Endusamycin
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| Category | Antibiotics |
| Catalog number | BBF-01199 |
| CAS | 100242-41-9 |
| Molecular Weight | 867.11 |
| Molecular Formula | C47H78O14 |
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Description
Endusamycin is produced by the strain of Streptomyces endus subsp. aureus. It has activity against gram-positive bacteria, some anaerobic bacteria, Eimeria tenella, E.acervulina. The feed with mycorycin of 10-40 μg/g was effective for coccidioides infection.
Specification
| Synonyms | Dianemycin, 19-de((tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy)-15-((tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy)-, (15(2S,5S,6R))- |
| IUPAC Name | (E,2S,4R,8S)-8-[(2S,3R,5S,7S,8R,9R)-7-hydroxy-2-[(2R,4S,5R,6R,9R)-2-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-4,6-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-[(2S,5S,6R)-5-methoxy-6-methyloxan-2-yl]oxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2,4,6-trimethyl-5-oxonon-6-enoic acid |
| Canonical SMILES | CC1CCC(OC12C(CC(O2)C3C(CC(C(O3)(CO)O)C)C)C)C4(C(CC5(O4)CC(C(C(O5)C(C)C=C(C)C(=O)C(C)CC(C)C(=O)O)C)O)OC6CCC(C(O6)C)OC)C |
| InChI | InChI=1S/C47H78O14/c1-24(40(50)25(2)18-28(5)43(51)52)17-26(3)41-32(9)34(49)21-45(59-41)22-38(56-39-16-14-35(54-12)33(10)55-39)44(11,61-45)37-15-13-29(6)47(58-37)31(8)20-36(57-47)42-27(4)19-30(7)46(53,23-48)60-42/h17,25-39,41-42,48-49,53H,13-16,18-23H2,1-12H3,(H,51,52)/b24-17+/t25-,26+,27+,28+,29-,30-,31+,32-,33-,34+,35+,36-,37-,38-,39+,41-,42+,44-,45+,46+,47-/m1/s1 |
| InChI Key | IXZQKHXEQYZXTP-RATZTJMHSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; Parasites |
| Boiling Point | 910.3 °C at 760 mmHg |
| Melting Point | 95-105 °C |
| Density | 1.21 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Endusamycin, a novel polycyclic ether antibiotic produced by a strain of Streptomyces endus subsp. aureus
J R Oscarson, J Bordner, W D Celmer, W P Cullen, L H Huang, H Maeda, P M Moshier, S Nishiyama, L Presseau, R Shibakawa, et al. J Antibiot (Tokyo). 1989 Jan;42(1):37-48. doi: 10.7164/antibiotics.42.37.
Endusamycin formerly called CP-63,517 (C47H77O14Na), is a novel polycyclic ether antibiotic produced by a new strain of Streptomyces endus subsp. aureus (ATCC 39574). Recovery, fractionation and purification were achieved using standard procedures. Forms include the endusamycin free acid, mp 95 approximately 105 degrees C, lambda max 232 nm (log E 4.16), [alpha]25D +47.4 degrees (c 0.5, methanol) and a crystalline sodium salt, mp 215 approximately 220 degrees C, lambda max 232 nm, (log E 4.15), [alpha]25D +25 degrees (c 0.5, methanol). The structure is shown below, Fig. 1. Endusamycin exhibited; antibacterial activity, in vitro against Gram-positive and anaerobic bacteria, effectiveness against coccidia in poultry, and stimulation of propionic acid production in an in vitro system.
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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 ╳
