Bafilomycin D

Base Information

• Chemical Name: Bafilomycin D
• CAS No.: 98813-13-9
• Molecular Formula: C₃₅H₅₆O₈
• Molecular Weight: 604.825
• Nikkaji Number: J930.040F
• Wikidata: Q105378606
• Mol file: 98813-13-9.mol

Synonyms:bafilomycin D

Chemical Property of Bafilomycin D

Chemical Property:

• Vapor Pressure: 3.71E-26mmHg at 25°C
• Boiling Point: 752.8°C at 760 mmHg
• Flash Point: 226.5°C
• PSA: 122.52000
• Density: 1.08g/cm³
• LogP: 5.34050
• Solubility.: Soluble in ethanol;Soluble in methanol;Soluble in DMSO
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 604.39751874
• Heavy Atom Count: 43
• Complexity: 1050

Purity/Quality:

99% ^*data from raw suppliers

Bafilomycin D ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C(=O)C=CC(C)C(C(C)C)O)O)OC)C
• Isomeric SMILES: C[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C\C(=C\[C@H]([C@H]1O)C)\C)/OC)[C@@H](C)[C@H]([C@H](C)C(=O)/C=C/[C@H](C)[C@@H](C(C)C)O)O)OC)/C
• Uses: Bafilomycin D is a member of a potent family of macrocyclic lactones. Bafilomycin D shares the same mode of action as bafilomycin A1 which has been the analogue of choice in cell biology studies of the role of ATPase. Bafilomycin D contains the ring-opened side chain and is a much more stable analogue of bafilomycin A1. Limited availability has restricted a more in depth investigation of this metabolite. The bafilomycins are fungal plecomacrolide antibiotics with a 16-membered lactone ring. They inhibit the growth of Gram-positive bacteria and fungi. Bafilomycin D is a potent inhibitor of vacuolar H+ ATPases (V-ATPases) that inhibits the V-ATPase from the fungus N. crassa with an IC50 value of approximately 2 nM. It is about 1,000-fold less effective against the K+-dependent ATPase of E. coli.

Technology Process of Bafilomycin D

There total 2 articles about Bafilomycin D 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: 71.0%

bafilomycin C1 → bafilomycin D (98813-13-9)

Guidance literature:

With caesium carbonate; In water; N,N-dimethyl-formamide; toluene; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02365-X

Reference yield: 10.0%

bafilomycin C1 → bafilomycin A1 (88899-55-2) + bafilomycin D (98813-13-9)

Guidance literature:

With caesium carbonate; In water; N,N-dimethyl-formamide; toluene; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02365-X

Refernces