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845504-52-1

845504-52-1 structural image
Product Name: RIFAMPICIN
Formula: C43H58N4O12
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CHEMICAL AND PHYSICAL PROPERTIES

Color/Form Red to orange platelets from acetone
Odor ODORLESS
Melting Point Decomposes 183-188 °C
Solubility Freely sol in methyl chloride, dimethyl sulfoxide; sol in tetrahydrofuran; slightly sol in water (pH less than 6), acetone, carbon tetrachloride
Vapor Pressure 3.1X10-34 mm Hg at 25 °C /Estimated/
LogP log Kow = 4.24 /Estimated/
Henry's Law Constant Henry's Law constant = 2.7X10-42 atm-cu m/mol at 25 °C /Estimated/
Stability/Shelf Life Very stable in dimethyl sulfoxide; rather stable in water.
Dissociation Constants Zwitterion with pKa 1.7 related to the 4-hydroxy and pKa 7.9 related to the 3-piperazine nitrogen
Other Experimental Properties Very stable in DMSO; rather stable in water.

COMPUTED DESCRIPTORS

Molecular Weight 822.9 g/mol
XLogP3 4.9
Hydrogen Bond Donor Count 6
Hydrogen Bond Acceptor Count 15
Rotatable Bond Count 5
Exact Mass 822.40512330 g/mol
Monoisotopic Mass 822.40512330 g/mol
Topological Polar Surface Area 220 Ų
Heavy Atom Count 59
Formal Charge 0
Complexity 1620
Isotope Atom Count 0
Defined Atom Stereocenter Count 9
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 4
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)