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CHEBI:45453 - sinefungin

Default Structure
ChEBI IDCHEBI:45453
ChEBI Namesinefungin
Stars
DefinitionAn adenosine that is the the δ-(5'-adenosyl) derivative of ornithine.
Last Modified26 March 2015
DownloadsMolfile
FormulaC15H23N7O5
Net Charge0
Average Mass381.393
Monoisotopic Mass381.17607
SMILESNc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@@H](N)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O
InChIInChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1
InChIKeyLMXOHSDXUQEUSF-YECHIGJVSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
sinefungin (CHEBI:45453) has functional parent L-ornithine (CHEBI:15729)
sinefungin (CHEBI:45453) has role antifungal agent (CHEBI:35718)
sinefungin (CHEBI:45453) has role antimicrobial agent (CHEBI:33281)
sinefungin (CHEBI:45453) is a adenosines (CHEBI:22260)
sinefungin (CHEBI:45453) is a non-proteinogenic α-amino acid (CHEBI:83925)
IUPAC Name 
(5S)-5-amino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-L-norleucine
INNs  Source
sinefunginKEGG DRUG
sinefunginaChemIDplus
sinefungineChemIDplus
sinefunginumChemIDplus
Synonyms  Source
(2S,5S)-2,5-diamino-6-[(2R,3S,R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acidPDBeChem
6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acidChemIDplus
6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acidChemIDplus
A 9145ChemIDplus
ADENOSYL-ORNITHINEPDBeChem
Antibiotic A 9145ChemIDplus
Manual XrefsDatabases
D05846KEGG DRUG
SFGPDBeChem
SINEFUNGINMetaCyc
US3758681Patent
US5872104Patent
Registry NumbersSources
Reaxys:3574678Reaxys
CAS:58944-73-3KEGG DRUG
CAS:58944-73-3ChemIDplus
Citations