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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:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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