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Chemistry

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Also known as: Fusidine, 6990-06-3, Ramycin, Fucithalmic, Fusidate, Fucidic acid
Molecular Formula
C31H48O6
Molecular Weight
516.7  g/mol
InChI Key
IECPWNUMDGFDKC-MZJAQBGESA-N
FDA UNII
59XE10C19C

Fusidic Acid
An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed). It acts by inhibiting translocation during protein synthesis.
1 2D Structure

Fusidic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(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
2.1.2 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/s1
2.1.3 InChI Key
IECPWNUMDGFDKC-MZJAQBGESA-N
2.1.4 Canonical SMILES
CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)O)C
2.1.5 Isomeric SMILES
C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)O)C
2.2 Other Identifiers
2.2.1 UNII
59XE10C19C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acid, Fusidic

2. Fucithalmic

3. Fusidate, Silver

4. Fusidin

5. Silver Fusidate

6. Sodium Fusidate

7. Stanicide

2.3.2 Depositor-Supplied Synonyms

1. Fusidine

2. 6990-06-3

3. Ramycin

4. Fucithalmic

5. Fusidate

6. Fucidic Acid

7. Fucidin Acid

8. Fucidin

9. Flucidin

10. Fucidate

11. Taksta

12. Sodium Fusidate

13. Sq 16,603

14. (-)-fusidic Acid

15. (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

16. Anhydrous Fusidic Acid

17. Cem-102

18. Nsc-56192

19. Sq 16603

20. Mls001332649

21. Chebi:29013

22. 59xe10c19c

23. Smr000857101

24. Sq-16603

25. (2e)-2-[(3r,4s,5s,8s,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

26. Acide Fusidique

27. Acido Fusidico

28. Fusidinic Acid

29. Acidum Fusidicum

30. Mfcd00865135

31. (-)-16beta-acetoxy-3alpha,11alpha-dihydroxyfusida-17(20)z,24-diene-21-oic Acid

32. (2z)-2-[(3alpha,4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic Acid

33. (2z)-2-[(3r,4s,5s,8s,9s,10s,11r,13r,14s,16s)-16-acetoxy-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-methyl-hept-5-enoic Acid

34. (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17z)-16-(acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid

35. (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

36. Fusidic Acid (usan/inn)

37. Fusidic-acid

38. Fusidate Acid

39. 1qca

40. Fusidicacid

41. C.a.s. 62,602

42. Prestwick2_000390

43. Fusidic Acid [mi]

44. Fusidic Acid [inn]

45. Fusidic Acid [usan]

46. Schembl25646

47. Mls001332650

48. Mls002207094

49. Unii-59xe10c19c

50. Acide Fusidique [inn-french]

51. Acido Fusidico [inn-spanish]

52. Acidum Fusidicum [inn-latin]

53. Fusidic Acid [who-dd]

54. Cem102

55. Chembl374975

56. Dtxsid0023086

57. Fusidic Acid [usan:inn:ban]

58. Bdbm58924

59. Cid_3000226

60. Gtpl10815

61. Hms2235b11

62. Fusidic Acid [ep Impurity]

63. Act03304

64. Ex-a3797

65. Fusidic Acid [ep Monograph]

66. Hy-b1350

67. Nsc56192

68. Zinc8143796

69. Einecs 230-256-0

70. Fusidic Acid For Peak Identification

71. Nsc 56192

72. S3971

73. 16-(acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid

74. Akos005146257

75. Ccg-269829

76. Db02703

77. Ds-3261

78. Lmpr0106040001

79. Ncgc00485232-01

80. (2z)-2-[(17z)-16beta-acetoxy-3alpha,11alpha-dihydroxy-4alpha,8alpha,10,14beta-tetramethyl-5alpha,9beta,13alpha-gonan-17-ylidene]-6-methylhept-5-enoic Acid

81. 29-nordammara-17(20),24-dien-21-oic Acid, 16-(acetyloxy)-3,11-dihydroxy-, (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17z)-

