CHEBI:131719 - flurithromycin

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ChEBI Name flurithromycin
ChEBI ID CHEBI:131719
Definition 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that is erythromycin A in which the hydrogen attached to the carbon at position 8 (α to the ketone carbonyl group) has been replaced by a fluorine.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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kevin
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Formula C37H66FNO13
Net Charge 0
Average Mass 751.919
Monoisotopic Mass 751.452
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
InChIKey XOEUHCONYHZURQ-HNUBZJOYSA-N
SMILES [C@H]1(O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)[C@@](C)(C[C@@](C)(C(=O)[C@H](C)[C@@H](O)[C@]([C@H](OC([C@@H]([C@H]([C@@H]1C)O[C@H]3C[C@]([C@H]([C@@H](O3)C)O)(OC)C)C)=O)CC)(C)O)F)O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing flurithromycin (CHEBI:131719) has functional parent erythromycin A (CHEBI:42355)
flurithromycin (CHEBI:131719) has role antibacterial drug (CHEBI:36047)
flurithromycin (CHEBI:131719) is a cyclic ketone (CHEBI:3992)
flurithromycin (CHEBI:131719) is a erythromycin derivative (CHEBI:48924)
flurithromycin (CHEBI:131719) is a organofluorine compound (CHEBI:37143)
flurithromycin (CHEBI:131719) is a semisynthetic derivative (CHEBI:72588)
IUPAC Name
(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
INNs Sources
flurithromycin WHO MedNet
flurithromycine WHO MedNet
flurithromycinum WHO MedNet
fluritromicina WHO MedNet
Synonyms Sources
(8S)-8-fluoroerythromycin A ChemIDplus
8-fluoroerythromycin ChemIDplus
antibiotic P 80206 ChemIDplus
Cl-932 ChemIDplus
P 80206 ChemIDplus
P-0501A ChemIDplus
Manual Xrefs Databases
1221 DrugCentral
D07242 KEGG DRUG
Flurithromycin Wikipedia
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Registry Numbers Types Sources
6950255 Reaxys Registry Number Reaxys
82664-20-8 CAS Registry Number ChemIDplus
82664-20-8 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017