ChemicalBook >> CAS DataBase List >>Fusidic Acid

Fusidic Acid

CAS No.
6990-06-3
Chemical Name:
Fusidic Acid
Synonyms
FUSIDIC ACID;Fusidinic acid;(Z)-2-((3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyldodecahydro-1H-cyclopenta[a]phenanthren-17(2H,10H,14H)-ylidene)-6-methylhept-5-enoic acid;Fusidic acid CRS;29-NordaMMara-17(20),24-dien-21-oicacid, 16-(acetyloxy)-3,11-dihydroxy-, (3a,4a,8a,9b,11a,13a,14b,16b,17Z)-;(3ALPHA,4ALPHA,8ALPHA,9BETA,11ALPHA,13ALPHA,14BETA,16BETA,17Z)-16-(ACETYLOXY)-3,11-DIHYDROXY-29-NORDAMMARA-17(20),24-DIEN-21-OIC ACID;sq16603;ramycin;Fuzidin;Flucidin
CBNumber:
CB8431174
Molecular Formula:
C31H48O6
Molecular Weight:
516.72
MDL Number:
MFCD00865135
MOL File:
6990-06-3.mol
MSDS File:
SDS
Last updated:2024-12-10 09:09:47

Fusidic Acid Properties

Melting point 190-192°C
alpha D20 -9° (chloroform)
Boiling point 521.49°C (rough estimate)
Density 1.0389 (rough estimate)
vapor pressure 0-0Pa at 25℃
refractive index 1.4890 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Practically insoluble in water, freely soluble in ethanol (96 per cent)
pka pK: 5.35 in water
form Solid
color White to Off-White
optical activity -920 (c 1, CHCl3)
Water Solubility 2.376-525000μg/L at 25℃
λmax 204nm(H2O)(lit.)
Merck 14,4317
Stability Hygroscopic
LogP 2.68-6.75 at 20℃
CAS DataBase Reference 6990-06-3(CAS DataBase Reference)
FDA UNII 59XE10C19C
ATC code D06AX01,D09AA02,J01XC01,S01AA13

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  RC1350000
HS Code  29419000
Toxicity LD50 in mice (g/kg): 1.2 s.c.; 1.5 orally (Godtfredsen)

Fusidic Acid price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001411 Fusidic acid European Pharmacopoeia (EP) Reference Standard 6990-06-3 y0001411 $220 2024-03-01 Buy
Sigma-Aldrich Y0001394 Fusidic acid for peak identification European Pharmacopoeia (EP) Reference Standard 6990-06-3 y0001394 $153 2024-03-01 Buy
Sigma-Aldrich PHR2810 Fusidic acid certified reference material, pharmaceutical secondary standard 6990-06-3 50MG $344 2024-03-01 Buy
TCI Chemical F1007 Fusidic Acid >97.0%(HPLC)(T) 6990-06-3 1g $230 2024-03-01 Buy
TCI Chemical F1007 Fusidic Acid >97.0%(HPLC)(T) 6990-06-3 5g $809 2024-03-01 Buy
Product number Packaging Price Buy
Y0001411 y0001411 $220 Buy
Y0001394 y0001394 $153 Buy
PHR2810 50MG $344 Buy
F1007 1g $230 Buy
F1007 5g $809 Buy

Fusidic Acid Chemical Properties,Uses,Production

Mode of action

Fusidic acid forms a stable complex with an elongation factor (EF-G) involved in translocation and with guanosine triphosphate (GTP), which provides energy for the translocation process. One round of translocation occurs, with hydrolysis of GTP, but the fusidic acid–EF-G–GDP complex cannot dissociate from the ribosome, thereby blocking further chain elongation and leaving peptidyl-tRNA in the P site.
Although protein synthesis in Gram-negative bacilli–and, indeed, mammalian cells–is susceptible to fusidic acid, the antibiotic penetrates poorly into these cells and the spectrum of action is virtually restricted to Gram-positive bacteria, notably staphylococci.

Structure

Fusidic acid is a 3alpha-hydroxy steroid, an 11alpha-hydroxy steroid, a sterol ester, a steroid acid, an alpha,beta-unsaturated monocarboxylic acid and a steroid antibiotic. It is a conjugate acid of a fusidate. Fusidic acid has an asteroid-type structure, as do some other antibiotics produced by fungi, but does not possess any steroid activity. The structure is thought to be responsible for the steroid-like high penetration.

Description

Fusidic Acid: An Inhibitor of the Elongation Factor G (EF-G)
Fusidic acid is a steroidal antibiotic compound derived from the fungus Fusidium coccineum. The elongation factor G (EF-G) catalyzes the translocation of the tRNA and mRNA down the ribosome at the end of each round of polypeptide elongation. Fusidic acid binds to EF-G, preventing its release from the ribosome, thus stalling bacterial protein synthesis. Fusidic acid is mainly notable for its activity against staphylococci, whether or not they are resistant to methicillin and related penicillins. Fusidic acid was found in the culture broth of a fungus imperfectus, Fusidium coccineum, by Leo in 1962. It has a steroid structure but shows no hormonal activity.

Chemical Properties

White Solid

Uses

Fusidic acid is a bacteriostatic antibiotic. Fusidic Acid suppresses nitric oxide lysis of pancreatic islet cells. Inhibits protein synthesis in prokaryotes by inhibiting the ribosome-dependent activity of G factor and translocation of peptidyl-tRNA. Dyes and metabolites.

Uses

antibacterial

Definition

ChEBI: A steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum.

brand name

Fucidine (Bristol-Myers Squibb).

