S-oxy-L-cysteine

Identification

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Name
S-oxy-L-cysteine
Accession Number
DB03382  (EXPT01041)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 3-(oxidosulfanyl)-L-alanine
  • cysteine S-oxide
  • cysteine sulfoxide
  • cysteine sulphoxide
  • L-cysteine S-oxide
  • L-cysteine sulfoxide
  • L-cysteine sulphoxide
  • S-oxo-L-cysteine
  • S-oxocysteine
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 137.158
Monoisotopic: 137.014663785
Chemical Formula
C3H7NO3S
InChI Key
BHLMCOCHAVMHLD-REOHCLBHSA-N
InChI
InChI=1S/C3H7NO3S/c4-2(1-8-7)3(5)6/h2,8H,1,4H2,(H,5,6)/t2-/m0/s1
IUPAC Name
(2R)-2-amino-3-sulfinylpropanoic acid
SMILES
[H][C@](N)(CS=O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAspartate 1-decarboxylaseNot AvailableShigella flexneri
UProlyl endopeptidaseNot AvailableHumans
UExopolyphosphataseNot AvailableAquifex aeolicus (strain VF5)
UConserved proteinNot AvailableMycobacterium tuberculosis
UProbable thiol peroxidaseNot AvailableMycobacterium tuberculosis
USuperoxide dismutase [Cu-Zn]Not AvailableHumans
UNADH peroxidaseNot AvailableEnterococcus faecalis (strain ATCC 700802 / V583)
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
PubChem Compound
49866839
PubChem Substance
46509121
ChemSpider
16743742
ChEBI
41630
HET
CSX
PDB Entries
1f8w / 1j0x / 1k83 / 1ozu / 1p1v / 1ppy / 1pqf / 1pqh / 1qfm / 1rfe
show 155 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 Solubility470.0 mg/mLALOGPS
logP-3ALOGPS
logP-4.3ChemAxon
logS0.54ALOGPS
pKa (Strongest Acidic)1.4ChemAxon
pKa (Strongest Basic)8.82ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area80.39 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity27.64 m3·mol-1ChemAxon
Polarizability12.09 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9523
Blood Brain Barrier+0.6698
Caco-2 permeable-0.6945
P-glycoprotein substrateNon-substrate0.8498
P-glycoprotein inhibitor INon-inhibitor0.9524
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9566
CYP450 2C9 substrateNon-substrate0.8711
CYP450 2D6 substrateNon-substrate0.8303
CYP450 3A4 substrateNon-substrate0.759
CYP450 1A2 substrateNon-inhibitor0.9165
CYP450 2C9 inhibitorNon-inhibitor0.9249
CYP450 2D6 inhibitorNon-inhibitor0.9422
CYP450 2C19 inhibitorNon-inhibitor0.9321
CYP450 3A4 inhibitorNon-inhibitor0.8911
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9967
Ames testNon AMES toxic0.6061
CarcinogenicityNon-carcinogens0.7779
BiodegradationReady biodegradable0.746
Rat acute toxicity1.8982 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9777
hERG inhibition (predictor II)Non-inhibitor0.9645
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

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
Amino acids / Sulfinyl compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Alkylthiols / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
L-alpha-amino acid / Amino acid / Alkylthiol / Carboxylic acid / Monocarboxylic acid or derivatives / Sulfinyl compound / Organic nitrogen compound / Hydrocarbon derivative / Organic oxide / Primary amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, L-cysteine derivative (CHEBI:41630)

Targets

Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
Aspartate 1-decarboxylase activity
Specific Function
Catalyzes the pyruvoyl-dependent decarboxylation of aspartate to produce beta-alanine.
Gene Name
panD
Uniprot ID
P0A793
Uniprot Name
Aspartate 1-decarboxylase
Molecular Weight
13833.595 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]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Cleaves peptide bonds on the C-terminal side of prolyl residues within peptides that are up to approximately 30 amino acids long.
Gene Name
PREP
Uniprot ID
P48147
Uniprot Name
Prolyl endopeptidase
Molecular Weight
80698.945 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]
  3. 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
Aquifex aeolicus (strain VF5)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
ppx
Uniprot ID
O67040
Uniprot Name
Exopolyphosphatase
Molecular Weight
35495.815 Da
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Pyridoxamine-phosphate oxidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
O53240
Uniprot Name
Conserved protein
Molecular Weight
18203.56 Da
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Has antioxidant activity. Could remove peroxides or H(2)O(2) (By similarity).
Specific Function
Disulfide oxidoreductase activity
Gene Name
tpx
Uniprot ID
P9WG35
Uniprot Name
Probable thiol peroxidase
Molecular Weight
16895.94 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Destroys radicals which are normally produced within the cells and which are toxic to biological systems.
Gene Name
SOD1
Uniprot ID
P00441
Uniprot Name
Superoxide dismutase [Cu-Zn]
Molecular Weight
15935.685 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
Enterococcus faecalis (strain ATCC 700802 / V583)
Pharmacological action
Unknown
General Function
Nadh peroxidase activity
Specific Function
Peroxidase whose active site is a redox-active cysteine-sulfenic acid.
Gene Name
npr
Uniprot ID
P37062
Uniprot Name
NADH peroxidase
Molecular Weight
49565.17 Da

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:50