CHEBI:7489 - neamine

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ChEBI Name neamine
ChEBI ID CHEBI:7489
Definition 2-Deoxy-D-streptamine glycosylated at the 4-oxygen with a 6-amino-α-D-glucosaminyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46591, CHEBI:481318
Supplier Information
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Formula C12H26N4O6
Net Charge 0
Average Mass 322.35800
Monoisotopic Mass 322.185
InChI InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
InChIKey SYJXFKPQNSDJLI-HKEUSBCWSA-N
SMILES NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): antibacterial agent
A substance that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing neamine (CHEBI:7489) has role antibacterial agent (CHEBI:33282)
neamine (CHEBI:7489) is a 2,6-dideoxy-α-D-glucoside (CHEBI:53628)
neamine (CHEBI:7489) is a aminoglycoside (CHEBI:47779)
neamine (CHEBI:7489) is conjugate base of neamine(4+) (CHEBI:65076)
Incoming γ-L-glutamylbutirosin B (CHEBI:65108) has functional parent neamine (CHEBI:7489)
6'''-oxoneomycin C (CHEBI:65098) has functional parent neamine (CHEBI:7489)
butirosin A (CHEBI:65112) has functional parent neamine (CHEBI:7489)
butirosin B (CHEBI:65110) has functional parent neamine (CHEBI:7489)
neamine sulfate (CHEBI:53635) has part neamine (CHEBI:7489)
neomycin (CHEBI:7507) has part neamine (CHEBI:7489)
neamine(4+) (CHEBI:65076) is conjugate acid of neamine (CHEBI:7489)
IUPAC Name
(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside
Synonyms Sources
2-desoxy-4-O-(2,6-diamino-2,6-didesoxy-α-D-glucopyranosyl)-D-streptamin ChemIDplus
4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamine ChemIDplus
neamine ChEMBL
Neamine KEGG COMPOUND
Neomycin A KEGG COMPOUND
Database Links Databases
C01441 KEGG COMPOUND
DB04808 DrugBank
XXX PDBeChem
View more database links
Registry Numbers Types Sources
26714 Reaxys Registry Number Reaxys
3947-65-7 CAS Registry Number KEGG COMPOUND
3947-65-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1008820 PubMed citation Europe PMC
16361562 PubMed citation Europe PMC
16870442 PubMed citation ChEMBL
16942021 PubMed citation ChEMBL
17317190 PubMed citation ChEMBL
17416529 PubMed citation ChEMBL
19276260 PubMed citation Europe PMC
20000576 PubMed citation Europe PMC
21135992 PubMed citation Europe PMC
Last Modified
03 July 2012