Flurithromycin

HCID 71260

Notes Reactions

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Basic information

CAS: 82664-20-8
Standard 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
InChIKey: XOEUHCONYHZURQ-HNUBZJOYSA-N
Molecular formula: C37H66FNO13
Average molar mass: 751.9 g/mol
Monoisotopic mass: 751.45181932

Names & identifiers

Preferred name: Flurithromycin
IUPAC: (3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-9-fluoro-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
English name: FLURITHROMYCIN
Molecular formula: C37H66FNO13
Molecular weight: 751.92

Names & synonyms

Flurithromycin82664-20-88-FluoroerythromycinFluritromicina(8S)-8-Fluoroerythromycin AFlurithromycineAntibiotic P 80206(8S)-8-FluoroerythromycinCl-932FlurithromycinumP-0501AP 80206

Show more names

p80206C1-932P-0501-Aantibioticp80206Huritromicina(sp)8-fluoro-erythromyci

56C9DTE69VCHEBI:131719DTXSID40905085(3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-9-fluoro-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dioneflurythromycinflurythromycin Aantibiotic P-80206(3R,4S,5S,6R,7R,9S,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl)oxy-14-ethyl-9-fluoro-7,12,13-trihydroxy-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione

Database identifiers

CAS: 82664-20-8
PubChem CID: 71260
DTXSID: DTXSID40905085
ChEMBL: CHEMBL2106403
ChEBI: CHEBI:131719
UNII: 56C9DTE69V
EC Number: 617-374-1

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 194 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 15
Rotatable bonds: 7
Heavy atoms: 52
Formal charge: 0
Complexity: 1,230

Physicochemical properties

Melting point: 139 °C · >139°C (dec.)
Boiling point: 814.6 · 814.6±65.0 °C(Predicted)
Density: 1.22 · 1.22±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer, Under inert atmosphere
solubility: Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form: Solid
pka: 12.94 · 12.94±0.70(Predicted)
color: White to Off-White
FDA UNII: 56 C9DTE69V · 56C9DTE69V
ATC code: 1 FA14 · J01FA14
Hazard Codes: F
Risk Statements: 10 · 10
Safety Statements: 16 · 16

Safety & regulation

Safety data

risk_code: 10
hazard_code: F
safety_code: 16

Chemistry & industry

Pharmacology

ATC Code · 2 items

J - Antiinfectives for systemic use；J01 - Antibacterials for systemic use；J01F - Macrolides, lincosamides and streptogramins；J01FA - Macrolides；J01FA14 - Flurithromycin

QJ - Antiinfectives for systemic use；QJ01 - Antibacterials for systemic use；QJ01F - Macrolides, lincosamides and streptogramins；QJ01FA - Macrolides；QJ01FA14 - Flurithromycin

MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Applications

UsesA fluorinated derivative of Erythromycin (E649950). A macrolide antibiotic.

Upstream & downstream products

Upstream raw materials

Suppliers10 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

Aladdin Scientific[email protected]

安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]

凯试(上海)科技有限公司021-50135380 · [email protected]

陕西缔都医药化工有限公司+86-29-87569262 +86-15003564040 · [email protected]

Additional notes · 1 item

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