(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide hydrochloride

• ChemBase ID: 133356
• Molecular Formular: C18H34Cl2N2O5S
• Molecular Mass: 461.44396
• Monoisotopic Mass: 460.15654856
• SMILES: CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)SC)O)O)O)[C@H](C)Cl.Cl
• Canonical SMILES: CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@@H](Cl)C)C.Cl
• InChI: InChI=1S/C18H33ClN2O5S.ClH/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1
• InChIKey: AUODDLQVRAJAJM-XJQDNNTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide hydrochloride
• IUPAC Traditional name: cleocin T gel hydrochloride
• Synonyms: (7S)-7-Chloro-7-deoxylincomycin hydrochloride; Cleocin; Clindamycin hydrochloride

Database IDs

• CAS Number: 21462-39-5
• EC Number: 244-398-6
• MDL Number: MFCD07793327
• Beilstein Number: 4070786
• PubChem SID: 24892772; 162227633
• PubChem CID: 16051951

CALCULATED PROPERTIES

• Acid pKa: 12.163722
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.0028338
• LogD (pH = 7.4): 0.65432453
• Log P: 1.0377376
• Molar Refractivity: 105.7173 cm^3
• Polarizability: 42.705715 Å^3
• Polar Surface Area: 102.26 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless

Safety Information

• RTECS: GF2275000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (TLC)
• Impurities: ≤2 mol/mol EtOH
• Empirical Formula (Hill Notation): C18H33ClN2O5S · HCl

DETAILS

Sigma Aldrich - C5269

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Analysis Note
Actual content on label
Other Notes
Antibacterial and antiprotozoal antibiotic of the licosamide class.
Application
Clindamycin is used to study bacterial infections, such as group B streptococcal disease, bacterial resistance and plasma protein binding 1,2,3.
Biochem/physiol Actions
Spectrum of Activity: Gram positive cocci and taxoplasma. Especially active against anaerobic bacteria.Mode of Action: Inhibits protein synthesis in bacteria by binding the 50s ribosomal subunit.Clindamycin is a semi-synthetic, lincosamide antibiotic that is prepared from lincomycin. It inhibits bacterial protein synthesis by hydrogen bond interactions with the 23S rRNA component of the 50S ribosomal subunit thus inducing dissociation of the peptidyl-t-RNA complex. Antibacterial and antiprotozoal antibiotic.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 27543

Other Notes
Antibacterial and antiprotozoal antibiotic of the licosamide class.
Review1
Biochem/physiol Actions
Spectrum of Activity: Gram positive cocci and taxoplasma. Especially active against anaerobic bacteria.Mode of Action: Inhibits protein synthesis in bacteria by binding the 50s ribosomal subunit.Clindamycin is a semi-synthetic, lincosamide antibiotic that is prepared from lincomycin. It inhibits bacterial protein synthesis by hydrogen bond interactions with the 23S rRNA component of the 50S ribosomal subunit thus inducing dissociation of the peptidyl-t-RNA complex. Antibacterial and antiprotozoal antibiotic.