Cysteamine bitartrateProduct ingredient for Cysteamine

Name
Cysteamine bitartrate
Drug Entry
Cysteamine

Cystinosis is a rare disease caused by mutations in the CTNS gene that encodes for cystinosin, a protein responsible for transporting cystine out of the cell lysosome. A defect in cystinosin function is followed by cystine accumulation throughout the body, especially the eyes and kidneys.2

Several preparations of cysteamine exist for the treatment of cystinosis manifestations, some in capsule form, and others in ophthalmic solution form.10,12 In particular, cystine deposits on the eye can cause significant discomfort throughout the day and require frequent treatment with eye drops, typically every waking hour.11

On August 25th 2020, the first ophthalmic solution for cystinosis requiring only 4 daily treatments was granted FDA approval.10 Cysteamine eye drops are a practical and effective option for those affected by ocular cystinosis. Marketed by Recordati Rare Diseases Inc., CYSTADROPS® reduce the burden of multiple frequent medications normally administered to those with cystinosis.9

Accession Number
DBSALT000032
Structure
Thumb
Synonyms
Cysteamine bitartrate / Mercamine bitartrate / Mercaptamine bitartrate
External IDs
RP-103
UNII
QO84GZ3TST
CAS Number
27761-19-9
Weight
Average: 227.23
Monoisotopic: 227.046358317
Chemical Formula
C6H13NO6S
InChI Key
NSKJTUFFDRENDM-ZVGUSBNCSA-N
InChI
InChI=1S/C4H6O6.C2H7NS/c5-1(3(7)8)2(6)4(9)10;3-1-2-4/h1-2,5-6H,(H,7,8)(H,9,10);4H,1-3H2/t1-,2-;/m1./s1
IUPAC Name
(2R,3R)-2,3-dihydroxybutanedioic acid; 2-aminoethane-1-thiol
SMILES
NCCS.O[C@H]([C@@H](O)C(O)=O)C(O)=O
PubChem Compound
23111531
ChemSpider
10132394
ChEBI
50386
ChEMBL
CHEMBL2062263
Wikipedia
Cysteamine
Predicted Properties
PropertyValueSource
logP-1.8ChemAxon
pKa (Strongest Acidic)2.72ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity26.21 m3·mol-1ChemAxon
Polarizability11.69 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon