L-methionine (S)-S-oxide

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Name
L-methionine (S)-S-oxide
Accession Number
DB02467  (EXPT02173)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 165.211
Monoisotopic: 165.045963913
Chemical Formula
C5H11NO3S
InChI Key
QEFRNWWLZKMPFJ-MFXDVPHUSA-N
InChI
InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10-/m0/s1
IUPAC Name
(2S)-2-azaniumyl-4-[(S)-methanesulfinyl]butanoate
SMILES
[H]C([H])([H])[S@](=O)C([H])([H])C([H])([H])[C@@]([H])(C([O-])=O)[N+]([H])([H])[H]

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPossible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)Not AvailableMycobacterium tuberculosis
URas-related protein Rab-5ANot AvailableHumans
UCellulase BNot AvailableStreptomyces lividans
UAmicyaninNot AvailableParacoccus denitrificans
UAminopeptidase SNot AvailableStreptomyces griseus
UThymidylate synthaseNot AvailableEscherichia coli (strain K12)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C15999
PubChem Compound
10909908
PubChem Substance
46508428
ChemSpider
9085165
ChEBI
49031
HET
MHO
PDB Entries
1ek0 / 1f4g / 1nlr / 1sf5 / 1st2 / 1up0 / 1up2 / 1xjo / 2a9e / 2idt
show 32 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility54.0 mg/mLALOGPS
logP-2.4ALOGPS
logP-4.6ChemAxon
logS-0.49ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)9.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area84.84 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity61.47 m3·mol-1ChemAxon
Polarizability16.12 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-e7bc579a824be638d903
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uk9-1900000000-ebae7e61304a209031d5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0kdr-9200000000-9fc62c104f3aadaf5757
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-6900000000-aa5b1f46132bedab582c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9000000000-4d3484be45dac57dd1f0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9000000000-48732057ccfafc8108fc

Taxonomy

Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Thia fatty acids / Sulfoxides / Amino acids / Sulfinyl compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
L-alpha-amino acid / Thia fatty acid / Fatty acid / Fatty acyl / Sulfoxide / Amino acid / Carboxylic acid / Monocarboxylic acid or derivatives / Sulfinyl compound / Carbonyl group
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
L-methionine S-oxide (CHEBI:49031)

Targets

Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Cellulase activity
Specific Function
Not Available
Gene Name
celA1
Uniprot ID
Q79G13
Uniprot Name
Possible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)
Molecular Weight
39973.515 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Gtpase activity
Specific Function
The small GTPases Rab are key regulators of intracellular membrane trafficking, from the formation of transport vesicles to their fusion with membranes. Rabs cycle between an inactive GDP-bound for...
Gene Name
RAB5A
Uniprot ID
P20339
Uniprot Name
Ras-related protein Rab-5A
Molecular Weight
23658.5 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Streptomyces lividans
Pharmacological action
Unknown
General Function
Polysaccharide binding
Specific Function
Not Available
Gene Name
celB
Uniprot ID
Q54331
Uniprot Name
Cellulase B
Molecular Weight
39239.03 Da
Kind
Protein
Organism
Paracoccus denitrificans
Pharmacological action
Unknown
General Function
Electron carrier activity
Specific Function
Primary acceptor of electrons from methylamine dehydrogenase. Passes those electrons on either a soluble cytochrome c or to pseudoazurin.
Gene Name
mauC
Uniprot ID
P22364
Uniprot Name
Amicyanin
Molecular Weight
13983.11 Da
Kind
Protein
Organism
Streptomyces griseus
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
An exopeptidase specific for larger hydrophobic amino acids (especially leucine), no cleavage occurs if the next residue is proline (PubMed:8444149).
Gene Name
Not Available
Uniprot ID
P80561
Uniprot Name
Aminopeptidase S
Molecular Weight
45939.31 Da
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
Gene Name
thyA
Uniprot ID
P0A884
Uniprot Name
Thymidylate synthase
Molecular Weight
30479.475 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:35