A-25822 B
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| Category | Antibiotics |
| Catalog number | BBF-03133 |
| CAS | 50686-98-1 |
| Molecular Weight | 411.66 |
| Molecular Formula | C28H45NO |
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Description
A-25822 B is an azasteroid antibiotic produced by Geotrichum flavobrienneum. It has anti-fungal activity, and the MIC for fungi such as Candida albicans, Cryptococcus neoformans, Trichophyton mentacea, Phytoplastria, Saccharomyces cerevisiae, Saccharomyces cerevisiae, Microsporum, etc. is 0.321-1.25 μg/mL. Antibacterial activity is weak.
Specification
| Synonyms | 15-Azasterol; 15-Aza-24-methylene-8,14-cholestadiene-3beta-ol; Homoazasterol |
| IUPAC Name | (6aS,8S,10aS,12aR)-10a,12a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,11,12-dodecahydronaphtho[1,2-h]quinolin-8-ol |
| Canonical SMILES | CC(C)C(=C)CCC(C)C1CCN=C2C1(CCC3=C2CCC4C3(CCC(C4)O)C)C |
| InChI | InChI=1S/C28H45NO/c1-18(2)19(3)7-8-20(4)24-13-16-29-26-23-10-9-21-17-22(30)11-14-27(21,5)25(23)12-15-28(24,26)6/h18,20-22,24,30H,3,7-17H2,1-2,4-6H3/t20?,21-,22-,24?,27-,28+/m0/s1 |
| InChI Key | JZFNKAMRJSGWIF-GQECOPKMSA-N |
Properties
| Appearance | White Crystal |
| Antibiotic Activity Spectrum | fungi |
| Boiling Point | 513.1±50.0°C at 760 mmHg |
| Melting Point | 115-118°C |
| Density | 1.1±0.1 g/cm3 |
Reference Reading
1. Antifungal antibiotics from Calcarisporium thermophilum: a new source of 15-azahomosterol derivatives
P Chrisp, P M Dewick, F T Boyle Z Naturforsch C J Biosci. 1990 Mar-Apr;45(3-4):179-86. doi: 10.1515/znc-1990-3-407.
Two antifungal metabolites isolated from Calcarisporium thermophilum were identified as 15-azahomosterols related to the compounds previously isolated from Geotrichum flavo-brunneum. By full spectral comparison with authentic 15-aza-24-methylene-D-homocholesta-8,14-dien-3 beta-ol (A 25822 B) from G. flavo-brunneum, the Calcarisporium metabolites were characterized as the 4 alpha-methyl- and 4,4-dimethyl-analogues of A 25822 B. Several minor members of the series were also detected, and tentatively identified by MS analysis. The 15-azahomosterols exhibited good antifungal activity towards Candida parapsiliosis, though the activities were somewhat lower than that of the 4-demethyl derivative A25822 B. Calcarisporium thermophilum is the second microorganism known to synthesize these unusual 15-azahomosterol derivatives.
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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 ╳
