Salinomycin
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Grundinformationen
- CAS
53003-10-4- Standard-SMILES
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@H](C)[C@@H]1O[C@@H]([C@@H](CC)C(=O)O)CC[C@@H]1C)[C@H]1O[C@]2(C=C[C@@H](O)[C@]3(CC[C@@](C)([C@H]4CC[C@](O)(CC)[C@H](C)O4)O3)O2)[C@H](C)C[C@@H]1C- InChIKey
KQXDHUJYNAXLNZ-XQSDOZFQSA-N- Summenformel
- C42H70O11
- Durchschnittliche Molmasse
- 751,011 g/mol
- Monoisotopische Masse
- 750,49181306
Namen und Bezeichner
- Bevorzugter Name
- Salinomycin
- IUPAC
- (2R)-2-{(2R,5S,6R)-6-[(2S,3S,4S,6R)-6-{(2S,5S,7R,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.5~7~.3~5~]pentadec-13-en-9-yl}-3-hydroxy-4-methyl-5-oxooctan-2-yl]-5-methyloxan-2-yl}butanoic acid
- Lokaler Name
- Salinomycin
- Englischer Name
- Salinomycin
- Summenformel
- C42H70O11
- Molmasse
- 751
Namen und Synonyme
SALINOMYCIN SODIUMcoxistacProcoxacinSalinomycinSalinomycinSALINOMYCIN 90%Antibiotic-61477Salinomycin, >98%SalinoMycin 12% 24%SALINOMYCIN GRANULE
Datenbank-Bezeichner
- CAS
53003-10-4- PubChem CID
- 3085092
- DTXSID
DTXSID4048486- ChEMBL
CHEMBL1208572- ChEBI
CHEBI:80025- UNII
- 62UXS86T64
- EC Number
- 258-290-1
- Nikkaji
- J3.516E
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 112.5 · 112.5-113.5 °C(lit.)
- Siedepunkt
- 839.2 · 839.2±65.0 °C(Predicted)
- Dichte
- 1.18 · 1.18±0.1 g/cm3(Predicted)
- Flammpunkt
- 110 ° · >110°(230°F)
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- 2 O; · insoluble in H2O; ≥142.2 mg/mL in EtOH; ≥91.8 mg/mL in DMSO
- pka
- 6.4 · 6.4 (DMF)
- Aggregatzustand
- White solid
- Farbe
- White to light yellow
- Biologische Quelle
- Streptomyces albus
- Wasserlöslichkeit
- Soluble in methanol. Insoluble in water
- Merck
- 13 · 13,8415
- Stabilität
- Stable, but may be heat sensitive - keep cool. Incompatible with strong oxidizing agents.
- InChIKey
- KQXDHUJYNAXLNZ-XQSDOZFQSA-N
- LogP
- 5.596 · 5.596 (est)
- CAS Datenbank
- 53003 · 53003-10-4(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 10
- wgk
- 3
- ridadr
- UN 3462 6.1/PG 2
- RTECS-Nr.
- VO8620000
- risk_code
- 25-36/37/38
- Toxizität
- LD50 in mice (mg/kg): 18 i.p.; 50 orally (Miyazaki)
- hazard_code
- T,Xi
- safety_code
- 45-36-26
- hazard_class
- 6.1(a)
- packing_group
- II
- Speicherklasse
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Giftige Stoffe Daten
- 53003-10-4(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 2 Oral
Chemie und Industrie
Anwendungen
BeschreibungSalinomycin was found in the culture mycelium of Streptomyces albus by Otake et al. of the University of Tokyo in 1973. Like other polyether ionophore antibiotics, it shows activity against gram-positive bacteria, fungi, and Coccidium. Salinomycin has been used as a feed additive to protect poultry against coccidial infections.
VerwendenSalinomycin is a polyether ionophore with broad spectrum Gram positive and anti-coccidial activity. Salinomycin has a high affinity for monovalent cations, particularly potassium. Salinomycin is used to control coccidia in animals and for growth promotion in ruminants. Recently, salinomycin has been shown to inhibit cancer stem cells and is >100 times more potent than taxol. While the mechanism of action is unknown, it was noted that among the 60,000 compounds screened, another monovalent ionophore, nigericin, and a chloride channel inhibitor, avermectin, were also active.
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