Basifungin

Base Information

Chemical Name:Basifungin
CAS No.:127785-64-2
Molecular Formula:C60H92 N8 O11
Molecular Weight:1101.44
Hs Code.:
UNII:VV0USO6I6U
DSSTox Substance ID:DTXSID201017531
Wikidata:Q27292033
NCI Thesaurus Code:C90723
ChEMBL ID:CHEMBL1793802
Mol file:127785-64-2.mol

Synonyms:1H,15H-Pyrrolo[1,2-m][1,4,7,10,13,16,19,22,25]oxaoctaazacycloheptacosine,cyclic peptide deriv.; Antibiotic R 106I; Basifungin;Cyclo[L-alloisoleucyl-N-methyl-L-valyl-L-leucyl-3-hydroxy-N-methyl-L-valyl-(2R,3R)-2-hydroxy-3-methylpentanoyl-N-methyl-L-valyl-L-phenylalanyl-N-methyl-L-phenylalanyl-L-prolyl];LY 295337; NK 204; R 106-1; [R-(R*,R*)]-3-Hydroxy-N-[N-[N-[N-[1-[N-[N-[N-(2-hydroxy-3-methyl-1-oxopentyl)-N-methyl-L-valyl]-L-phenylalanyl]-N-methyl-L-phenylalanyl]-L-prolyl]-L-alloisoleucyl]-N-methyl-L-valyl]-L-leucyl]-N-methyl-L-valinea1-lactone

Suppliers and Price of Basifungin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 65 raw suppliers

Chemical Property of Basifungin

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:1229.1°C at 760 mmHg
PKA:13.35±0.70(Predicted)
Flash Point:697.1°C
PSA：245.85000
Density:1.19g/cm³
LogP:4.88900
XLogP3:8.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:13
Exact Mass:1100.68855578
Heavy Atom Count:79
Complexity:2110

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)C(C)CC)C(C)(C)O)C)CC(C)C)C(C)C)C
Isomeric SMILES:CC[C@@H](C)[C@H]1C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N2CCC[C@H]2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)[C@H](C)CC)C(C)(C)O)C)CC(C)C)C(C)C)C
Uses Basifungin, also known as aureuobacidin A, is an orally available cyclic depsipeptide antibiotic produced by Aureobasidium pullulans that is a fungicide at low concentrations. Aureobasidin A inhibits inositol phosphorylceramide synthase, an enzyme that catalyzes a key step in fungal sphingolipid biosynthesis. This may inhibit fungal cell growth.
Clinical Use Aureobasidin A is a cyclic depsipeptide that is produced byfermentation in cultures of Aureobasidium pullulan.Aureobasidin A acts as a tight-binding noncompetitive inhibitorof the enzyme inositol phosphorylceramide synthase(IPC synthase), which is an essential enzyme for fungalsphingolipid biosynthesis. A unique structural feature of theaureobasidins is the N-methylation of four of seven amide nitrogenatoms. The lack of tautomerism dictated by N-methylationmay contribute to forming a stable solution conformerthat is shaped somewhat like an arrowhead, the presumed biologicallyactive conformation of aureobasidin-A.The pradimycins and benanomycins are naphthacenequinonesthat bind mannan in the presence of Ca2+ to disrupt the cell membrane in pathogenic fungi. Both demonstrate good in vitro and in vivo activity againstCandida spp. and C. neoformans clinical isolates.

Technology Process of Basifungin

There total 145 articles about Basifungin 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:

: 136465-98-0
(2S)-2-[(quinoline-2-carbonyl)-amino]-succinamic acid

: 136522-17-3
cis-N-butyldecahydro-2-<2(R)-hydroxy-4-phenyl-3(S)-aminobutyl>-(4aS,8aS)-isoquinoline-3(S)-carboxamide

: 127779-20-8,128053-46-3,137622-85-6,147922-51-8,147922-52-9
Saquinavir

Guidance literature:: With 1-Hydroxy-2-pyridon; dicyclohexyl-carbodiimide; Yield given;

Reference yield:

: 128019-40-9,149510-73-6,136465-81-1,168899-60-3
(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide

: 127779-20-8,128053-46-3,137622-85-6,147922-51-8,147922-52-9
Saquinavir

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylformamide / 120 °C

2: 1.) MeNH₂, 2.) HCl

4: H₂ / Pd/C

With hydrogenchloride; hydrogen; methylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;

Reference yield:

: 32150-91-7
phthaloyl-L-phenylalanyl chloride

: 127779-20-8,128053-46-3,137622-85-6,147922-51-8,147922-52-9
Saquinavir

Guidance literature:: Multi-step reaction with 11 steps

1: 2.) H₃O(+) / 1.) 90 deg C

3: NaBH₄

5: p-TsOH, EtOH

6: t-BuOK

7: dimethylformamide / 120 °C

8: 1.) MeNH₂, 2.) HCl

10: H₂ / Pd/C

With hydrogenchloride; sodium tetrahydroborate; ethanol; oxonium; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; methylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;