framycetin

CHEBI:7508 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B. — 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:47779 CHEBI:47779
ARO:0000016 ARO:0000016

Chemical structure

Computed structure properties
Molecular formula	C23H46N6O13
Charge	0
Average mass	614.65 Da
Monoisotopic mass	614.31229 Da
Source	ChEBI
InChIKey	PGBHMTALBVVCIT-VCIWKGPPSA-N

SMILES

NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N)O[C@@H]2CO)[C@H](N)[C@@H](O)[C@@H]1O

InChI

InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

Also called

framicetina (INN)— chebi
framycetine (INN)— chebi
framycetinum (INN)— chebi
(1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside (EXACT_SYNONYM)— chebi
Fradiomycin B (EXACT_SYNONYM)— chebi
Framycetin (EXACT_SYNONYM)— chebi
Neomycin B (EXACT_SYNONYM)— chebi
Fradiomycin (EXACT_SYNONYM)— aro
Fradiomycinum (EXACT_SYNONYM)— aro
Framycetinum (EXACT_SYNONYM)— aro
Mycifradin (EXACT_SYNONYM)— aro
Neomas (EXACT_SYNONYM)— aro
Soframycin (EXACT_SYNONYM)— aro
neomycin B (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:0000005
cas:119-04-0
drugbank:DB00452
drugcentral:1896
kegg.compound:C01737
kegg.drug:D05140
lincs.smallmolecule:LSM-5787
metacyc.compound:CPD-14142
pdb-ccd:NMY
reaxys:101621
vsdb:1783
chembl:CHEMBL3989751
pubchem.compound:8378

Activity roles

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

CHEBI:36047 CHEBI:36047
CHEBI:33281 CHEBI:33281

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:0000005`	neomycin	`antibioticmech:aro-e0cf2a5651`	2026-08-30
CHEBI	`CHEBI:7508`	framycetin	`antibioticmech:chebi-4d4c8ac7ac`	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:0000005 (neomycin); database assertion, not a primary citation.)

Resistance mechanisms

29 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 19

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
AAC(3)-IIIa	ARO:3002536	not organism-specific	—	ARO:3002536 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
AAC(3)-IIIb	ARO:3002537	not organism-specific	—	ARO:3002537 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
AAC(3)-IXa	ARO:3002543	not organism-specific	—	ARO:3002543 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
AAC(3)-VIIIa	ARO:3002542	not organism-specific	—	ARO:3002542 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
AAC(6')-31	ARO:3002585	not organism-specific	—	ARO:3002585 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-IIIa	ARO:3002647	not organism-specific	—	ARO:3002647 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-IIa	ARO:3002644	not organism-specific	—	ARO:3002644 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-IIb	ARO:3002645	not organism-specific	—	ARO:3002645 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-IIc	ARO:3002646	not organism-specific	—	ARO:3002646 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-IVa	ARO:3002648	not organism-specific	—	ARO:3002648 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-Ia	ARO:3002641	not organism-specific	—	ARO:3002641 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-Ib	ARO:3002642	not organism-specific	—	ARO:3002642 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-VIIa	ARO:3002654	not organism-specific	—	ARO:3002654 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-VIa	ARO:3002652	not organism-specific	—	ARO:3002652 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-VIb	ARO:3002653	not organism-specific	—	ARO:3002653 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-Va	ARO:3002649	not organism-specific	—	ARO:3002649 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-Vb	ARO:3002650	not organism-specific	—	ARO:3002650 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
APH(3')-Vc	ARO:3002651	not organism-specific	—	ARO:3002651 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
aphA15	ARO:3004675	not organism-specific	—	ARO:3004675 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 7

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Escherichia coli 16S rRNA (rrsB) mutation conferring resistance to neomycin	ARO:3003402	not organism-specific	—	ARO:3003402 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
Mycobacteroides abscessus 16S rRNA mutation conferring resistance to neomycin	ARO:3003238	not organism-specific	—	ARO:3003238 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
Mycobacteroides chelonae 16S rRNA mutation conferring resistance to neomycin	ARO:3003518	not organism-specific	—	ARO:3003518 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
Mycolicibacterium smegmatis 16S rRNA (rrsA) mutation conferring resistance to neomycin	ARO:3003544	not organism-specific	—	ARO:3003544 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
Mycolicibacterium smegmatis 16S rRNA (rrsB) mutation conferring resistance to neomycin	ARO:3003545	not organism-specific	—	ARO:3003545 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
kamB	ARO:3004102	not organism-specific	—	ARO:3004102 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
npmA	ARO:3002665	not organism-specific	—	ARO:3002665 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 3

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
AcrAD-TolC	ARO:3004082	not organism-specific	—	ARO:3004082 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
PmpM	ARO:3004077	not organism-specific	—	ARO:3004077 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); database assertion, not a primary citation.)
acrD	ARO:3000491	not organism-specific	—	ARO:3000491 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000005 (neomycin); 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
RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-03 · 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.