CHEBI:37923 - astromicin

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ChEBI Name astromicin
ChEBI ID CHEBI:37923
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H35N5O6
Net Charge 0
Average Mass 405.48970
Monoisotopic Mass 405.259
InChI InChI=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
InChIKey BIDUPMYXGFNAEJ-APGVDKLISA-N
SMILES [H][C@]1(CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)[C@H](O)[C@H](OC)[C@H]([C@H]2O)N(C)C(=O)CN)O1)[C@H](C)N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antibacterial agent
A substance 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.
(via carbohydrate-containing antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
astromicin KEGG DRUG
astromicina ChemIDplus
astromicine ChemIDplus
astromicinum ChemIDplus
Synonyms Sources
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-inositol ChemIDplus
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-inositol ChEBI
antibiotic KW-1070 ChemIDplus
ASTM KEGG DRUG
Astromicin KEGG COMPOUND
astromycin ChEBI
fortimicin A ChemIDplus
KW 1070 ChemIDplus
KW-1070 ChemIDplus
XK 70-1 ChemIDplus
XK-70-1 ChemIDplus
Manual Xrefs Databases
250 DrugCentral
Astromicin Wikipedia
C17708 KEGG COMPOUND
D07470 KEGG DRUG
View more database links
Registry Numbers Types Sources
3570275 Reaxys Registry Number Reaxys
55779-06-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1494349 PubMed citation Europe PMC
2737953 PubMed citation Europe PMC
6526734 PubMed citation Europe PMC
6526735 PubMed citation Europe PMC
8486289 PubMed citation Europe PMC
Last Modified
22 February 2017