Key Documents

Rifamycin SV sodium salt

Name: Rifamycin SV sodium salt
Brand: SIGMA

potency: ≥ 900 IU/mg (anhydrous basis)

Synonym(s):

2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl- 21-acetate monosodium salt, Rifamycin SV monosodium salt

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About This Item

Empirical Formula (Hill Notation):

C₃₇H₄₆NNaO₁₂

CAS Number:

14897-39-3

Molecular Weight:

719.75

PubChem Substance ID:

329824038

UNSPSC Code:

51283601

NACRES:

NA.76

EC Number:

238-965-7

eCl@ss:

32160703

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Properties

form

powder

Quality Segment

200

potency

≥ 900 IU/mg (anhydrous basis)

solubility

ethanol: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

mode of action

protein synthesis | interferes

SMILES string

[Na+].CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)cc([O-])c4c3C2=O

InChI

1S/C37H47NO12.Na/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41;/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46);/q;+1/p-1/b11-10+,14-13+,17-12-;/t16-,18+,19+,20+,25-,29-,30+,33+,37-;/m0./s1

InChI key

YVOFSHPIJOYKSH-NLYBMVFSSA-M

Description

General description

Chemical structure: macrolide

Application

Rifamycin SV is a broad-spectrum semisynthetic antimicrobial agent of the rifamycin group. It is used to study potential genes, such as rif15 and rif16, which may be involved in the conversion of rifamycin SV into rifamycin B.

Biochem/physiol Actions

Rifamycin SV inhibits selective (E. coli, B. subtilis) bacterial DNA-dependent RNA polymerase by binding to the polymerase β-subunit, a mechanism similar to rifabutin. It acts as a selective cytochrome P450 3A4 inducer. It is active against Gram-positive bacteria and is moderately active against Gram-negative organisms.

Packaging

1g,5g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Light sensitive. Air sensitive. Store under inert gas

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This Item	PHR1664	SBR00087	R0950000
Sigma-Aldrich R8626 Rifamycin SV sodium salt	Supelco PHR1664 Rifamycin Sodium	Sigma-Aldrich SBR00087 Rifamycin S	R0950000 Rifamycin S
description potency: ≥ 900 IU/mg (anhydrous basis)	description Pharmaceutical Secondary Standard; Certified Reference Material	description ≥96% (HPLC), powder	description European Pharmacopoeia (EP) Reference Standard
antibiotic activity spectrum Gram-negative bacteria, mycobacteria, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum Gram-positive bacteria	antibiotic activity spectrum -
mode of action protein synthesis \| interferes	mode of action -	mode of action DNA synthesis \| inhibits	mode of action -
Quality Level 200	Quality Level 300	Quality Level 100	Quality Level -
form powder	form -	form powder	form -
solubility ethanol: soluble 50 mg/mL	solubility -	solubility -	solubility -
potency ≥ 900 IU/mg (anhydrous basis)	potency -	potency -	potency -

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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