Fungichromin
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Category | Antifungal |
Catalog number | BBF-01858 |
CAS | 6834-98-6 |
Molecular Weight | 670.83 |
Molecular Formula | C35H58O12 |
Purity | >95% by HPLC |
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Description
A pentaene antifungal produced by streptomyces; exhibits broad spectrum antifungal and antitumor activity and, like filipin, acts via interaction with cell membrane sterols.
Specification
Synonyms | Cogomycin; Pentamycin; Lagosin; 14-Hydroxyfilipin; Antibiotic A-246; NSC-105388 |
Storage | -20°C |
IUPAC Name | (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 |
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 |
InChI | InChI=1S/C35H58O12/c1-4-5-11-16-29(41)32-30(42)20-26(38)18-24(36)17-25(37)19-27(39)21-31(43)34(45)33(44)22(2)14-12-9-7-6-8-10-13-15-28(40)23(3)47-35(32)46/h6-10,12-15,23-34,36-45H,4-5,11,16-21H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,22-14+/t23-,24+,25-,26+,27-,28+,29-,30+,31-,32-,33-,34-/m1/s1 |
InChI Key | AGJUUQSLGVCRQA-SWOUQTJZSA-N |
Source | Streptomyces sp. |
Properties
Appearance | Pale Yellow to Tan Solid |
Antibiotic Activity Spectrum | fungi; neoplastics (Tumor) |
Boiling Point | 914°C at 760 mmHg |
Melting Point | 157-162°C |
Density | 1.196 g/cm3 |
Solubility | Soluble in ethanol, methanol, DMF or DMSO. |
Reference Reading
1.Fungichromin: a substance from Streptomyces padanus with inhibitory effects on Rhizoctonia solani.
Shih HD1, Liu YC, Hsu FL, Mulabagal V, Dodda R, Huang JW. J Agric Food Chem. 2003 Jan 1;51(1):95-9.
Streptomyces padanus strain PMS-702 is an antagonist of Rhizoctonia solani AG-4, the causal agent of damping-off of cabbage. Treatment of cabbage seeds with the culture filtrate of S. padanus strain PMS-702 was effective in reducing the incidence of damping-off of cabbage. The major active ingredient from the culture filtrate of S. padanus strain PMS-702 was purified by silica gel column chromatography and identified as the polyene macrolide, fungichromin, by NMR and mass spectral data. Bioassay studies showed that fungichromin had a strong antifungal activity against R. solani AG-4, and its minimum inhibitory concentration (over 90% inhibition) was found to be 72 microg/mL. This is the first report of fungichromin from S. padanus as an active ingredient for the control of Rhizoctonia damping-off of cabbage.
2.Characterization of Streptomyces padanus JAU4234, a producer of actinomycin X₂, fungichromin, and a new polyene macrolide antibiotic.
Xiong ZQ1, Zhang ZP, Li JH, Wei SJ, Tu GQ. Appl Environ Microbiol. 2012 Jan;78(2):589-92. doi: 10.1128/AEM.06561-11. Epub 2011 Nov 4.
Strain JAU4234, identified as Streptomyces padanus, was isolated from soil collected in Jiangxi Province, China. It produced actinomycin X2, fungichromin, and a new polyene macrolide compound with antifungal activity, antifungalmycin 702. Antifungalmycin 702 had good general antifungal activity and may have potential future agricultural and/or clinical applications.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