Sporeamicin A
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| Category | Antibiotics |
| Catalog number | BBF-03463 |
| CAS | 131418-65-0 |
| Molecular Weight | 713.90 |
| Molecular Formula | C37H63NO12 |
| Purity | ≥95% |
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Description
It is a macrolide antibiotic produced by the strain of Saccaropolyspora sp. L53-18. It has anti-Gram-positive bacteria effect, but no anti-Gram-negative bacteria effect. It has cross-resistance with macrolide antibiotics.
Specification
| Synonyms | Erythromycin, 9,10-didehydro-9-deoxo-11,12-dideoxy-9,12-epoxy-11-oxo-; Antibiotic L 53-18A; SRM-A |
| IUPAC Name | (1R,2R,5R,6S,7S,8R,9R,11R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-hydroxy-6-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,5,7,9,11,13-hexamethyl-3,15-dioxabicyclo[10.2.1]pentadec-12-ene-4,14-dione |
| Canonical SMILES | CCC1C2(C(=O)C(=C(O2)C(CC(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)(C)O)C)C)C |
| InChI | InChI=1S/C37H63NO12/c1-14-25-37(10)30(40)20(4)28(50-37)18(2)16-35(8,43)32(49-34-27(39)24(38(11)12)15-19(3)45-34)21(5)29(22(6)33(42)47-25)48-26-17-36(9,44-13)31(41)23(7)46-26/h18-19,21-27,29,31-32,34,39,41,43H,14-17H2,1-13H3/t18-,19-,21+,22-,23+,24+,25-,26+,27-,29+,31+,32-,34+,35-,36-,37-/m1/s1 |
| InChI Key | SZZIJYBWFJCYOX-DHWUZCQFSA-N |
Properties
| Appearance | Colorless Prismatic Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 811.1°C at 760 mmHg |
| Melting Point | 149-152°C |
| Density | 1.20 g/cm3 |
| Solubility | Soluble in Methanol, Chloroform, Benzene |
Reference Reading
1. Sporeamicin A, a new macrolide antibiotic. I. Taxonomy, fermentation, isolation and characterization
N Mutoh, K Ishizawa, M Hayashi, S Murofushi, S Yaginuma, A Morishita J Antibiot (Tokyo) . 1992 May;45(5):599-606. doi: 10.7164/antibiotics.45.599.
Sporeamicin A, a novel antibiotic, was isolated from the culture filtrate of an actinomycete. The producing organism, strain L53-18, was taxonomically assigned as a species of the genus Saccaropolyspora. The antibiotic was extracted with chloroform and was then purified by crystallization. It was obtained as colorless prisms from ethanolic solutions. Sporeamicin A exhibited a strong UV absorption peak at 276 nm. The molecular formula of sporeamicin A was determined to be C37H63NO12.
2. Sporeamicin A, a new macrolide antibiotic. II. Structure determination
N Mutoh, K Ishizawa, M Hayashi, S Yaginuma, T Yamamoto, A Morishita J Antibiot (Tokyo) . 1992 May;45(5):607-12. doi: 10.7164/antibiotics.45.607.
Structure of a novel antibiotic, sporeamicin A (SRM-A), was determined by a combination of spectroscopic and X-ray crystallographic studies. SRM-A has a unique structure containing a 2,3-dihydro-3-oxofuran moiety as part of a 14-membered macrolide ring.
3. Sporeamicin A, a new macrolide antibiotic. III. Biological properties
N Mutoh, K Ishizawa, S Yaginuma, T Suzuki, S Yokoiyama, A Morishita J Antibiot (Tokyo) . 1992 May;45(5):613-7. doi: 10.7164/antibiotics.45.613.
Sporeamicin A is a new erythromycin-type antibiotic isolated from a species of Saccharopolyspora. It was active in vitro against a wide variety of Gram-positive bacteria. In vitro studies indicated that the sporeamicin A was stable in the presence of human serum, although it was bound to serum proteins. Sporeamicin A was effective in the mouse protection test against Staphylococcus aureus, Streptococcus pyogenes and Streptococcus pneumoniae. Sporeamicin A attained higher plasma and tissue levels in the rat than did erythromycin stearate.
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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 ╳
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