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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H48O6.C4H11NO2
Molecular Weight 621.8449
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIETHANOLAMINE FUSIDATE

SMILES

OCCNCCO.C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]3(C)[C@H]2[C@H](O)C[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(/CCC=C(C)C)C(O)=O

InChI

InChIKey=OQZZCXRLEFBPLZ-JCJNLNMISA-N
InChI=1S/C31H48O6.C4H11NO2/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;6-3-1-5-2-4-7/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);5-7H,1-4H2/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C31H48O6
Molecular Weight 516.7092
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 1
Optical Activity UNSPECIFIED

Molecular Formula C4H11NO2
Molecular Weight 105.1356
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
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.
2014-01
Early identification of clinically relevant drug interactions with the human bile salt export pump (BSEP/ABCB11).
2013-12
A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
2013-11
Fusidic acid is an effective treatment against Toxoplasma gondii and Listeria monocytogenes in vitro, but not in mice.
2013-11
Canine ocular thelaziosis caused by Thelazia callipaeda in Portugal.
2013-07
Interference with bile salt export pump function is a susceptibility factor for human liver injury in drug development.
2010-12
Severe statin-induced rhabdomyolysis mimicking Guillain-Barré syndrome in four patients with diabetes mellitus treated with fusidic acid.
2010-06
Intracellular activity of antibiotics in a model of human THP-1 macrophages infected by a Staphylococcus aureus small-colony variant strain isolated from a cystic fibrosis patient: pharmacodynamic evaluation and comparison with isogenic normal-phenotype and revertant strains.
2009-04
A case of recurrent rapidly progressive lower limb weakness.
2008-07
Bacteremia and infective endocarditis caused by a non-daptomycin-susceptible, vancomycin-intermediate, and methicillin-resistant Staphylococcus aureus strain in Taiwan.
2008-03
Linezolid for the treatment of patients with endocarditis: a systematic review of the published evidence.
2006-08
Sideroblastic anaemia during fusidic acid treatment.
2004-05
Sideroblastic anaemia and fusidic acid.
2003-02
Inhibition of transport across the hepatocyte canalicular membrane by the antibiotic fusidate.
2002-07-01
[Cholestatic icterus induced by the administration of fusidic acid in a cirrhotic patient].
2002-06-29
Hypocalcaemia during fusidic acid therapy.
2002-02
In vitro susceptibility of Mycobacterium tuberculosis to fusidic acid.
2001-12
Antimycobacterial plant terpenoids.
2001-11
Acute renal failure in association with fusidic acid.
1997-06
Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium.
1997-05
Anti-HIV activity of dideoxynucleosides, foscarnet and fusidic acid is potentiated by human leukocyte interferon in blood-derived macrophages.
1994-05-01
Acute renal failure following intravenous fusidic acid.
1993
Treatment of Crohn's disease with fusidic acid: an antibiotic with immunosuppressive properties similar to cyclosporin.
1992-08
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.
1990-09
Susceptibility of mycobacteria to fusidic acid.
1990-04
Marked in vivo antiretrovirus activity of 9-(2-phosphonylmethoxyethyl)adenine, a selective anti-human immunodeficiency virus agent.
1989-01
Suppression of HIV replication in vitro by fusidic acid parallels cell toxicity.
1989-01
Inhibition of HIV replication in vitro by fusidic acid.
1987-10-10
Fusidic acid-induced hyperbilirubinemia.
1987-08
Screening for new compounds with antiherpes activity.
1984-10
Staphylococcal septicaemia complicated by probable cloxacillin neurotoxicity and by jaundice induced by fusidic acid.
1983-04
Adverse reactions to intravenous administration of fusidic acid.
1981
Protein synthesis in Mycobacterium tuberculosis H37Rv and the effect of streptomycin in streptomycin-susceptible and -resistant strains.
1973-09
Haematuria during methicillin therapy.
1971-07
Fusidic acid: a new antibiotic.
1962-03-10
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 20:10:50 GMT 2025
Edited
by admin
on Mon Mar 31 20:10:50 GMT 2025
Record UNII
1XKK7J9CT6
Record Status Validated (UNII)
Record Version
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Name Type Language
DIETHANOLAMINE FUSIDATE
WHO-DD  
Common Name English
29-NORDAMMARA-17(20),24-DIEN-21-OIC ACID, 16-(ACETYLOXY)-3,11-DIHYDROXY-, (3.ALPHA.,4.ALPHA.,8.ALPHA.,9.ALPHA.,11.ALPHA.,13.ALPHA.,14.BETA.,16.BETA.,17Z)-, COMPD. WITH 2,2'-IMINOBIS(ETHANOL) (1:1)
Preferred Name English
FUSIDATE DIOLAMINE
Common Name English
FUSIDATE DIETHANOLAMINE
Common Name English
Diethanolamine fusidate [WHO-DD]
Common Name English
Code System Code Type Description
SMS_ID
100000079554
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
FDA UNII
1XKK7J9CT6
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
ECHA (EC/EINECS)
240-442-3
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
EVMPD
SUB13572MIG
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
MESH
C013483
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
CAS
16391-75-6
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
PUBCHEM
46174083
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID701020012
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY
RXCUI
22971
Created by admin on Mon Mar 31 20:10:50 GMT 2025 , Edited by admin on Mon Mar 31 20:10:50 GMT 2025
PRIMARY RxNorm
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE