framycetin
A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B.
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:47779 - aminoglycoside antibiotic
ARO:0000016
Chemical structure
| Molecular formula | C23H46N6O13 |
|---|---|
| Charge | 0 |
| Average mass | 614.65 Da |
| Monoisotopic mass | 614.31229 Da |
| Source | ChEBI |
| InChIKey | PGBHMTALBVVCIT-VCIWKGPPSA-N |
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=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
- framycetine
- framycetinum
- (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
- Fradiomycin B
- Framycetin
- Neomycin B
- Fradiomycin
- Fradiomycinum
- Framycetinum
- Mycifradin
- Neomas
- Soframycin
- neomycin B
Cross-references
- neomycin
ARO:0000005 - cas:119-04-0
- kegg.compound:C01737
- lincs.smallmolecule:LSM-5787
- metacyc.compound:CPD-14142
- pdb-ccd:NMY
- reaxys:101621
- vsdb:1783
- chembl:CHEMBL3989751
- pubchem.compound:8378
Drug registries
Activity roles
- antibacterial drug
CHEBI:36047 - antimicrobial agent
CHEBI:33281
Source concepts
| 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
antibiotic sensitive 16S rRNA NUCLEIC_ACID DIRECT_BINDING_TARGET
Resistance mechanisms
ANTIBIOTIC_INACTIVATION 19
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| AAC(3)-IIIa | ARO:3002536 | — | ||
| AAC(3)-IIIb | ARO:3002537 | — | ||
| AAC(3)-IXa | ARO:3002543 | — | ||
| AAC(3)-VIIIa | ARO:3002542 | — | ||
| AAC(6')-31 | ARO:3002585 | — | ||
| APH(3')-IIIa | ARO:3002647 | — | ||
| APH(3')-IIa | ARO:3002644 | — | ||
| APH(3')-IIb | ARO:3002645 | — | ||
| APH(3')-IIc | ARO:3002646 | — | ||
| APH(3')-IVa | ARO:3002648 | — | ||
| APH(3')-Ia | ARO:3002641 | — | ||
| APH(3')-Ib | ARO:3002642 | — | ||
| APH(3')-VIIa | ARO:3002654 | — | ||
| APH(3')-VIa | ARO:3002652 | — | ||
| APH(3')-VIb | ARO:3002653 | — | ||
| APH(3')-Va | ARO:3002649 | — | ||
| APH(3')-Vb | ARO:3002650 | — | ||
| APH(3')-Vc | ARO:3002651 | — | ||
| aphA15 | ARO:3004675 | — |
ANTIBIOTIC_TARGET_ALTERATION 7
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Escherichia coli 16S rRNA (rrsB) mutation conferring resistance to neomycin | ARO:3003402 | — | ||
| Mycobacteroides abscessus 16S rRNA mutation conferring resistance to neomycin | ARO:3003238 | — | ||
| Mycobacteroides chelonae 16S rRNA mutation conferring resistance to neomycin | ARO:3003518 | — | ||
| Mycolicibacterium smegmatis 16S rRNA (rrsA) mutation conferring resistance to neomycin | ARO:3003544 | — | ||
| Mycolicibacterium smegmatis 16S rRNA (rrsB) mutation conferring resistance to neomycin | ARO:3003545 | — | ||
| kamB | ARO:3004102 | — | ||
| npmA | ARO:3002665 | — |
ANTIBIOTIC_EFFLUX 3
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| AcrAD-TolC | ARO:3004082 | — | ||
| PmpM | ARO:3004077 | — | ||
| acrD | ARO:3000491 | — |
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
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories