CHEBI:37923 - astromicin

ChEBI IDCHEBI:37923
ChEBI Nameastromicin
Stars
DefinitionAn amino cyclitol glycoside that is L-chiro-inositol in which the hydroxy groups at positions 1, 4, and 6 are replaced by aminoacetyl)methylamino, amino, and methoxy groups, respectively, and in which the hydroxy group at position 3 is converted to the corresponding 2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranoside. The major component of fortimicin, obtained from Micromonospora olivasterospora. It is administered (as the sulfate salt) by intramuscular injection or intravenous infusion for the treatment of severe systemic infections due to sensitive Gram-negative organisms.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H35N5O6
Net Charge0
Average Mass405.496
Monoisotopic Mass405.25873
SMILES[H][C@@]1([C@H](C)N)CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)[C@H](O)[C@H](OC)[C@@H](N(C)C(=O)CN)[C@H]2O)O1
InChIInChI=1S/C17H35N5O6/c1-7(19)9-5-4-8(20)17(27-9)28-15-11(21)13(24)16(26-3)12(14(15)25)22(2)10(23)6-18/h7-9,11-17,24-25H,4-6,18-21H2,1-3H3/t7-,8+,9-,11-,12-,13-,14+,15+,16+,17+/m0/s1
InChIKeyBIDUPMYXGFNAEJ-APGVDKLISA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
astromicin (CHEBI:37923) has role antibacterial agent (CHEBI:33282)
astromicin (CHEBI:37923) has role metabolite (CHEBI:25212)
astromicin (CHEBI:37923) is a amino cyclitol glycoside (CHEBI:22479)
astromicin (CHEBI:37923) is a aminoglycoside antibiotic (CHEBI:22507)
astromicin (CHEBI:37923) is a diol (CHEBI:23824)
astromicin (CHEBI:37923) is a monocarboxylic acid amide (CHEBI:29347)
astromicin (CHEBI:37923) is a primary amino compound (CHEBI:50994)
Incoming Relation(s)
astromycin sulfate (CHEBI:31242) has functional parent astromicin (CHEBI:37923)
IUPAC Name 
N-[(1S,2R,3R,4S,5S,6R)-4-amino-3-({(2R,3R,6S)-3-amino-6-[(1S)-1-aminoethyl]tetrahydro-2H-pyran-2-yl}oxy)-2,5-dihydroxy-6-methoxycyclohexyl]-N-methylglycinamide
INNs  Source
astromicinKEGG DRUG
astromicinaChemIDplus
astromicineChemIDplus
astromicinumChemIDplus
Synonyms  Source
4-amino-1-(2-amino-N-methylacetamido)-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl)-6-O-methyl-L-chiro-inositolChEBI
4-amino-1-((aminoacetyl)methylamino)-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl)-6-O-methyl-L-chiro-inositolChemIDplus
antibiotic KW-1070ChemIDplus
ASTMKEGG DRUG
AstromicinKEGG COMPOUND
astromycinChEBI
Manual XrefsDatabases
250DrugCentral
AstromicinWikipedia
C17708KEGG COMPOUND
D07470KEGG DRUG
Registry NumbersSources
Reaxys:3570275Reaxys
CAS:55779-06-1KEGG COMPOUND
CAS:55779-06-1ChemIDplus
Citations