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CHEBI:623918 - nikkomycin Z

ChEBI IDCHEBI:623918
ChEBI Namenikkomycin Z
Stars
DefinitionA uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase.
Secondary ChEBI IDsCHEBI:109145, CHEBI:621961
Last Modified16 April 2012
DownloadsMolfile
FormulaC20H25N5O10
Net Charge0
Average Mass495.445
Monoisotopic Mass495.16014
SMILES[H][C@]1([C@H](NC(=O)[C@@H](N)[C@H](C)[C@H](O)c2ccc(O)cn2)C(=O)O)O[C@@H](n2ccc(=O)nc2=O)[C@H](O)[C@@H]1O
InChIInChI=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
InChIKeyWWJFFVUVFNBJTN-VHDFTHOZSA-N
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
EC 2.4.1.16 (chitin synthase) inhibitor  A EC 2.4.1.* (hexosyltransferase) inhibitor that inhibits the action of chitin synthase (EC 2.4.1.16).
ChEBI Ontology
Outgoing Relation(s)
nikkomycin Z (CHEBI:623918) has functional parent uridine (CHEBI:16704)
nikkomycin Z (CHEBI:623918) has role antifungal agent (CHEBI:35718)
nikkomycin Z (CHEBI:623918) is a nikkomycin (CHEBI:59668)
Synonyms  Source
NikkomycinChemIDplus
Neopolyoxin CChemIDplus
(2S)-{[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino}[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]acetic acidChEBI
(2S)-{[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino}-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-β-D-allo-furanuronic acidChEBI
Registry NumbersSources
Reaxys:4303204Reaxys
CAS:59456-70-1ChemIDplus
Citations