Please Wait
Applying Filters...
Menu
$ API Ref.Price (USD/KG) : 37Xls
2D Structure
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

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

2D Structure

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.)