWXOF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfonic acids and derivatives
Sub ClassOrganosulfonic acids and derivatives
Direct ParentOrganosulfonic acids
Alternative Parents
Substituents
  • Alkanesulfonic acid
  • Sulfonyl
  • Organosulfonic acid
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.5ALOGPS
logP-0.4ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)-1.2ChemAxon
pKa (Strongest Basic)-9.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity29.13 m³·mol⁻¹ChemAxon
Polarizability12.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0003745
DrugBank IDDB09110
Phenol Explorer Compound IDNot Available
FooDB IDFDB023220
KNApSAcK IDC00000761
Chemspider ID578
KEGG Compound IDC03576
BioCyc IDCoM
BiGG IDNot Available
Wikipedia LinkCoenzyme M
METLIN IDNot Available
PubChem Compound598
PDB IDNot Available
ChEBI ID17905
References
Synthesis ReferenceJary, Jiri; Dolezal, Stanislav; Grossmann, Vojtech; Benes, Milan. Method of 2-mercaptoethanesulfonic acid production. Czech. (1988), 4 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available