FUSIDATE SODIUM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C31H47O6.Na
Molecular Weight	538.691
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[H][C@@]12C[C@@H](O)[C@@]3([H])[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@]4([H])CC[C@]3(C)[C@@]1(C)C[C@H](OC(C)=O)\C2=C(\CCC=C(C)C)C([O-])=O

InChI

InChIKey=HJHVQCXHVMGZNC-JCJNLNMISA-M

InChI=1S/C31H48O6.Na/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32;/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);/q;+1/p-1/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21546624

Fusidic acid is a anti-bacterial agent, initially isolated from Fusidium coccineum by Godtfredsen et al (Leo Pharma) in 1960. It is discussed that fusidic acid exerts its anti-microbial effect by inhibiting bacterial elongation factor G, thus suppressing the protein synthesis. Fusidic acid is widely used in Europe under the names Fucidin H(fusidic acid / hydrocortisone acetate), Fucidin (fusidic acid / sodium fusidate) and Fucicort (fusidic acid / betamethasone valerate) for the treatment of primary/secondary skin infections and inflammatory dermatoses.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial elongation factor G 4 Target ID: Bacterial elongation factor G Sources: https://www.ncbi.nlm.nih.gov/pubmed/14709515 \| https://www.ncbi.nlm.nih.gov/pubmed/25451927	Inhibitor 8297		1.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Skin infections 59 Sources: http://www.csl.com.au/docs/518/291/Fucidin%20Topical%20PI%20-%20Approved%2023Dec2015.pdf	Curative		Approved 8429	FUCIDIN Approved Use For use in the treatment of primary and secondary skin infections caused by sensitive strains of Staphylococcus aureus, Streptococcusspp and Corynebacterium minutissimum. Primary skin infections that may be expected to respond to treatment with FUCIDIN OINTMENT (sodium fusidate) and CREAM (fusidic acid) include: impetigo contagiosa, erythrasma and secondary skin infections such as infected wounds and infected burns.
Inflammatory dermatoses 4 Sources: http://www.medsafe.govt.nz/Profs/datasheet/f/fucicortcream.pdf	Curative		Approved 8429	FUCICORT Approved Use FUCICORT is indicated in inflammatory dermatoses where bacterial infection is present or likely to occur. Inflammatory dermatoses include atopic eczema, discoid eczema, seborrheic dermatitis, contact dermatitis, lichen simplex chronicus, psoriasis, discoid lupus erythematosus

PubMed

Title	Date	PubMed
Protein synthesis in Mycobacterium tuberculosis H37Rv and the effect of streptomycin in streptomycin-susceptible and -resistant strains.	1973 Sep	4202339
Susceptibility of mycobacteria to fusidic acid.	1990 Apr	2112466
Anti-HIV activity of dideoxynucleosides, foscarnet and fusidic acid is potentiated by human leukocyte interferon in blood-derived macrophages.	1994 May-Jun	7515781
Acute renal failure in association with fusidic acid.	1997 Jun	9287276
Antimycobacterial plant terpenoids.	2001 Nov	11731906
Sideroblastic anaemia during fusidic acid treatment.	2004 May	15059072
A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans.	2014 Jan	24085192

Patents

Sample Use Guides

In Vivo Use Guide

A small amount of fucidin ointment(sodium fusidate) or cream (fusidic acid) should be applied to the lesion 3 or 4 times daily until favourable results are achieved. Futicort cream (fusidic acid / betamethasone valerate) is applied 2 times daily.

Route of Administration: Topical

In Vitro Use Guide

In vitro fusidic acid inhibited S. aureus (minimum inhibitory concentration [MIC], 0.25 ug/mL), Micrococcus luteus (MIC, 0.25–0.5 ug/mL), Corynebacterium spp. (MIC, 0.06–0.12 ug/mL), Moraxella catarrhalis (MIC, 0.06–0.12 ug/mL), and Neisseria meningitidis (MIC, 0.12–0.25 ug/mL).

Name

Type

Language

FUSIDATE SODIUM

Official Name

English

Fusidate sodium [WHO-DD]

Common Name

English

SQ 16360

Code

English

FUCIDIN LEO

Brand Name

English

FUCIDINE

Brand Name

English

SODIUM FUSIDATE [EP MONOGRAPH]

Common Name

English

SODIUM FUSIDATE [JAN]

Common Name

English

FUSIDATE SODIUM [USAN]

Common Name

English

SODIUM FUSIDATE

Common Name

English

FUSIDIC ACID, SODIUM SALT

Common Name

English

29-NORDAMMARA-17(20),24-DIEN-21-OIC ACID, 16-(ACETYLOXY)-3,11-DIHYDROXY-, MONOSODIUM SALT, (3.ALPHA.,4.ALPHA.,8.ALPHA.,9.BETA.,11.ALPHA.,13.ALPHA.,14.BETA.,16.BETA.,17Z)-

Common Name

English

ZN-6

Code

English

SODIUM FUSIDATE [MART.]

Common Name

English

Sodium 3α,11α,16β-trihydroxy-29-nor-8α,9β,13α,14β-dammara-17(20),24-dien-21-oate 16-acetate

Common Name

English

SQ-16360

Code

English

FUCIDIN

Brand Name

English

FUSIDIC ACID SODIUM SALT [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394