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Nosiheptide

Nosiheptide structure

Nosiheptide 

structure
  • CAS No:

    56377-79-8

  • Formula:

    C51H43N13O12S6

  • Chemical Name:

    Nosiheptide

  • Synonyms:

    4-Thiazolecarboxamide,N-[1-(aminocarbonyl)ethenyl]-2-[(11S,14Z,21S,23S,29S)-14-ethylidene-9,10,11,12,13,14,19,20,21,22,23,24,26,33,35,36-hexadecahydro-3,23-dihydroxy-11-[(1R)-1-hydroxyethyl]-31-methyl-9,12,19,24,33,43-hexaoxo-30,32-imino-8,5:18,15:40,37-trinitrilo-21,36-([2,4]-endo-thiazolomethanimino)-5H,15H,37H-pyrido[3,2-w][2,11,21,27,31,7,14,17]benzoxatetrathiatriazacyclohexatriacontin-2-yl]-;Nosiheptide;30,32-Imino-8,5:18,15:40,37-trinitrilo-21,36-([2,4]-endo-thiazolomethanimino)-5H,15H,37H-pyrido[3,2-w][2,11,21,27,31,7,14,17]benzoxatetrathiatriazacyclohexatriacontine,nosiheptide deriv.;N-[1-(Aminocarbonyl)ethenyl]-2-[(11S,14Z,21S,23S,29S)-14-ethylidene-9,10,11,12,13,14,19,20,21,22,23,24,26,33,35,36-hexadecahydro-3,23-dihydroxy-11-[(1R)-1-hydroxyethyl]-31-methyl-9,12,19,24,33,43-hexaoxo-30,32-imino-8,5:18,15:40,37-trinitrilo-21,36-([2,4]-endo-thiazolomethanimino)-5H,15H,37H-pyrido[3,2-w][2,11,21,27,31,7,14,17]benzoxatetrathiatriazacyclohexatriacontin-2-yl]-4-thiazolecarboxamide;Multhiomycin;Multiomycin;11057-08-2;51668-49-6;65454-47-9

  • Categories:

    Active Pharmaceutical Ingredients  >  Feed Additive

Description

Nosiheptide (Multhiomycin), a thiopeptide antibiotic produced by Streptomyces actuosus, inhibits bacterial protein synthesis and bears a unique indole side ring system and regiospecific hydroxyl groups on the characteristic macrocyclic core. Nosiheptide has been widely used as a feed additive for animal growth[1][2].


Nosiheptide is a polyol.

Nosiheptide Basic Attributes

1222.38

1222.36

260-138-4

Characteristics

552.28000

0.72

1.5±0.1 g/cm3

310-320 °C (decomp)

1.699

D20 +38° (c = 1 in pyridine)

Drug Information

multhiomycin

Nosiheptide Use and Manufacturing

Nosiheptide is a bicyclic thiopeptide antibiotic produced by several species of actinomycetes, notably Streptomyces, first reported by Japanese researchers in 1970. Unlike other bicyclic thiopeptides such as thiostrepton, the second macrocyclic ring is linked by relatively fragile lactone and thiolactone bridges to the core cyclic peptide. Nosiheptide has broad spectrum antibacterial activity, and has recently demonstrated a prolonged post-antibiotic effect in both nosocomial and community-acquired MRSA compared with vancomycin. Despite its long history in animal health, nosiheptide has not been extensively studied and is regarded as a “lost antibiotic” largely escaping intensive investigation for human application.

Computed Properties

Molecular Weight:1222.4
XLogP3:4.1
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:24
Rotatable Bond Count:5
Exact Mass:1221.14784090
Monoisotopic Mass:1221.14784090
Topological Polar Surface Area:552
Heavy Atom Count:82
Complexity:2510
Defined Atom Stereocenter Count:4
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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