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Endusamycin

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Endusamycin
Category Antibiotics
Catalog number BBF-01199
CAS 100242-41-9
Molecular Weight 867.11
Molecular Formula C47H78O14

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product 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.

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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
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
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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