Hazard

Moderately toxic inhibitor of translocation during protein synthesis.

Biological Activity

Fusidic acid shows very strong activity against Staphy lococcus aureus and weak activity against other gram-positive bacteria and gram-negative cocci and Mycobacterium.

Biochem/physiol Actions

Fusidic acid is a tetracyclic triterpenoid with antibiotic activity against Gram-positive bacteria. It is derived from Fusidium coccineum. It shows its activity against anaerobes, corynebacterial, Nocardia, and Neisseria species. Fusidic acid exhibits therapeutic effects against Staphylococcal infections, skin infections.

Fusidic Acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 369)Suppliers
Supplier Tel Email Country ProdList Advantage
Guangzhou TongYi biochemistry technology Co.,LTD
+8613073028829 mack@tongyon.com China 2994 58
Taizhou Creating Bio-pharm co., ltd.
+8613586099526 post@creatingbiopharm.com China 217 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8807 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12834 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325 sales1@chuanghaibio.com China 5889 58
HangZhou RunYan Pharma Technology Co.,LTD.
+8618882027439 sales2@runyanpharma.com China 302 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649 sarah@tnjone.com China 1143 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 +86-16264648883 niki@zlchemi.com China 2986 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32956 60

Related articles

View Lastest Price from Fusidic Acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fusidine,Fusidic acid pictures 2024-12-25 Fusidine,Fusidic acid
6990-06-3
US $0.00-0.00 / g 10000g 99.0%min. HPLC 1000kg HangZhou RunYan Pharma Technology Co.,LTD.
Fusidic Acid pictures 2024-12-25 Fusidic Acid
6990-06-3
US $0.00 / Kg/Bag 2Kg/Bag 97.5% up / EP 20 tons Sinoway Industrial co., ltd.
Fusidic Acid pictures 2024-12-25 Fusidic Acid
6990-06-3
US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
  • Fusidic Acid pictures
  • Fusidic Acid
    6990-06-3
  • US $0.00 / Kg/Bag
  • 97.5% up / EP
  • Sinoway Industrial co., ltd.
  • Fusidic Acid pictures
  • Fusidic Acid
    6990-06-3
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
4-alpha,8-alpha,9-beta,11-alpha,13-alpha,14-beta,16-beta,17z)-ph ramycin sq16603 Fusidic acid for peak identification -16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyldodecahydro-1H-cyclopenta[a]phenanthren-17(2H,10H,14H) -2-((3R,4S,5S,8S,9S,10S,11R,13R,14S,16S) -6-methylhept-5-enoic acid (3a,4a,8a,9b,11a,13a,14b,16b,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid Flucidin Fucithalmic NSC 56192 29-Nordammara-17(20),24-dien-21-oic acid, 16-(acetyloxy)-3,11-dihydroxy-, (3.alpha.,4.alpha.,8.alpha.,9.beta.,11.alpha.,13.alpha.,14.beta.,16.beta.,17Z)- 16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid Fusidine 24-dien-21-oicacid,16-(acetyloxy)-3,11-dihydroxy-29-nordammara-17(20(3-al FUSIDIC ACID IP (4S,8α,9β,13α,14β,17Z)-16β-Acetoxy-3α,11α-dihydroxy-29-nor-5α-dammara-17(20),24-dien-21-oic acid (8α,9β,13α,14β,Z)-16β-Acetyloxy-3α,11α-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid Fuzidin Fusidate Acid Pyzidieb acid (3a,4a,8a,9,11a,13a,147,167,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid (3α,4α,8α,9β,11α,13α,147β,167β,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordaMMara-17(20),24-dien-21-oic Acid Fusidic acid, 98.5% 29-Nordammara-17(20),24-dien-21-oic acid, 16-(acetyloxy)-3,11-dihydroxy-, (3α,4α,8α,9β,11α,13α,14β,16β,17Z)- Fusidic acid for peak identification CRS FusidicAcid> Fusidine USP/EP/BP Fusidine,Fusidic acid Fusidic acid-D6Q: What is Fusidic acid-D6 Q: What is the CAS Number of Fusidic acid-D6 Q: What is the storage condition of Fusidic acid-D6 Fusidic AcidQ: What is Fusidic Acid Q: What is the CAS Number of Fusidic Acid Q: What is the storage condition of Fusidic Acid Q: What are the applications of Fusidic Acid (3ALPHA,4ALPHA,8ALPHA,9BETA,11ALPHA,13ALPHA,14BETA,16BETA,17Z)-16-(ACETYLOXY)-3,11-DIHYDROXY-29-NORDAMMARA-17(20),24-DIEN-21-OIC ACID FUSIDIC ACID 29-NordaMMara-17(20),24-dien-21-oicacid, 16-(acetyloxy)-3,11-dihydroxy-, (3a,4a,8a,9b,11a,13a,14b,16b,17Z)- (Z)-2-((3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyldodecahydro-1H-cyclopenta[a]phenanthren-17(2H,10H,14H)-ylidene)-6-methylhept-5-enoic acid Fusidinic acid Fusidic acid CRS fusidicaci Fusidie acid Amlexanox Impurity 7 6990-06-3 3990-06-3 6990-6-3 C31H48O6 Antibiotics A to Z Antibiotics A-F Antibiotics BioChemical Inhibitors Intermediates & Fine Chemicals API FUCIDINE antibiotic Pharmaceuticals Steroids E-FCell Signaling and Neuroscience Gene Regulation and Expression RNA-Protein Translation Inhibitors