82. 3.alpha.,11.alpha.,16.beta.-trihydroxy-29-nor-8.alpha.,9.beta.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic Acid 16-acetate

83. C.a.s. 62,602; Diethanolamine Fusidate

84. Cs-0013095

85. F1007

86. C06694

87. D04281

88. 990f063

89. Q259930

90. Q-201141

91. Fusidic Acid, European Pharmacopoeia (ep) Reference Standard

92. Fusidic Acid For Peak Identification, European Pharmacopoeia (ep) Reference Standard

93. (2z)-2-[(3beta,4beta,5alpha,8alpha,9beta,11beta,13alpha,16beta,17z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic Acid

94. (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-methyl-5-heptenoic Acid

95. (2z)-2-[(3r,4s,5s,8s,9s,10s,11r,13r,14s,16s)-16-acetyloxy-4,8,10,14-tetramethyl-3,11-bis(oxidanyl)-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1h-cyclopenta[a]phenanthren-17-ylidene]-6-methyl-hept-5-enoic Acid

96. (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,147beta,167beta,17z)-16-(acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid

97. 29-nor-8.alpha.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic Acid, 3.alpha.,11.alpha.,16.beta.-trihydroxy-, 16-acetate, (z)-

98. 29-nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic Acid, 3alpha,11alpha,16beta-trihydroxy-, 16-acetate, (z)-

99. 29-nordammara-17(20), 16-(acetyloxy)-3,11-dihydroxy-, (3.alpha.,4.alpha.,8.alpha.,9.beta.,11.alpha.,13.alpha.,14.beta.,16.beta.,17z)-

100. 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)

101. 29-nordammara-17(20),24-dien-21-oic Acid, 16-(acetyloxy)-3,11-dihydroxy-, (3a,4a,8a,9b,11a,13a,14b,16b,17z)-

102. 3.alpha.,16.beta.-trihydroxy-29-nor-8.alpha.,9.beta.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oic Acid 16-acetate

103. 3alpha,11alpha,16beta-trihydroxy-29-nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oic Acid 16-acetate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 516.7 g/mol
Molecular Formula C31H48O6
XLogP35.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass516.34508925 g/mol
Monoisotopic Mass516.34508925 g/mol
Topological Polar Surface Area104 Ų
Heavy Atom Count37
Formal Charge0
Complexity994
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of bacterial infections.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Fusidic acid is a bacteriostatic antibiotic and helps prevent bacterial growth while the immune system clears the infection.


5.2 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


Protein Synthesis Inhibitors

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)


5.3 ATC Code

D - Dermatologicals

D06 - Antibiotics and chemotherapeutics for dermatological use

D06A - Antibiotics for topical use

D06AX - Other antibiotics for topical use

D06AX01 - Fusidic acid


D - Dermatologicals

D09 - Medicated dressings

D09A - Medicated dressings

D09AA - Medicated dressings with antiinfectives

D09AA02 - Fusidic acid


J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01X - Other antibacterials

J01XC - Steroid antibacterials

J01XC01 - Fusidic acid


S - Sensory organs

S01 - Ophthalmologicals

S01A - Antiinfectives

S01AA - Antibiotics

S01AA13 - Fusidic acid


5.4 Absorption, Distribution and Excretion

Absorption

Sodium fusidic acid tablets have a 91% oral bioavailability. Absorption of the film-coated tablets is complete when compared to a solution, however oral absorption is variable. Oral fusidic acid hemihydrate (suspension) achieved a 22.5% bioavailability in pediatric patients following a 20 milligram/kilogram dose.


5.5 Metabolism/Metabolites

Metabolites include dicarboxylic ester/acid, 3-keto fusidic acid, hydroxy fusidic acid, glucuronide fusidic acid and a glycol metabolite.


5.6 Biological Half-Life

Approximately 5 to 6 hours in adults.


5.7 Mechanism of Action

Fusidic acid works by interfering with bacterial protein synthesis, specifically by preventing the translocation of the elongation factor G (EF-G) from the ribosome. It also can inhibit chloramphenicol acetyltransferase enzymes.


