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7-Epi lincomycin (hydrochloride)

HCID 178786286
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Basic information

CAS
26389-84-4
Standard SMILES
CCC[C@@H]1C[C@@H](C(=O)N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@H](C)O)N(C)C1.Cl
InChIKey
POUMFISTNHIPTI-XJQDNNTCSA-N
Molecular formula
C18H35ClN2O6S
Average molar mass
443 g/mol

Names & identifiers

Preferred name
7-Epi lincomycin (hydrochloride)
IUPAC
(2S,4R)-N-[(1R,2S)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide;hydrochloride
English name
7-Epi LincoMycin Hydrochloride Salt
Molecular formula
C18H35ClN2O6S
Molecular weight
443

Names & synonyms

orb29406117-Epi lincomycin (hydrochloride)26389-84-4TXB-00566HY-W703019Lincomycin EP Imp D7-epi Lincomycin HClFarnesane Impurity 17U 20244E HydrochlorideLincomycin EP Impurity DLincomycin BP Impurity DEpilincoMycin Hydrochloride
Show more names
Lincomycin EP Impurity D HCl(7S)-LincoMycin Hydrochloride7-Epi-Lincomycin (as HCl salt)

Database identifiers

CAS
26389-84-4

Properties

Computed structural properties

Topological polar surface area
148 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
8
Rotatable bonds
7
Heavy atoms
28
Formal charge
0
Complexity
498

Physicochemical properties

Melting point
159 °C · >159°C (dec.)
storage temp.
-20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility
Methanol (Slightly), Water (Slightly)
form
Solid
color
White to Off-White
Stability
Hygroscopic
Major Application
pharmaceutical
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
WGK Germany
3 · WGK 3
Storage Class
11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
WGK 3
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications

UsesAn epimer of Lincomycin (L466200); a 6-amino, 6-deoxy-octopyraninose with strong antibiotic activity. A less potent bactericidal than its (7R)-epimer.

Related reactions

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Compound notes

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