(2E)-2-[(3R,4S,5S,8S,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

Base Information

• Chemical Name: (2E)-2-[(3R,4S,5S,8S,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
• CAS No.: 6990-06-3
• Molecular Formula: C₃₁H₄₈O₆
• Molecular Weight: 516.719
• Hs Code.: 29419000
• NSC Number: 757040
• ChEMBL ID: CHEMBL134350
• Mol file: 6990-06-3.mol

Synonyms:SR-05000001633;Spectrum5_000746;BSPBio_002056;SPECTRUM1500311;CHEMBL134350;Fusidic Acid & IFN-.ALPHA.;SCHEMBL17131845;HMS500D19;HMS1920B05;HMS2091H07;Pharmakon1600-01500311;CCG-38828;NSC757040;NSC-757040;SDCCGMLS-0066566.P001;IDI1_000077;NCGC00178841-01;SBI-0051390.P003;AB00052002_02;SR-05000001633-1;SR-05000001633-2;BRD-A06935312-001-02-7;BRD-A06935312-001-03-5;(2E)-2-[(3R,4S,5S,8S,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;5-Heptenoic acid, 2-[(3a,4a,5a,8a,11a,13a,14b,16b)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methyl-, (2E)- & IFN-.alpha.

Chemical Property of (2E)-2-[(3R,4S,5S,8S,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

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 7.93E-19mmHg at 25°C
• Melting Point: 190-192 °C
• Refractive Index: 1.558
• Boiling Point: 635.6 °C at 760 mmHg
• PKA: pK: 5.35 in water
• Flash Point: 197.6 °C
• PSA: 104.06000
• Density: 1.16 g/cm³
• LogP: 5.66610
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, freely soluble in ethanol (96 per cent)
• Water Solubility.: 2.376-525000μg/L at 25℃
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 516.34508925
• Heavy Atom Count: 37
• Complexity: 994

Purity/Quality:

99% ^*data from raw suppliers

Fusidic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• 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
• Isomeric SMILES: C[C@H]1[C@@H]2CC[C@]3(C([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
• 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. antibacterial 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.

Technology Process of (2E)-2-[(3R,4S,5S,8S,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

There total 5 articles about (2E)-2-[(3R,4S,5S,8S,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 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

fusidic acid sodium salt → fusidine (3482-49-3,4680-36-8,6990-06-3,19030-42-3,107380-53-0)

Guidance literature:

With acetic acid; In water;

DOI:10.1016/j.phytol.2018.04.003

Reference yield:

fusidic acid hemihydrate → fusidine (3482-49-3,4680-36-8,6990-06-3,19030-42-3,107380-53-0)

Guidance literature:

In acetonitrile; at 20 - 25 ℃; Product distribution / selectivity;

Reference yield:

→ fusidine (3482-49-3,4680-36-8,6990-06-3,19030-42-3,107380-53-0)

Guidance literature:

aus Mevalonsaeure enzymatisch (Mechanismus d.B.);

DOI:10.1039/C39720001191

Refernces

• 1、 -. "PREPARATION OF A CRYSTALLINE ANTIBIOTIC SUBSTANCE". Page/Page column 33-34. . Retrieved 2008/06/13.