flurithromycin

CHEBI:131719 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An erythromycin derivative that is erythromycin A in which the hydrogen attached to the carbon at position 8 (α to the ketone carbonyl group) has been replaced by a fluorine. It has been used (generally as the corresponding monoethyl succinate ester) as an antibacterial drug. — 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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:37143 CHEBI:37143
CHEBI:3992 CHEBI:3992
CHEBI:48924 CHEBI:48924
CHEBI:72588 CHEBI:72588

Chemical structure

Computed structure properties
Molecular formula	C37H66FNO13
Charge	0
Average mass	751.927 Da
Monoisotopic mass	751.45182 Da
Source	ChEBI
InChIKey	XOEUHCONYHZURQ-HNUBZJOYSA-N

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@](C)(F)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

InChI=1S/C37H66FNO13/c1-14-24-37(10,46)29(42)21(5)28(41)34(7,38)17-35(8,45)31(52-33-26(40)23(39(11)12)15-18(2)48-33)19(3)27(20(4)32(44)50-24)51-25-16-36(9,47-13)30(43)22(6)49-25/h18-27,29-31,33,40,42-43,45-46H,14-17H2,1-13H3/t18-,19+,20-,21+,22+,23+,24-,25+,26-,27+,29-,30+,31-,33+,34+,35-,36-,37-/m1/s1

Also called

flurithromycine (INN)— chebi
flurithromycinum (INN)— chebi
fluritromicina (INN)— chebi
(3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-9-fluoro-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione (EXACT_SYNONYM)— chebi
(8S)-8-fluoroerythromycin A (EXACT_SYNONYM)— chebi
8-fluoroerythromycin (EXACT_SYNONYM)— chebi
Cl-932 (EXACT_SYNONYM)— chebi
P 80206 (EXACT_SYNONYM)— chebi
P-0501A (EXACT_SYNONYM)— chebi
antibiotic P 80206 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:82664-20-8
drugcentral:1221
kegg.drug:D07242
reaxys:6950255
wikipedia.en:Flurithromycin

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
CHEBI	`CHEBI:131719`	flurithromycin	`antibioticmech:chebi-192bb24c3b`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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.