Grundinformationen
- CAS
3847-29-8- 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@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O.O=C(O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO- InChIKey
NNRXCKZMQLFUPL-WBMZRJHASA-N- Summenformel
- C49H89NO25
- Durchschnittliche Molmasse
- 1.092,2 g/mol
- Monoisotopische Masse
- 1.091,57236735
Überblick
Erythromycin Lactobionate is the lactobionate salt form of erythromycin, a broad-spectrum, topical macrolide antibiotic with antibacterial activity. Erythromycin lactobionate diffuses through the bacterial cell membrane and reversibly binds to the 50S subunit of the bacterial ribosome. This prevents bacterial protein synthesis. Erythromycin lactobionate may be bacteriostatic or bactericidal in action, depending on the concentration of the drug at the site of infection and the susceptibility of the organism involved.
Namen und Bezeichner
- Bevorzugter Name
- Erythromycin Lactobionate
- IUPAC
- (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-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;(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
- Lokaler Name
- Erythromycinlactobionat
- Englischer Name
- ERYTHROMYCIN LACTOBIONATE (200 MG)
- Summenformel
- C37H67NO13.C12H22O12
- Molmasse
- 1092.22
Namen und Synonyme
erythromycin lactobionate3847-29-833H58I7GLQErythromycini lactobionasErythromycin mono(4-O-beta-D-galactopyranosyl-D-gluconate) (salt)DTXSID801009322Erythrocin LactobionateRefChem:55127DTXCID401436149(2R,3S,4S,5R,6R,8R,10R,11R,12S,13R)-5-(3,4,6-Trideoxy-3-dimethylamino-beta-D-xylo-hexopyranosyloxy)-3-(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyloxy)-6,11,12-trihydroxy-2,4,6,8,10,12-hexamethyl-9-oxopentadecan-13-olide mono(4-O-beta-D-galactopyranosyl-D-gluconate)223-348-7n-2,10-dion(1:1)
Weitere Namen anzeigen
Azithromycin lactobionateERYTHROMYCIN LACTOBIONATE USP(CRM STANDARD)Lactose azithroMycinC37H67NO13.C12H22O12Erythomycin lactobionateMoxifloxacin Impurity 146Erythromycin lactobionate CRS
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 412 Ų
- H-Brücken-Donoren
- 14
- H-Brücken-Akzeptoren
- 26
- Frei drehbare Bindungen
- 15
- Schwere Atome
- 75
- Formalladung
- 0
- Komplexität
- 1.580
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 145 · 145-150°
- Dichte
- 0.9083 · 0.9083 (rough estimate)
- Brechungsindex
- 1.53 · 1.5300 (estimate)
- storage temp.
- Refrigerator
- Löslichkeit
- Soluble in water, freely soluble in anhydrous ethanol and in methanol, very slightly soluble in acetone and in methylene chloride.
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- Wasserlöslichkeit
- 20 g/L · >20g/L(21 ºC)
- Major Application
- USP Biologicspharmaceutical (small molecule)
- InChIKey
- NNRXCKZMQLFUPL-FACXKIDONA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Other Safety InformationIMAP assessments - D-Gluconic acid, 4-O-.beta.-D-galactopyranosyl-, compound with erythromycin (1:1): Environment tier I assessment
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 2941500000
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
ERYTHROMYCIN LACTOBIONATE
Macrolides [CS]; Decreased Sebaceous Gland Activity [PE]; Macrolide [EPC]; Macrolide Antimicrobial [EPC]
MeSH Pharmacological Classification
Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.
Substances that inhibit the growth or reproduction of BACTERIA.
Anwendungen
BeschreibungErythromycin is a macrolide antibiotic that inhibits bacterial protein synthesis by targeting the 50S ribosomal subunit, blocking the progression of nascent polypeptide chains. It is effective against a host of bacterial genera, including Streptococcus, Staphylococcus, and Haemophilus (MIC90s range from 0.015-2.0 mg/l). Erythromycin is known to potently inhibit the cytochrome P450 isoform CYP3A4, which can affect the metabolism of numerous clinically relevant medications. Erythromycin lactobionate is a soluble salt of erythromycin that is typically used for intraperitoneal or intravenous injections.
VerwendenMacrolide antibacterial.
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