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X-14885A

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Category Bioactive by-products
Catalog number BBF-01671
CAS 83917-57-1
Molecular Weight 496.6
Molecular Formula C27H32N2O7

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Fermentation Lab

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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

X-14885A is a divalent cation ionophore produced by a Streptomyces culture isolated from soil sample collected in Wyoming. It is active against gram-positive bacteria and Treponema.

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Synonyms X 14885 A; X-14885 A; X14885 A
IUPAC Name 2-[[(3R,8R,9R)-3,9-dimethyl-2-[1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-5-hydroxy-1,3-benzoxazole-4-carboxylic acid
Canonical SMILES CC1CCC2(CCC(C(O2)C(C)C(=O)C3=CC=CN3)C)OC1CC4=NC5=C(O4)C=CC(=C5C(=O)O)O
InChI InChI=1S/C27H32N2O7/c1-14-8-10-27(11-9-15(2)25(36-27)16(3)24(31)17-5-4-12-28-17)35-20(14)13-21-29-23-19(34-21)7-6-18(30)22(23)26(32)33/h4-7,12,14-16,20,25,28,30H,8-11,13H2,1-3H3,(H,32,33)/t14-,15-,16?,20-,25?,27?/m1/s1
InChI Key DXLFHVNETQTLLA-QBYXERAJSA-N
Antibiotic Activity Spectrum Gram-positive bacteria
1. X-14885A, a novel divalent cation ionophore produced by a Streptomyces culture: discovery, fermentation, biological as well as ionophore properties and taxonomy of the producing culture
C M Liu, M Chin, B L Prosser, N J Palleroni, J W Westley, P A Miller J Antibiot (Tokyo). 1983 Sep;36(9):1118-22. doi: 10.7164/antibiotics.36.1118.
Antibiotic X-14885A is a novel divalent cation ionophore produced by a Streptomyces culture isolated from soil sample collected in Wyoming. Its cation binding sequence has been found to be: Mg2+ greater than Ca2+, Sr2+ greater than Ba2+ much greater than Li+, Na+, Rb+, K+, Cs+.
2. Isolation and characterization of a novel polyether antibiotic of the pyrrolether class, antibiotic X-14885A
J W Westley, C M Liu, J F Blount, L H Sello, N Troupe, P A Miller J Antibiot (Tokyo). 1983 Oct;36(10):1275-8. doi: 10.7164/antibiotics.36.1275.
Antibiotic X-14885A is a polyether antibiotic belonging to the class of these natural acid ionophores known as pyrrolethers. The structure of the antibiotic was elucidated by X-ray crystallographic analysis of the hydrated sodium salt, which crystallized as a tetramer containing four antibiotic and water molecules and four atoms of sodium. Antibiotic X-14885A differs from the most well-known member of the class, A-23187, in two respects: the aromatic N-methylamino group present in the latter is replaced by a phenolic hydroxyl, and one of the four aliphatic methyls is replaced by a proton. Antibiotic X-14885A is active against Gram-positive bacteria and the spirochete, Treponema hyodysenteriae.

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