astromicin

CHEBI:37923 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:22479 CHEBI:22479
CHEBI:22507 CHEBI:22507
CHEBI:23824 CHEBI:23824
CHEBI:29347 CHEBI:29347
CHEBI:50994 CHEBI:50994
ARO:0000016 ARO:0000016

Chemical structure

Computed structure properties
Molecular formula	C17H35N5O6
Charge	0
Average mass	405.496 Da
Monoisotopic mass	405.25873 Da
Source	ChEBI
InChIKey	BIDUPMYXGFNAEJ-APGVDKLISA-N

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

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

Also called

astromicina (INN)— chebi
astromicine (INN)— chebi
astromicinum (INN)— chebi
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 (EXACT_SYNONYM)— chebi
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 (EXACT_SYNONYM)— chebi
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 (EXACT_SYNONYM)— chebi
ASTM (EXACT_SYNONYM)— chebi
Astromicin (EXACT_SYNONYM)— chebi
KW 1070 (EXACT_SYNONYM)— chebi
KW-1070 (EXACT_SYNONYM)— chebi
XK 70-1 (EXACT_SYNONYM)— chebi
XK-70-1 (EXACT_SYNONYM)— chebi
antibiotic KW-1070 (EXACT_SYNONYM)— chebi
astromycin (EXACT_SYNONYM)— chebi
fortimicin A (EXACT_SYNONYM)— chebi
Astromicina (EXACT_SYNONYM)— aro
Astromicine (EXACT_SYNONYM)— aro
Astromicinum (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281
CHEBI:33282 CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
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

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET

ARO:3000755

CARD/ARO database assertion; target organism, strain, and assay are not specified. 16S rRNA is asserted as the target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000755 (CARD/ARO asserts targeted_by_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)

Resistance mechanisms

6 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_INACTIVATION 5

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
AAC(3)-Ia	ARO:3002528	not organism-specific	—	ARO:3002528 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)
AAC(3)-Ib	ARO:3002530	not organism-specific	—	ARO:3002530 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)
AAC(3)-Ib/AAC(6')-Ib3 bifunctional protein	ARO:3002600	not organism-specific	—	ARO:3002600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)
AAC(3)-Ic	ARO:3002531	not organism-specific	—	ARO:3002531 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)
AAC(3)-Id	ARO:3002529	not organism-specific	—	ARO:3002529 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
rmtF	ARO:3002666	not organism-specific	—	ARO:3002666 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000003 (astromicin); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.