3-keto FA

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MedKoo CAT#: 464489

CAS#: 4680-37-9

Description: 3-keto Fusidic acid (3-keto FA) is an active metabolite of the antibiotic fusidic acid. 3-keto FA is active against M. tuberculosis (MIC99 = 1.25 µM).

Chemical Structure

3-keto FA
CAS# 4680-37-9

Theoretical Analysis

MedKoo Cat#: 464489
Name: 3-keto FA
CAS#: 4680-37-9
Chemical Formula: C31H46O6
Exact Mass: 514.3294
Molecular Weight: 514.703
Elemental Analysis: C, 72.34; H, 9.01; O, 18.65

Price and Availability

Size Price Availability Quantity
1.0mg USD 450.0 2 Weeks
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Synonym: 3-keto FA; 3 keto FA; 3-Oxofusidic Acid; 3 Oxofusidic Acid; 3-keto Fusidic Acid; 3 keto Fusidic Acid;

IUPAC/Chemical Name: (Z)-2-((4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetoxy-11-hydroxy-4,8,10,14-tetramethyl-3-oxohexadecahydro-17H-cyclopenta[a]phenanthren-17-ylidene)-6-methylhept-5-enoic acid


InChi Code: InChI=1S/C31H46O6/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/h9,18,21-22,24-25,27,34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,24+,25-,27-,29-,30-,31-/m0/s1

SMILES Code: C[C@@]12[C@]3(C)[C@]([H])(/C([C@@H](OC(C)=O)C3)=C(CC/C=C(C)/C)/C(O)=O)C[C@@H](O)[C@]1([C@]4(C)[C@@]([H])(CC2)[C@H](C)C(CC4)=O)[H]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 514.703 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Zhang S, Wang S, Zhang Q, Chang CW, Zhan J. Three new fusidic acid derivatives and their antibacterial activity. Bioorg Med Chem Lett. 2015 May 1;25(9):1920-4. doi: 10.1016/j.bmcl.2015.03.033. Epub 2015 Mar 20. PMID: 25824664; PMCID: PMC4408258.

2: Mitsuguchi H, Seshime Y, Fujii I, Shibuya M, Ebizuka Y, Kushiro T. Biosynthesis of steroidal antibiotic fusidanes: functional analysis of oxidosqualene cyclase and subsequent tailoring enzymes from Aspergillus fumigatus. J Am Chem Soc. 2009 May 13;131(18):6402-11. doi: 10.1021/ja8095976. PMID: 19415934.