Meleagrin
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Grundinformationen
- CAS
71751-77-4- Standard-SMILES
C=CC(C)(C)[C@@]12C=C(O)C(=O)N3/C(=C/c4cnc[nH]4)C(=O)N[C@]31N(OC)c1ccccc12- InChIKey
JTJJJLSLKZFEPJ-ZAYCRUKZSA-N- Summenformel
- C23H23N5O4
- Durchschnittliche Molmasse
- 433,468 g/mol
- Monoisotopische Masse
- 433,17500422
Namen und Bezeichner
- Bevorzugter Name
- Meleagrin
- IUPAC
- (3E,7aR,12aS)-6-Hydroxy-3-[(1H-imidazol-4-yl)methylidene]-12-methoxy-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
- Englischer Name
- MELEAGRIN
- Summenformel
- C23H23N5O4
- Molmasse
- 433.46
Namen und Synonyme
MeleagrineMELEAGRIN6-O-Methyloxaline, Meleagrine(7AR,12aS,E)-3-((1H-imidazol-5-yl)methylene)-6-hydroxy-12-methoxy-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydroimidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(1H,3H)-dione[3E,7aR,12aS,(-)]-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazole-4-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2(3H),5-dione1H,5H-Imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione, 7a-(1,1-dimethyl-2-propen-1-yl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-5-ylmethylene)-12-methoxy-, (3E,7aR,12aS)-(1S,9R,14E)-11-hydroxy-14-[(1H-imidazol-5-yl)methylidene]-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,?]hexadeca-3(8),4,6,10-tetraene-12,15-dione
Datenbank-Bezeichner
- CAS
71751-77-4- PubChem CID
- 23728435
- DTXSID
DTXSID80891812- ChEMBL
CHEMBL4746496- UNII
- 5780K492K3
- Nikkaji
- J175.434C
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 165 oC · >165oC
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Soluble in DMSO (up to 10 mg/ml)
- Aggregatzustand
- Yellow oil.
- Farbe
- Tan
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Chemie und Industrie
Anwendungen
VerwendenMeleagrin is an alkaloid with antitumor and antibiotic activity, isolated from a number of species of Penicillium. Meleagrin is a common taxonomic marker for fungal contamination of foodstuffs. Despite its wide detection in the environment, the mode of action and bioprofile has not been extensively reported. Note that meleagrin, the fungal metabolite, should not be confused with the low molecular weight protein, also meleagrin.
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