Cladosporide A
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| Category | Bioactive by-products |
| Catalog number | BBF-00355 |
| CAS | 310897-84-8 |
| Molecular Weight | 388.58 |
| Molecular Formula | C25H40O3 |
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Description
It is produced by the strain of Cladosporium sp. IFM 49189. Cladosporide A inhibits Aspergillus fumigatus with IC50 of 0.5-4.0 μg/mL, but it has no effect on other filamentous fungi.
Specification
| IUPAC Name | (3S,4R,5R,10S,13R,14R,17R)-3-hydroxy-17-[(2S)-1-hydroxypropan-2-yl]-4,10,13,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-4-carbaldehyde |
| Canonical SMILES | CC(CO)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C=O)O)C)C)C |
| InChI | InChI=1S/C25H40O3/c1-16(14-26)17-8-12-25(5)19-6-7-20-22(2,18(19)9-13-24(17,25)4)11-10-21(28)23(20,3)15-27/h15-17,20-21,26,28H,6-14H2,1-5H3/t16-,17-,20-,21+,22-,23-,24-,25+/m1/s1 |
| InChI Key | IMFPTRFAGTZUCB-KGEWIPHDSA-N |
Properties
| Appearance | Colorless Flake |
| Antibiotic Activity Spectrum | fungi |
| Melting Point | 206-209 °C |
Reference Reading
1. A new pentanorlanostane derivative, cladosporide A, as a characteristic antifungal agent against Aspergillus fumigatus, isolated from Cladosporium sp
T Hosoe, H Okada, T Itabashi, K Nozawna, K Okada, G M Takaki, K Fukushima, M Miyaji, K Kawai Chem Pharm Bull (Tokyo). 2000 Oct;48(10):1422-6. doi: 10.1248/cpb.48.1422.
In the course of searching for new antifungal agents, a new pentanorlanostane derivative, cladosporide A (1), was isolated along with ergosterol, ergosterol peroxide and 23,24,25,26,27-pentanorlanost-8-ene-3beta,22-diol (2) from Cladosporium sp. as a characteristic antifungal agent against the human pathogenic filamentous fungus Aspergillus fumigatus. The structure of 1 was established as 3beta,22-dihydroxy-23,24,25,26,27-pentanorlanostane-29-al by spectroscopic and chemical investigation and X-ray crystallographic analysis. Inhibitory activity against A. fumigatus (IC80 0.5-4.0 microg/ml) was observed for cladosporide A (1), but no activity was observed against pathogenic yeasts, Candida albicans and Cryptococcus neoformans, and other pathogenic filamentous fungi, Aspergillus niger and A. flavus. The 4beta-aldehyde residue in 1 might be essential for the antifungal activity, since 23,24,25,26,27-pentanorlanost-8-ene-3beta,22-diol (2) showed no inhibition against the above four fungi.
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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 ╳
