Vomicine
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Grundinformationen
- CAS
125-15-5- Standard-SMILES
CN1CC[C@]23C(=O)C[C@H]4C(=CCO[C@H]5CC(=O)N(c6c(O)cccc62)[C@H]3[C@H]54)C1- InChIKey
ZMTYENXGROJCEA-LNKPQSDASA-N- