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    Also known as: 859-18-7, Lincomycin hcl, Frademicina, Lincomycin (hydrochloride), Mycivin, Lincomycin hydrochloride anhydrous
    Molecular Formula
    C18H35ClN2O6S
    Molecular Weight
    443.0  g/mol
    InChI Key
    POUMFISTNHIPTI-BOMBIWCESA-N
    FDA UNII
    GCW8Y9936L
    Lincomycin Hydrochloride
    An antibiotic produced by Streptomyces lincolnensis var. lincolnensis. It has been used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections.
    1 2D Structure

    Lincomycin Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C18H34N2O6S.ClH/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1
    2.1.3 InChI Key
    POUMFISTNHIPTI-BOMBIWCESA-N
    2.1.4 Canonical SMILES
    CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O.Cl
    2.1.5 Isomeric SMILES
    CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    GCW8Y9936L
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Epilincomycin

    2. Hemihydrate Lincomycin Monohydrochloride

    3. Lincocin

    4. Lincolnensin

    5. Lincomycin

    6. Lincomycin A

    7. Lincomycin Monohydrochloride

    8. Lincomycin Monohydrochloride, (2s-cis)-isomer

    9. Lincomycin Monohydrochloride, (l-threo)-isomer

    10. Lincomycin Monohydrochloride, Hemihydrate

    11. Lincomycin, (2s-cis)-isomer

    12. Lincomycin, (l-threo)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 859-18-7

    2. Lincomycin Hcl

    3. Frademicina

    4. Lincomycin (hydrochloride)

    5. Mycivin

    6. Lincomycin Hydrochloride Anhydrous

    7. Nsc 70731

    8. Lincocin

    9. Gcw8y9936l

    10. Lincomix 20

    11. Pura Ject 100

    12. Ncgc00159326-02

    13. Lincolnensin, Hydrochloride

    14. Dsstox_cid_27780

    15. Dsstox_rid_82556

    16. Dsstox_gsid_47803

    17. (2s,4r)-n-((1r,2r)-2-hydroxy-1-((2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2h-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide Hydrochloride

    18. Lincolnensin Hydrochloride

    19. Antibiotic 124a, Hydrochloride

    20. Lincogap

    21. U 10149a

    22. Lincocin Hydrochloride

    23. Unii-gcw8y9936l

    24. Mfcd00083647

    25. Einecs 212-726-7

    26. Cas-859-18-7

    27. Lincomycin Hcl (lincocin)

    28. Ec 212-726-7

    29. Schembl192964

    30. Chembl1201097

    31. Dtxsid7047803

    32. Hy-b0417a

    33. Lincocin Hydrochloride Monohydrate

    34. Tox21_111575

    35. Akos024375415

    36. Tox21_111575_1

    37. Ccg-220302

    38. Anhydrous Lincomycin Hydrochloride

    39. Lincomycin Hydrochloride [who-dd]

    40. Ncgc00159326-03

    41. As-13720

    42. Lincomycin Hydrochloride, >=90% (tlc)

    43. Lincomycin Hydrochloride, >=95.0% (tlc)

    44. L0166

    45. Lincomycin Hydrochloride Anhdrous [mi]

    46. Lincomycin Hydrochloride For System Suitability

    47. 859l187

    48. A841491

    49. Anhydrous Lincomycin Hydrochloride [mart.]

    50. Q27279041

    51. Lincomycin Hydrochloride, Bioreagent, Suitable For Cell Culture

    52. Lincomycin Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    53. (2s,4r)-n-[(1r,2r)-2-hydroxy-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidic Acid Hydrochloride

    54. (2s-trans)-methyl 6,8-dideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-d-erythro-.alpha.-d-galacto-octopyranoside Hydrochloride

    55. D-erythro-.alpha.-d-galacto-octopyranoside, Methyl 6,8-dideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, Monohydrochloride, (2s-trans)-

    56. D-erythro-.alpha.-d-galacto-octopyranoside, Methyl 6,8-dideoxy-6-[[[(2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, Hydrochloride (1:1)

    57. D-erythro-alpha-d-galacto-octopyranoside, Methyl 6,8-dideoxy-6-((((2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, Monohydrochloride

    58. D-erythro-alpha-d-galacto-octopyranoside, Methyl 6,8-dideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, Monohydrochloride, (2s-trans)-

    59. D-erythro-d-galacto-octopyranoside, Methyl 6,8-dideoxy-6-(1-methyl-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-, Monohydrochloride, Trans-alpha-

    60. Hydron; N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl)propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide; Chloride;(2s,4r)-n-{(1s)-2-hydroxy-1-[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylthio)-tetrahydro-2h-2-pyranyl]propyl}-1-methyl-4-propylpyrrolidine-2-carboxamide Hydrochloride

    61. Methyl (2s-trans)-6,8-dideoxy-6-(((1-methyl-4-propylpyrrolidin-2-yl)carbonyl)amino)-1-thio-d-erythro-alpha-d-galacto-octopyranoside Monohydrochloride

    62. Methyl 6,8-dideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-d-erythro-.alpha.-d-galacto-octopyranoside Monohydrochloride

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 443.0 g/mol
    Molecular Formula C18H35ClN2O6S
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count7
    Exact Mass442.1904357 g/mol
    Monoisotopic Mass442.1904357 g/mol
    Topological Polar Surface Area148 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity499
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameLincocin
    PubMed HealthLincomycin (Oral route, Injection route)
    Drug ClassesAntibiotic, Lincosamide
    Drug LabelLINCOCIN Sterile Solution contains lincomycin hydrochloride which is the monohydrated salt of lincomycin, a substance produced by the growth of a member of the lincolnensis group of Streptomyces lincolnensis (Fam. Streptomycetaceae). The chemical nam...
    Active IngredientLincomycin hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 300mg base/ml
    Market StatusPrescription
    CompanyPharmacia And Upjohn

    2 of 2  
    Drug NameLincocin
    PubMed HealthLincomycin (Oral route, Injection route)
    Drug ClassesAntibiotic, Lincosamide
    Drug LabelLINCOCIN Sterile Solution contains lincomycin hydrochloride which is the monohydrated salt of lincomycin, a substance produced by the growth of a member of the lincolnensis group of Streptomyces lincolnensis (Fam. Streptomycetaceae). The chemical nam...
    Active IngredientLincomycin hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 300mg base/ml
    Market StatusPrescription
    CompanyPharmacia And Upjohn

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    VMF

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    01

    Compamed
    Not Confirmed

    02

    Compamed
    Not Confirmed

    03

    Compamed
    Not Confirmed

    04

    Compamed
    Not Confirmed

    05

    Compamed
    Not Confirmed
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    API Reference Price

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    20-Feb-2021
    18-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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