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Substance Name: Fusidic acid [USAN:INN:BAN]
RN: 6990-06-3
UNII: 59XE10C19C
InChIKey: IECPWNUMDGFDKC-MZJAQBGESA-N
Note
- An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed). It acts by inhibiting translocation during protein synthesis.
Molecular Formula
- C31-H48-O6
Molecular Weight
- 516.7142
- All
- Classifications
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- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Human Data
- Mutation Data
- Protein Synthesis Inhibitors
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Fusidic acid
- Fusidic acid [USAN:INN:BAN]
MeSH Heading
- Fusidic acid
Synonyms
- 3alpha,11alpha,16beta-Trihydroxy-29-nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic acid 16-acetate
- Acide fusidique
- Acide fusidique [INN-French]
- Acido fusidico
- Acido fusidico [INN-Spanish]
- Acidum fusidicum
- Acidum fusidicum [INN-Latin]
- C.A.S. 62,602; Diethanolamine fusidate
- EINECS 230-256-0
- Flucidin
- Fucidic acid
- Fucidin
- Fucidin acid
- Fucithalmic
- Fusidic acid
- Fusidine
- Fusidinic acid
- NSC 56192
- Ramycin
- SQ 16,603
- SQ 16603
- UNII-59XE10C19C
Systematic Names
- 29-Nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic acid, 3alpha,11alpha,16beta-trihydroxy-, 16-acetate, (Z)- (8CI)
- 29-Nordammara-17(20),24-dien-21-oic acid, 16-(acetyloxy)-3,11-dihydroxy-, (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-
- Fusidic acid
Registry Numbers
CAS Registry Number
- 6990-06-3
FDA UNII
- 59XE10C19C
Other Registry Numbers
- 1386-65-8
- 1404-47-3
- 2618-21-5
- 313340-66-8
- 62-60-2
Related Registry Number
- 751-94-0 (hydrochloride salt)
System Generated Number
- 0006990063
Structure Descriptors
InChI
InChI=1S/C31H48O6/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)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1InChIKey
IECPWNUMDGFDKC-MZJAQBGESA-NSmiles
C[C@@H]1[C@H](O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 165mg/kg (165mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 157, 1981. | |
mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 156, 1981. | |
mouse | LD50 | oral | 1500mg/kg (1500mg/kg) | Lancet. Vol. 1, Pg. 928, 1962. | |
mouse | LD50 | subcutaneous | 1200mg/kg (1200mg/kg) | "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1959, 1978. | |
women | TDLo | oral | 420mg/kg/2W-I (420mg/kg) | BLOOD: LEUKOPENIA BLOOD: THROMBOCYTOPENIA | Postgraduate Medical Journal. Vol. 67, Pg. 591, 1991. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 192.5 | deg C | EXP | |
pKa Dissociation Constant | 5.35 | (none) | EXP | |
log P (octanol-water) | 6.750 | (none) | EST | |
Atmospheric OH Rate Constant | 1.72E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.