Pentamycin

Base Information

• Chemical Name: Pentamycin
• CAS No.: 6834-98-6
• Molecular Formula: C₃₅H₅₈O₁₂
• Molecular Weight: 670.838
• European Community (EC) Number: 229-913-4
• UNII: 1JB340D58S
• ChEMBL ID: CHEMBL2272031
• Metabolomics Workbench ID: 154365
• Nikkaji Number: J15.569A
• Wikidata: Q7165030
• Wikipedia: Pentamycin
• Mol file: 6834-98-6.mol

Synonyms:cogomycin;fungichromin;lagosin;NSC-277813;pentamycin

Chemical Property of Pentamycin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 157-162° (dec)
• Boiling Point: 914°Cat760mmHg
• PKA: 12.77±0.70(Predicted)
• Flash Point: 278.4°C
• PSA: 228.60000
• Density: 1.196g/cm³
• LogP: 0.85880
• Solubility.: Soluble in DMSO
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 670.39282728
• Heavy Atom Count: 47
• Complexity: 1020

Purity/Quality:

99%, ^*data from raw suppliers

Lagosin ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C1C(CC(CC(CC(CC(CC(C(C(C(=CC=CC=CC=CC=CC(C(OC1=O)C)O)C)O)O)O)O)O)O)O)O)O
• Isomeric SMILES: CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H]([C@H]([C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O)O
• Recent EU Clinical Trials: A Multicenter, Randomized, Double-Blind, Placebo-Controlled, Phase II Study to Investigate the Efficacy, Safety, and Tolerability of 3 doses of SPK 0602 (pentamycin) Vaginal Tablets vs Placebo (vehicle) in Patients with Symptomatic Vaginitis due to Bacterial Vaginosis, Candidiasis or Trichomoniasis.
• Uses: Lagosin is a pentaene antifungal produced by Streptomyces, first isolated in 1958 by researchers at MIT in the USA. The discovery was soon followed by several independent isolations as lagosin and cogomyin. Initially these metabolites were thought to be isomeric, but Pandey and colleagues at NCI definitively demonstrated they were identical. Structurally, lagosin is 14-hydroxyfilipin III and the most polar member of the filipin family of fungicides. Lagosin exhibits broad spectrum antifungal and antitumor activity and, like filipin, acts via interaction with cell membrane sterols.

Technology Process of Pentamycin

There total 1 articles about Pentamycin 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:

→ Fungichromin (6834-98-6,78361-81-6)

Guidance literature:

entspr. Hydrat in sd. Bzl.;

DOI:10.1021/ja00870a031