Fungichromin

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Products Intro: Product Name:Fungichromin
CAS:6834-98-6
Purity:>95% by HPLC Remarks:BOC Sciences also provides custom synthesis services for Fungichromin.
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CAS:6834-98-6
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Products Intro: Product Name:Lagosin
CAS:6834-98-6
Purity:>=95.0% Package:$268.9/1mg;$670.9/5mg;$1073.9/10mg;Bulk package Remarks:95.0%
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Products Intro: Product Name:Fungichromin
CAS:6834-98-6
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Products Intro: Product Name:Fungichromin
CAS:6834-98-6
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Fungichromin Basic information
Product Name:Fungichromin
Synonyms:Lagosin;Fungichromin;Cogomycin;Lagosin【antibiotic】;Oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,15,16,27-nonahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-, (3R,4S,6S,8S,10R,12R,14R,15R,16R,17E,19E,21E,23E,25E,27S,28R)-;(3R,4S,6S,8S,10R,12R,14R,15R,16R,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,15,16,27-nonahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
CAS:6834-98-6
MF:C35H58O12
MW:670.83
EINECS:229-913-4
Product Categories:
Mol File:6834-98-6.mol
Fungichromin Structure
Fungichromin Chemical Properties
Melting point 157-162° (dec)
alpha D20 -227.7° (c = 0.53 in DMF)
Boiling point 914.0±65.0 °C(Predicted)
density 1.196±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Soluble in DMSO
form solid
pka12.77±0.70(Predicted)
color Light yellow to yellow
Safety Information
ToxicityLD50 in mice (mg/kg): 1624 orally; 33.3 i.p. (Umezawa, Tanaka)
MSDS Information
Fungichromin Usage And Synthesis
UsesLagosin 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.
DefinitionChEBI: Fungichromin is a macrolide and an antibiotic antifungal drug.
Biological Activitylagosin, a polyene macrolide antibiotic, has first been extracted from an isolate of a streptomyces species present in a sample of soil collected in lagos, nigeria [1]. it has been reported that the three polyene macrolide antibiotics, fungichromin, lagosin, and cogomycin, showed some stereochemical differences at one or more centers [1].lagosin was the most polar member of the filipin family of fungicides with broad spectrum antifungal and antitumor activity, acting via interaction with cell membrane sterols. the antibiotic lagosin, which appeared to be identical to, or a stereoisomer of, fungichromin, and was very similar in structure to the filipins [2]. the equilibrium constants for association of the polyene antibiotics with aqueous suspensions of cholesterol follow the order filipin iil > amphotericin b > nystatin > lagosin, in agreement with the order reported for the extent of damage these antibiotics cause in natural and model membranes [2].
references[1] pandey r c, guenther e c, aszalos a a, et al. physicochemical and biological comparison of polyene macrolide antibiotics fungichromin, lagosin and cogomycin[j]. the journal of antibiotics, 1982, 35(8): 988-996.
[2] bittman r, fischkoff s a. fluorescence studies of the binding of the polyene antibiotics filipin iii, amphotericin b, nystatin, and lagosin to cholesterol[j]. proceedings of the national academy of sciences, 1972, 69(12): 3795-3799.
Fungichromin Preparation Products And Raw materials
Tag:Fungichromin(6834-98-6) Related Product Information
Fungichromin ETHYL (S)-3-HYDROXY-TETRADECANOATE FILIPIN III