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Substance Name: Nikkomycin
RN: 59456-70-1
UNII: 9Z22C3QQCJ
InChIKey: WWJFFVUVFNBJTN-VHDFTHOZSA-N

Note

  • Nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase; consists of uracil, an amino hexuronic acid & a new amino acid containing a pyridine ring.

Molecular Formula

  • C20-H25-N5-O10

Molecular Weight

  • 495.4425
 

Classification Codes

  • Anti-Infective Agents
  • Antibiotics, Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
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Names and Synonyms

Name of Substance

  • Nikkomycin

Synonyms

  • BRN 0873216
  • Neopolyoxin C
  • Nikkomycin Z
  • NSC 601906
  • UNII-9Z22C3QQCJ

Systematic Name

  • beta-D-Allofuranuronic acid, 5-((2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-, (2S-(2R*,3R*,4R*))-

Registry Numbers

CAS Registry Number

  • 59456-70-1

FDA UNII

  • 9Z22C3QQCJ

Other Registry Number

  • 75044-70-1

System Generated Number

  • 0059456701

Structure Descriptors

InChI

InChI=1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1

InChIKey

WWJFFVUVFNBJTN-VHDFTHOZSA-N

Smiles

C[C@@H]([C@H](N)C(=O)N[C@@H]([C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=O)NC2=O)C(=O)O)[C@H](O)c3ccc(O)cn3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intravenous > 250mg/kg (250mg/kg)   Agricultural and Biological Chemistry. Vol. 44, Pg. 1709, 1980.