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Cysteine-S-sulfate (PC000401)

Record Information
Version1.0
Creation date2015-10-09 22:30:27 UTC
Update date2017-01-19 02:36:22 UTC
FoodComEx IDPC000401
FoodDB RecordFDB022209
Chemical Information
NameCysteine-S-sulfate
DescriptionCysteine-S-sulfate (SSC) is produced by reaction of inorganic sulfite and cystine by a yet unknown pathway and is a very potent NMDA-receptor agonist. Electrophysiological studies have shown that SSC displays depolarizing properties similar to glutamate. Patients affected with either Molybdenum cofactor deficiency (MOCOD, an autosomal recessive disease that leads to a combined deficiency of the enzymes sulphite oxidase, an enzyme that catalyzes the conversion of sulfite to inorganic sulfate, xanthine dehydrogenase and aldehyde oxidase) or isolated sulphite oxidase deficiency (ISOD, an extremely rare autosomal recessive disorder with identical clinical manifestations to MOCOD) excrete elevated levels of SSC. This rare disorder is associated with brain damage (seizures, spastic quadriplegia, and cerebral atrophy), mental retardation, dislocated ocular lenses, blindness, and excretion in the urine of abnormally large amounts of SSC, sulfite, and thiosulfate but no inorganic sulfate. (PMID: 17764028, 15558695) [HMDB]. Cysteine-S-sulfate is found in many foods, some of which are pistachio, lime, sweet orange, and elderberry.
CAS Number1637-71-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Alaninethiosulfuric acidhmdb
Cysteine-S-sulfatehmdb
Cysteine-S-sulfonatehmdb
Cysteine-S-sulfonic acidGenerator
Cysteine-S-sulfuric acidGenerator
Cysteine-S-sulphateGenerator
Cysteine-S-sulphonateGenerator
Cysteine-S-sulphonic acidGenerator
Cysteine-S-sulphuric acidGenerator
Cysteinyl-s-sulfonatehmdb
Cysteinyl-S-sulfonic acidhmdb
Cysteinyl-S-sulphonateGenerator
Cysteinyl-S-sulphonic acidGenerator
L-Cysteine hydrogen sulfateChEBI
L-Cysteine hydrogen sulfate (ester)hmdb
L-Cysteine hydrogen sulfuric acidGenerator
L-Cysteine hydrogen sulphateGenerator
L-Cysteine hydrogen sulphate (ester)HMDB
L-Cysteine hydrogen sulphuric acidGenerator
L-Cysteine S-sulfatehmdb
L-Cysteine S-sulfuric acidGenerator
L-Cysteine S-sulphateGenerator
L-Cysteine S-sulphuric acidGenerator
L-Cysteine-S-sulfonatehmdb
L-Cysteinesulfonic acidhmdb
S-Cysteinesulfonic acidhmdb
S-sulfo-l-cysteinehmdb
S-sulfocysteinehmdb
S-SulphO-L-cysteineChEBI
S-Sulphocysteinehmdb
Chemical FormulaC3H7NO5S2
IUPAC name(2R)-2-amino-3-(sulfosulfanyl)propanoic acid
InChI IdentifierInChI=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
InChI KeyNOKPBJYHPHHWAN-REOHCLBHSA-N
Isomeric SMILESN[C@@H](CSS(O)(=O)=O)C(O)=O
Average Molecular Weight201.221
Monoisotopic Molecular Weight200.976563719
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentS-sulfo-L-cysteines
Alternative Parents
Substituents
  • S-sulfo-l-cysteine
  • Alpha-amino acid
  • L-alpha-amino acid
  • S-alkyl thiosulfate
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Sulfenyl compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 5 mg
Delivery TimeNot Available
Storage FormNot Available
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available