YS-822A
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-01564 |
| CAS | 130767-46-3 |
| Molecular Weight | 741.9 |
| Molecular Formula | C37H59NO14 |
Online Inquiry
Description
YS-822A is a polyene macrolide antibiotic isolated from the culture filtrate of a mutant strain H-8 of Streptoverticillium eurocidicum var. asterocidicus S-822. It has antifungal activity with MIC of 3.12-12.5μg/mL for yeast.
Specification
| Synonyms | YS 822A; Antibiotic YS 822A; 10,29-Dioxabicyclo(23.3.1)nonacosa-15,17,19,21-tetraene-26-carboxylic acid, 23-((3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy)-1,3,5,6,27-pentahydroxy-11-(1-methylethyl)-9-oxo- |
| IUPAC Name | (15Z,17E,19E,21E)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,27-pentahydroxy-9-oxo-11-propan-2-yl-10,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid |
| Canonical SMILES | CC1C(C(C(C(O1)OC2CC3C(C(CC(O3)(CC(CC(C(CCC(=O)OC(CCCC=CC=CC=CC=C2)C(C)C)O)O)O)O)O)C(=O)O)O)N)O |
| InChI | InChI=1S/C37H59NO14/c1-21(2)28-14-12-10-8-6-4-5-7-9-11-13-24(50-36-34(45)32(38)33(44)22(3)49-36)18-29-31(35(46)47)27(42)20-37(48,52-29)19-23(39)17-26(41)25(40)15-16-30(43)51-28/h4-9,11,13,21-29,31-34,36,39-42,44-45,48H,10,12,14-20,38H2,1-3H3,(H,46,47)/b5-4+,8-6-,9-7+,13-11+/t22-,23?,24?,25?,26?,27?,28?,29?,31?,32+,33-,34+,36+,37?/m1/s1 |
| InChI Key | HCAJMOSNTHQEGE-HEVHWGFOSA-N |
Properties
| Antibiotic Activity Spectrum | fungi; yeast |
| Melting Point | 265°C (dec.) |
Reference Reading
1. YS-822A, a new polyene macrolide antibiotic. I. Production, isolation, characterization and biological properties
A Itoh, J Ido, Y Iwamoto, E Goshima, T Miki, K Hasuda, H Hirota J Antibiot (Tokyo). 1990 Aug;43(8):948-55. doi: 10.7164/antibiotics.43.948.
A new polyene macrolide antibiotic, YS-822A was isolated from the culture filtrate of a mutant strain H-8 of Streptoverticillium eurocidicum var. asterocidicus S-822. Whereas the original S-822 strain produced not only YS-822 substances but also teleocidin as by-product which is well-known as a strong carcinogenic promoter, the mutagenized H-8 strain produced the antibiotic with only a trace amount of teleocidin. Chemical and biological characterizations of the antibiotic revealed that YS-822A (molecular formula: C37H59NO14) is a new polyene macrolide with a wide antifungal spectrum and a low acute toxicity.
2. YS-822A, a new polyene macrolide antibiotic. II. Planar structure of YS-822A
H Hirota, A Itoh, J Ido, Y Iwamoto, E Goshima, T Miki, K Hasuda, Y Ohashi J Antibiot (Tokyo). 1991 Feb;44(2):181-6. doi: 10.7164/antibiotics.44.181.
The planar structure of a new polyene macrolide antibiotic, YS-822A, which was isolated from the culture filtrate of a mutant strain H-8 of Streptoverticillium eurocidicum var. asterocidicus S-822, was established as I on the basis of spectroscopic evidences and by comparison spectroscopic data with nystatin A1 (II) and amphotericin A (III), representative polyene macrolide antibiotics. Molecular formula of YS-822A was established as C37H59NO14 (MW 741) by elemental analysis, NMR, and FAB mass spectra. The UV spectrum of YS-822A was very similar to that of nystatin A1, suggesting that YS-822A also has a conjugated all-trans-tetraene moiety. 1H and 13C NMR spectra of YS-822A showed a number of broad and overlapped signals, but the 1H-1H and 13C-1H COSY spectra implied the existence of a mycosamine moiety and several other partial structures. The connectivity of these partial structures was established by extensive 2D NMR experiments, including homonuclear Hartmann-Hahn and heteronuclear multiple-bond connectivity measurements, which led to the determination of the gross planar structure of YS-822A as I.
Recommended Products
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
| BBF-00764 | Cerebroside C | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-05862 | Epirubicin | Inquiry |
| BBF-03755 | Actinomycin D | Inquiry |
| BBF-01825 | Loganin | Inquiry |
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 ╳
