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| CAS No.: | 6990-06-3 |
|---|---|
| Name: | Fusidine |
| Article Data: | 4 |
| Molecular Structure: | |
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|
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| Formula: | C31H48O6 |
| Molecular Weight: | 516.719 |
| Synonyms: | Fusidate sodium;Diethanolamine fusidate;FUCIDIN;fusdic acid;(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid;Fucidin acid;Ramycin;Fucidic acid;FusidicAcid;Fusidine;Fusidate;Fucithalmic; |
| EINECS: | 230-256-0 |
| Density: | 1.16 g/cm3 |
| Melting Point: | 190-192 °C |
| Boiling Point: | 635.6 °C at 760 mmHg |
| Flash Point: | 197.6 °C |
| Solubility: | 2.376-525000μg/L at 25℃ |
| Appearance: | White solid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 36 |
| PSA: | 104.06000 |
| LogP: | 5.66610 |
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Specification
The Fusidic acida is bacteriostatic antibiotic with the formula C31H48O6. The IUPAC name of this chemical is (2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid. With the CAS registry number 6990-06-3 and EINECS 230-256-0, it is also named as Acide fusidique. The product's categories are Intermediates & Fine Chemicals; Pharmaceuticals; Steroids; Gene Regulation and Expression; RNA-Protein Translation Inhibitors; Stains and Dyes. It is white solid which is isolated from the fermentation broth of Fusidium coccineum.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 6.42; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 4.96; (4)ACD/LogD (pH 7.4): 3.21; (5)ACD/BCF (pH 5.5): 1540.59; (6)ACD/BCF (pH 7.4): 27.84; (7)ACD/KOC (pH 5.5): 2564.95; (8)ACD/KOC (pH 7.4): 46.35; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 71.06 Å2; (13)Index of Refraction: 1.558; (14)Molar Refractivity: 143 cm3; (15)Molar Volume: 443.4 cm3; (16)Surface Tension: 49.1 dyne/cm; (17)Enthalpy of Vaporization: 107.61 kJ/mol; (18)Vapour Pressure: 7.93E-19 mmHg at 25°C; (19)Rotatable Bond Count: 6; (20)Exact Mass: 516.345089; (21)MonoIsotopic Mass: 516.345089; (22)Topological Polar Surface Area: 104; (23)Complexity: 994.
Uses of Fusidic acid: It is active against methicillin-resistant Staphylococcus aureus. But it should be combined with another antimicrobial such as rifampicin to treat serious MRSA infection. And it is often used topically in creams and eyedrops, but may also be given systemically as tablets or injections. What's more, it is also used in topical skin and eye preparations (e.g., Fucibet). The main side-effects is that it can occasionally cause liver upsets, which can produce jaundice. Other related side-effects include dark urine, lighter-than-usual feces.
When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)/C(=C3/[C@@H]2C[C@@H](O)[C@H]1[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]1([C@]2(C[C@@H]3OC(=O)C)C)C)CC\C=C(/C)C
2. InChI:InChI=1/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/s1
The following are the toxicity data which has been tested.
| 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. |