Nargenicin
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Grundinformationen
- CAS
70695-02-2- Standard-SMILES
CO[C@H]1C[C@H]2C=C[C@H]3[C@H]4O[C@]2(/C(C)=C/[C@@H](C)[C@@H]([C@@H](C)O)OC1=O)[C@@H]3[C@H](O)[C@@H](C)[C@H]4OC(=O)c1ccc[nH]1- InChIKey
YEUSSARNQQYBKH-SIMZXIQRSA-N- Summenformel
- C28H37NO8
- Durchschnittliche Molmasse
- 515,603 g/mol
- Monoisotopische Masse
- 515,25191714
Namen und Bezeichner
- Bevorzugter Name
- Nargenicin
- IUPAC
- (1E,3R,4S,7S,8aS,11R,12R,13R,14R,14bS)-14-Hydroxy-4-[(1R)-1-hydroxyethyl]-7-methoxy-1,3,13-trimethyl-6-oxo-3,4,6,7,8,8a,10a,11,12,13,14,14a-dodecahydro-11,14b-epoxynaphtho[2,1-e]oxecin-12-yl 1H-pyrrole-2-carboxylate
- Englischer Name
- nargenicin A1
- Summenformel
- C28H37NO8
- Molmasse
- 515.599
Namen und Synonyme
CP-47444NSC 355066Antibiotic 47444Antibiotic CP-47444Nargenicin A1 DISCONTINUEDNargenicin A1, Antibiotic agentNodusmicin 9-(1H-pyrrole-2-carboxylate)1H-Pyrrole-2-carboxylic acid, (1E,3R,4S,7S,8aS,10aR,11R,12R,13R,14R,14aS,14bS)-3,4,6,7,8,8a,10a,11,12,13,14,14a-dodecahydro-14-hydroxy-4-[(1R)-1-hydroxyethyl]-7-methoxy-1,3,13-trimethyl-6-oxo-11,14b-epoxy-14bH-naphth[2,1-e]oxecin-12-yl ester
Datenbank-Bezeichner
- CAS
70695-02-2- PubChem CID
- 6326334
- DTXSID
DTXSID401318387- UNII
- XP2QP458K4
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 718.3 · 718.3±60.0 °C(Predicted)
- Dichte
- 1.31 · 1.31±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C,protect · Store at -20°C,protect from light
- Löslichkeit
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
- Aggregatzustand
- Off-white powder.
- pka
- 14.03 · 14.03±0.20(Predicted)
- Farbe
- Off-white
Chemie und Industrie
Anwendungen
BeschreibungNargenicin is a macrolide antibiotic that selectively inhibits the growth of S. aureus, methicilin resistant S. aureus (MRSA), and M. luteus (MICs = 0.6, 0.3, and 2.5 μg/ml, respectively) over a panel of 11 Gram-positive and Gram-negative bacteria (MICs = >80 μg/ml). It dose-dependently inhibits S. aureus DnaE in the presence of DNase I-activated DNA and E. coli DnaE when used at concentrations of 0.00001-0.1 and 0.01-100 μg/mL, respectively. In murine BV-2 microglial cells, nargenicin (1 μM) inhibits cytokine expression and nitric oxide production induced by LPS. Nargenicin (200 μM), when used in combination with 1,25-dihydroxyvitamin D3 or all-trans retinoic acid , reduces cell proliferation by 37-47% and increases cell differentiation by 82-85% in HL-60 human myeloid leukemia cells. In vivo, nargenicin (50 mg/kg, p.o.) reduces the number of colony-forming units (CFUs) in infected kidneys by 100,000-fold in a murine model of S. aureus infection.
VerwendenNargenicin A1 is an antibiotic with a broad efficacy.
Anbieter16 Anbieter
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [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]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
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