CHEBI:623918 - nikkomycin Z

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ChEBI Name nikkomycin Z
ChEBI ID CHEBI:623918
Definition A uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:109145, CHEBI:621961
Supplier Information
Download Molfile XML SDF
Formula C20H25N5O10
Net Charge 0
Average Mass 495.44000
Monoisotopic Mass 495.16014
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 [H][C@@]1(O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O)[C@H](NC(=O)[C@@H](N)[C@H](C)[C@H](O)c1ccc(O)cn1)C(O)=O
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
nucleoside antibiotic

(via nikkomycin )
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).
(via nikkomycin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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 acid ChEBI
(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 acid ChEBI
Neopolyoxin C ChemIDplus
Nikkomycin ChemIDplus
Registry Numbers Types Sources
4303204 Beilstein Registry Number Beilstein
4303204 Reaxys Registry Number Reaxys
59456-70-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10888330 PubMed citation ChEMBL
12205060 PubMed citation Europe PMC
12729648 PubMed citation ChEMBL
1992114 PubMed citation ChEMBL
19930628 PubMed citation Europe PMC
20931236 PubMed citation Europe PMC
22203603 PubMed citation Europe PMC
Last Modified
16 April 2012