flomoxef

CHEBI:135813 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A second-generation oxacephem antibiotic in which the oxazine ring is substituted at C-3 with a hydroxyethyl-substituted tetrazolylthiomethyl group and the azetidinone ring carries 7α-methoxy and 7β-{2-[(difluoromethyl)thiomethyl]acetamido} substituents. — 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

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:25558 CHEBI:25558
CHEBI:51569 CHEBI:51569
CHEBI:55506 CHEBI:55506
ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties
Molecular formula	C15H18F2N6O7S2
Charge	0
Average mass	496.474 Da
Monoisotopic mass	496.06465 Da
Source	ChEBI
InChIKey	UHRBTBZOWWGKMK-DOMZBBRYSA-N

SMILES

[H][C@]12OCC(CSc3nnnn3CCO)=C(C(=O)O)N1C(=O)[C@]2(NC(=O)CSC(F)F)OC

InChI

InChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1

Also called

flomoxefum (INN)— chebi
(6R,7R)-7-{2-[(difluoromethyl)sulfanyl]acetamido}-3-({[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
FMOX (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3004014
cas:99665-00-6
drugbank:DB11935
drugcentral:1179
kegg.drug:D07963
reaxys:6993219
wikipedia.en:Flomoxef
chembl:CHEMBL15413
pubchem.compound:65864

Activity roles

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

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

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:3004014`	flomoxef	`antibioticmech:aro-f53229539a`	2026-08-30
CHEBI	`CHEBI:135813`	flomoxef	`antibioticmech:chebi-7f6c22d723`	2026-08-30

Resistance mechanisms

2 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 2

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
ACC-1	ARO:3001815	not organism-specific	—	ARO:3001815 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004014 (flomoxef); database assertion, not a primary citation.)
CfxA	ARO:3003001	not organism-specific	—	ARO:3003001 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004014 (flomoxef); 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

Provenance

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