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21-Jan-2021
28-Mar-2025
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ABOUT THIS PAGE

Looking for 6990-06-3 / Fusidic Acid API manufacturers, exporters & distributors?

Fusidic Acid manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Fusidic Acid API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Fusidic Acid manufacturer or Fusidic Acid supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Fusidic Acid manufacturer or Fusidic Acid supplier.

PharmaCompass also assists you with knowing the Fusidic Acid API Price utilized in the formulation of products. Fusidic Acid API Price is not always fixed or binding as the Fusidic Acid Price is obtained through a variety of data sources. The Fusidic Acid Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Fusidic Acid

Synonyms

Fusidine, 6990-06-3, Ramycin, Fucithalmic, Fusidate, Fucidic acid

Cas Number

6990-06-3

Unique Ingredient Identifier (UNII)

59XE10C19C

About Fusidic Acid

An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed). It acts by inhibiting translocation during protein synthesis.

Fucithalmic Manufacturers

A Fucithalmic manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Fucithalmic, including repackagers and relabelers. The FDA regulates Fucithalmic manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Fucithalmic API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Fucithalmic manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Fucithalmic Suppliers

A Fucithalmic supplier is an individual or a company that provides Fucithalmic active pharmaceutical ingredient (API) or Fucithalmic finished formulations upon request. The Fucithalmic suppliers may include Fucithalmic API manufacturers, exporters, distributors and traders.

click here to find a list of Fucithalmic suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Fucithalmic USDMF

A Fucithalmic DMF (Drug Master File) is a document detailing the whole manufacturing process of Fucithalmic active pharmaceutical ingredient (API) in detail. Different forms of Fucithalmic DMFs exist exist since differing nations have different regulations, such as Fucithalmic USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Fucithalmic DMF submitted to regulatory agencies in the US is known as a USDMF. Fucithalmic USDMF includes data on Fucithalmic's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Fucithalmic USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Fucithalmic suppliers with USDMF on PharmaCompass.

Fucithalmic KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Fucithalmic Drug Master File in Korea (Fucithalmic KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Fucithalmic. The MFDS reviews the Fucithalmic KDMF as part of the drug registration process and uses the information provided in the Fucithalmic KDMF to evaluate the safety and efficacy of the drug.

After submitting a Fucithalmic KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Fucithalmic API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Fucithalmic suppliers with KDMF on PharmaCompass.

Fucithalmic CEP

A Fucithalmic CEP of the European Pharmacopoeia monograph is often referred to as a Fucithalmic Certificate of Suitability (COS). The purpose of a Fucithalmic CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Fucithalmic EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Fucithalmic to their clients by showing that a Fucithalmic CEP has been issued for it. The manufacturer submits a Fucithalmic CEP (COS) as part of the market authorization procedure, and it takes on the role of a Fucithalmic CEP holder for the record. Additionally, the data presented in the Fucithalmic CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Fucithalmic DMF.

A Fucithalmic CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Fucithalmic CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Fucithalmic suppliers with CEP (COS) on PharmaCompass.

Fucithalmic NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Fucithalmic as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Fucithalmic API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Fucithalmic as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Fucithalmic and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Fucithalmic NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Fucithalmic suppliers with NDC on PharmaCompass.

Fucithalmic GMP

Fucithalmic Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Fucithalmic GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Fucithalmic GMP manufacturer or Fucithalmic GMP API supplier for your needs.

Fucithalmic CoA

A Fucithalmic CoA (Certificate of Analysis) is a formal document that attests to Fucithalmic's compliance with Fucithalmic specifications and serves as a tool for batch-level quality control.

Fucithalmic CoA mostly includes findings from lab analyses of a specific batch. For each Fucithalmic CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Fucithalmic may be tested according to a variety of international standards, such as European Pharmacopoeia (Fucithalmic EP), Fucithalmic JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Fucithalmic USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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