D-Cysteine

Identification

Name
D-Cysteine
Accession Number
DB03201  (EXPT01139)
Type
Small Molecule
Groups
Experimental
Description

A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.

Structure
Thumb
Synonyms
  • (2S)-2-amino-3-mercaptopropanoic acid
  • (2S)-2-amino-3-sulfanylpropanoic acid
  • (S)-2-amino-3-mercaptopropanoic acid
  • D-Amino-3-mercaptopropionic acid
  • D-Cystein
  • D-Zystein
Product Ingredients
IngredientUNIICASInChI Key
D-Cysteine hydrochloride monohydrateNot Available32443-99-5QIJRTFXNRTXDIP-YBBRRFGFSA-N
Categories
Not Available
UNII
IU8WN3PPI2
CAS number
921-01-7
Weight
Average: 121.158
Monoisotopic: 121.019749163
Chemical Formula
C3H7NO2S
InChI Key
XUJNEKJLAYXESH-UWTATZPHSA-N
InChI
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
IUPAC Name
(2S)-2-amino-3-sulfanylpropanoic acid
SMILES
N[C@H](CS)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarboxypeptidase A1Not AvailableHumans
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

Synthesis Reference

Maria-Regina Kula, Matthias Kittelmann, "Method of using N-acetyl-2,3-Didehydroleucine acylase for the preparation of D- or L-tryptophyl glycine, D- or L-tryptophyl-D-methionine or L-tryptophyl-D-cysteine." U.S. Patent US5212069, issued July, 1992.

US5212069
General References
Not Available
External Links
Human Metabolome Database
HMDB0003417
KEGG Compound
C00793
PubChem Compound
92851
PubChem Substance
46505834
ChemSpider
83819
BindingDB
50109584
ChEBI
35236
ChEMBL
CHEMBL171281
HET
DCY
PDB Entries
1c4b / 1czq / 1e9w / 1f57 / 1oln / 1pcg / 1xbh / 2aou / 2jq7 / 2jue
show 50 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 Solubility23.1 mg/mLALOGPS
logP-2.6ALOGPS
logP-2.8ChemAxon
logS-0.72ALOGPS
pKa (Strongest Acidic)2.35ChemAxon
pKa (Strongest Basic)9.05ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity28.22 m3·mol-1ChemAxon
Polarizability11.4 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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)LC-MS/MSsplash10-056r-9300000000-ed3d829a54e4ac06325d
MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)LC-MS/MSsplash10-0a4i-9000000000-224425097c9b1883d266
MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)LC-MS/MSsplash10-0a4i-9000000000-39cb21d5fd8f893ba8fd
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
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as cysteine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Cysteine and derivatives
Alternative Parents
D-alpha-amino acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Alkylthiols / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Cysteine or derivatives / Alpha-amino acid / D-alpha-amino acid / Amino acid / Alkylthiol / Carboxylic acid / Monocarboxylic acid or derivatives / Organic oxygen compound / Primary amine / Organosulfur compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
D-alpha-amino acid, cysteine (CHEBI:16375) / Other amino acids (C00793)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Carboxypeptidase that catalyzes the release of a C-terminal amino acid, but has little or no action with -Asp, -Glu, -Arg, -Lys or -Pro.
Gene Name
CPA1
Uniprot ID
P15085
Uniprot Name
Carboxypeptidase A1
Molecular Weight
47139.86 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]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 08:55