Identification

Generic Name
S-sulphocysteine
DrugBank Accession Number
DB04370
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 201.221
Monoisotopic: 200.976563719
Chemical Formula
C3H7NO5S2
Synonyms
  • Cysteine-S-sulfate
  • Cysteine-S-sulfonate
  • Cysteinyl-S-sulfonate
  • Cysteinyl-S-sulfonic acid
  • L-cysteine S-sulfate
  • S-sulfo-L-cysteine
  • S-sulfocysteine
  • S-sulpho-L-cysteine

Pharmacology

Indication

Not Available

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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

Adverse Effects
Adverseeffects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as s-sulfo-l-cysteines. These are s-conjugated L-cysteine where the S-substituent is specified as a sulfo group.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
S-sulfo-L-cysteines
Alternative Parents
L-alpha-amino acids / S-alkyl thiosulfates / Amino acids / Sulfenyl compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / L-alpha-amino acid / Monocarboxylic acid or derivatives / Organic nitrogen compound
show 11 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
S-substituted L-cysteine, organic thiosulfate (CHEBI:27891)
Affected organisms
Not Available

Chemical Identifiers

UNII
885F2S42LL
CAS number
1637-71-4
InChI Key
NOKPBJYHPHHWAN-REOHCLBHSA-N
InChI
InChI=1S/C3H7NO5S2/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1
IUPAC Name
(2R)-2-amino-3-(sulfosulfanyl)propanoic acid
SMILES
N[C@@H](CSS(O)(=O)=O)C(O)=O

References

Synthesis Reference

Pierre M. Bore, Jean-Claude Arnaud, "Keratin polymer containing S-sulphocysteine residues, process for its preparation and the compositions containing it." U.S. Patent US4948876, issued May, 1981.

US4948876
General References
Not Available
Human Metabolome Database
HMDB0000731
KEGG Compound
C05824
PubChem Compound
115015
PubChem Substance
46505164
ChemSpider
102939
BindingDB
50269414
ChEBI
27891
ChEMBL
CHEMBL457665
ZINC
ZINC000003995568
PDBe Ligand
CSU
PDB Entries
1fb9 / 2h4e / 2hzt / 2oxh / 4f32 / 4jv3 / 4k75 / 4k78 / 4tr1 / 5ft6
show 7 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility53.8 mg/mLALOGPS
logP-2.3ALOGPS
logP-2.3ChemAxon
logS-0.57ALOGPS
pKa (Strongest Acidic)-1.9ChemAxon
pKa (Strongest Basic)8.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area117.69 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity38.64 m3·mol-1ChemAxon
Polarizability16.76 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7228
Blood Brain Barrier+0.8021
Caco-2 permeable-0.6507
P-glycoprotein substrateNon-substrate0.8407
P-glycoprotein inhibitor INon-inhibitor0.961
P-glycoprotein inhibitor IINon-inhibitor0.9974
Renal organic cation transporterNon-inhibitor0.9616
CYP450 2C9 substrateNon-substrate0.8589
CYP450 2D6 substrateNon-substrate0.8165
CYP450 3A4 substrateNon-substrate0.7167
CYP450 1A2 substrateInhibitor0.7407
CYP450 2C9 inhibitorInhibitor0.6894
CYP450 2D6 inhibitorNon-inhibitor0.9266
CYP450 2C19 inhibitorInhibitor0.6533
CYP450 3A4 inhibitorNon-inhibitor0.9547
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9953
Ames testNon AMES toxic0.7246
CarcinogenicityCarcinogens 0.5469
BiodegradationReady biodegradable0.9383
Rat acute toxicity1.8855 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9717
hERG inhibition (predictor II)Non-inhibitor0.946
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
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-00di-0930000000-3a10270996044266f5ff
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-00di-9100000000-d25cccbc09519d08f684
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-00di-9000000000-285ddd2bd242fb3f4f94
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-0udi-0090000000-67fc3cbd5242cf8812eb
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-0080-6920000000-51297f61c1e507e4fc41
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0089-9200000000-a3bb8e3eaa57447953e8
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-001i-9100000000-7709278c846451c0d981
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-001i-9000000000-b8d9d78e8a4cb67d1d55
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-000i-2920000000-0b87083b8f086069245d
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-00di-8910000000-8731b3ae0d4eda8996c3
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-00di-9400000000-54f0f85b487cc83c6b80
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-0abc-9200000000-7c97c65eb8848afdecb2
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-0udi-9500000000-a96d24f9946bb7c1a114
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-00di-0900000000-0f68d3c88020aecea493
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-0a6r-9800000000-6d5b706f037dc2097042
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-00dl-9000000000-41e2dd8cc34b88cf9a22
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-00di-4910000000-371af0521b2bd90215c3
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-008j-7900000000-71cc4905c12f99250ba2
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
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-0090000000-67fc3cbd5242cf8812eb
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0080-6920000000-51297f61c1e507e4fc41
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0089-9200000000-a3bb8e3eaa57447953e8
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-9100000000-d3e8345a4360a7c8b7de
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-9000000000-b8d9d78e8a4cb67d1d55
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-008j-7900000000-71cc4905c12f99250ba2
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000i-2920000000-a83035ef61c648fd9a37
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-8910000000-8731b3ae0d4eda8996c3
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-9400000000-71eeb5da966b7cb488aa
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0abc-9200000000-7c97c65eb8848afdecb2
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0udi-9500000000-a96d24f9946bb7c1a114
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-00di-0900000000-2559970f9a82cda00e28
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-4910000000-371af0521b2bd90215c3
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52