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Chemistry

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Also known as: Clindamycin palmitate hcl, 25507-04-4, Cleocin pediatric, Clindamycin 2-palmitate hydrochloride, Vn9a8jm7m7, U-25,179 e
Molecular Formula
C34H64Cl2N2O6S
Molecular Weight
699.9  g/mol
InChI Key
GTNDZRUWKHDICY-DJHAJVGHSA-N
FDA UNII
VN9A8JM7M7

Clindamycin Palmitate
Clindamycin Palmitate Hydrochloride is the palmitate hydrochloride form of clindamycin, a semi-synthetic, chlorinated broad spectrum antibiotic produced by chemical modification of lincomycin. Clindamycin palmitate hydrochloride is used for oral suspension.
1 2D Structure

Clindamycin Palmitate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2R,3R,4S,5R,6R)-6-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] hexadecanoate;hydrochloride
2.1.2 InChI
InChI=1S/C34H63ClN2O6S.ClH/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-21-27(38)42-32-30(40)29(39)31(43-34(32)44-5)28(24(3)35)36-33(41)26-22-25(20-7-2)23-37(26)4;/h24-26,28-32,34,39-40H,6-23H2,1-5H3,(H,36,41);1H/t24-,25+,26-,28+,29+,30-,31+,32+,34+;/m0./s1
2.1.3 InChI Key
GTNDZRUWKHDICY-DJHAJVGHSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCC(=O)OC1C(C(C(OC1SC)C(C(C)Cl)NC(=O)C2CC(CN2C)CCC)O)O.Cl
2.1.5 Isomeric SMILES
CCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1SC)[C@@H]([C@H](C)Cl)NC(=O)[C@@H]2C[C@H](CN2C)CCC)O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
VN9A8JM7M7
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-chloro-7-deoxylincomycin Palmitate

2. 7-chlorolincomycin Palmitate

3. Cleocin Palmitate

4. Clindamycin Palmitate

2.3.2 Depositor-Supplied Synonyms

1. Clindamycin Palmitate Hcl

2. 25507-04-4

3. Cleocin Pediatric

4. Clindamycin 2-palmitate Hydrochloride

5. Vn9a8jm7m7

6. U-25,179 E

7. 25507-04-4 (palmitate Hcl)

8. Nsc-759141

9. U-25179e

10. U-25179-e

11. Clindamycin Palmitate (hydrochloride)

12. (2r,3r,4s,5r,6r)-6-((1s,2s)-2-chloro-1-((2s,4r)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2h-pyran-3-yl Palmitate

13. (2r,3r,4s,5r,6r)-6-((1s,2s)-2-chloro-1-((2s,4r)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2h-pyran-3-yl Palmitate Hydrochloride

14. [(2r,3r,4s,5r,6r)-6-[(1s,2s)-2-chloro-1-[[(2s,4r)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] Hexadecanoate;hydrochloride

15. Unii-vn9a8jm7m7

16. Ncgc00185773-02

17. U 25179e

18. Cleocin Pediatric (tn)

19. Dsstox_cid_28660

20. Dsstox_rid_82930

21. Dsstox_gsid_48734

22. Schembl41416

23. Clindamycin Palmitate Hydrochloride [usan:usp:jan]

24. Chembl1200632

25. Dtxsid3048734

26. Niosh/gf2450000

27. Chebi:34647

28. Hy-b1454

29. Tox21_113175

30. Mfcd09752824

31. Akos030242182

32. Ccg-270385

33. Nsc 759141

34. As-58470

35. Clindamycin-2-palmitate, Monohydrochloride

36. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-alpha-d-galacto-octopyranoside 2-palmitate Monohydrochloride

37. Cas-25507-04-4

38. Cs-0013162

39. Gf24500000

40. Clindamycin Palmitate Hydrochloride (jan/usp)

41. D01990

42. F20748

43. Clindamycin Palmitate Hydrochloride [jan]

44. Clindamycin Palmitate Hydrochloride [mart.]

45. Clindamycin Palmitate Hydrochloride [usan]

46. Clindamycin Palmitate Hydrochloride [vandf]

47. Clindamycin Palmitate Hydrochloride [usp-rs]

48. Clindamycin Palmitate Hydrochloride [who-dd]

49. J-016026

50. Q27291919

51. Clindamycin Palmitate Hydrochloride [orange Book]

52. Clindamycin Palmitate Hydrochloride [usp Monograph]

53. L-threo-.alpha.-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-2-hexadecanoate, Monohydrochloride, (2s-trans)-

54. L-threo-alpha-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-2-hexadecanoate, Monohydrochloride, (2s-trans)-

55. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-.alpha.-d-galacto-octopyranoside 2-palmitate Monohydrochloride

2.4 Create Date
2007-05-07
3 Chemical and Physical Properties
Molecular Weight 699.9 g/mol
Molecular Formula C34H64Cl2N2O6S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count23
Exact Mass698.3862143 g/mol
Monoisotopic Mass698.3862143 g/mol
Topological Polar Surface Area134 Ų
Heavy Atom Count45
Formal Charge0
Complexity810
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 NameClindamycin palmitate hydrochloride
Drug LabelClindamycin palmitate hydrochloride is a water soluble hydrochloride salt of the ester of clindamycin and palmitic acid. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compoun...
Active IngredientClindamycin palmitate hydrochloride
Dosage FormFor solution
RouteOral
Strengtheq 75mg base/5ml
Market StatusPrescription
CompanyLyne; Amneal Pharms; Paddock Labs; Aurobindo Pharma

2 of 2  
Drug NameClindamycin palmitate hydrochloride
Drug LabelClindamycin palmitate hydrochloride is a water soluble hydrochloride salt of the ester of clindamycin and palmitic acid. Clindamycin is a semisynthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent compoun...
Active IngredientClindamycin palmitate hydrochloride
Dosage FormFor solution
RouteOral
Strengtheq 75mg base/5ml
Market StatusPrescription
CompanyLyne; Amneal Pharms; Paddock Labs; Aurobindo Pharma

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Lincosamide Antibacterial [EPC]; Lincosamides [CS]; Neuromuscular Blockade [PE]; Decreased Sebaceous Gland Activity [PE]

API Reference Price

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14-Jul-2023
19-Sep-2023
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