astromicin
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.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
aminoglycoside antibioticARO:0000016
-
CHEBI:22479 - aminoglycoside antibiotic
CHEBI:22507 -
CHEBI:23824 -
CHEBI:29347 -
CHEBI:50994 - aminoglycoside antibiotic
ARO:0000016
Chemical structure
| Molecular formula | C17H35N5O6 |
|---|---|
| Charge | 0 |
| Average mass | 405.496 Da |
| Monoisotopic mass | 405.25873 Da |
| Source | ChEBI |
| InChIKey | BIDUPMYXGFNAEJ-APGVDKLISA-N |
[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
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
Also called
- astromicina
- astromicine
- astromicinum
- 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
- 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
- 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
- ASTM
- Astromicin
- KW 1070
- KW-1070
- XK 70-1
- XK-70-1
- antibiotic KW-1070
- astromycin
- fortimicin A
- Astromicina
- Astromicine
- Astromicinum
Cross-references
- astromicin
ARO:0000003 - cas:55779-06-1
- kegg.compound:C17708
- reaxys:3570275
- chembl:CHEMBL3084803
- pubchem.compound:5284517
Drug registries
Patents and articles
Activity roles
- antimicrobial agent
CHEBI:33281 - antibacterial agent
CHEBI:33282
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:0000003 |
astromicin | antibioticmech:aro-f778372b89 |
2026-08-30 |
| CHEBI | CHEBI:37923 |
astromicin | antibioticmech:chebi-09406857fa |
2026-08-30 |
Molecular targets
antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET
Resistance mechanisms
ANTIBIOTIC_INACTIVATION 5
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| AAC(3)-Ia | ARO:3002528 | — | ||
| AAC(3)-Ib | ARO:3002530 | — | ||
| AAC(3)-Ib/AAC(6')-Ib3 bifunctional protein | ARO:3002600 | — | ||
| AAC(3)-Ic | ARO:3002531 | — | ||
| AAC(3)-Id | ARO:3002529 | — |
ANTIBIOTIC_TARGET_ALTERATION 1
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| rmtF | ARO:3002666 | — |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO, CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories