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    Cysteamine Bitartrate

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    2D Structure
    Also known as: 27761-19-9, Cysteamine (bitartrate), Mercamine bitartrate, Chebi:50386, Rp-103, Schembl49513
    Molecular Formula
    C6H13NO6S
    Molecular Weight
    227.24  g/mol
    InChI Key
    NSKJTUFFDRENDM-UHFFFAOYSA-N
    A mercaptoethylamine compound that is endogenously derived from the COENZYME A degradative pathway. The fact that cysteamine is readily transported into LYSOSOMES where it reacts with CYSTINE to form cysteine-cysteamine disulfide and CYSTEINE has led to its use in CYSTINE DEPLETING AGENTS for the treatment of CYSTINOSIS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-aminoethanethiol;2,3-dihydroxybutanedioic acid
    2.1.2 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
    2.1.3 InChI Key
    NSKJTUFFDRENDM-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C(CS)N.C(C(C(=O)O)O)(C(=O)O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 2 Aminoethanethiol

    2. 2-aminoethanethiol

    3. 35s-labeled Cysteamine

    4. Becaptan

    5. Beta Mercaptoethylamine

    6. Beta-mercaptoethylamine

    7. Bitartrate, Cysteamine

    8. Cystagon

    9. Cysteamine

    10. Cysteamine Dihydrochloride

    11. Cysteamine Hydrobromide

    12. Cysteamine Hydrochloride

    13. Cysteamine Maleate (1:1)

    14. Cysteamine Tartrate

    15. Cysteamine Tartrate (1:1)

    16. Cysteamine Tosylate

    17. Cysteamine, 35s Labeled

    18. Cysteamine, 35s-labeled

    19. Cysteinamine

    20. Dihydrochloride, Cysteamine

    21. Hydrobromide, Cysteamine

    22. Hydrochloride, Cysteamine

    23. Mercamine

    24. Mercaptamine

    25. Mercaptoethylamine

    26. Tartrate, Cysteamine

    27. Tosylate, Cysteamine

    2.2.2 Depositor-Supplied Synonyms

    1. 27761-19-9

    2. Cysteamine (bitartrate)

    3. Mercamine Bitartrate

    4. Chebi:50386

    5. Rp-103

    6. Schembl49513

    7. Chembl2062263

    8. Bcp15048

    9. Akos024332936

    10. 2-aminoethanethiol 2,3-dihydroxysuccinate

    11. Db-114321

    12. Ft-0696891

    13. 2-aminoethanethiol;2,3-dihydroxybutanedioic Acid

    14. A900934

    15. Q27122045

    2.2.3 Other Synonyms

    1. Cysteamine (usan)

    2. Mecramine

    2.3 Create Date
    2007-12-05
    3 Chemical and Physical Properties
    Molecular Weight 227.24 g/mol
    Molecular Formula C6H13NO6S
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count4
    Exact Mass227.04635831 g/mol
    Monoisotopic Mass227.04635831 g/mol
    Topological Polar Surface Area142 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity144
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cystine Depleting Agents

    Compounds and drugs that react with CYSTINE and convert it into a compound that can be more easily metabolized or intracellularly transported. Drugs in this class have been used to treat CYSTINOSIS. (See all compounds classified as Cystine Depleting Agents.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Cystine Disulfide Reduction [MoA]; Cystine Depleting Agent [EPC]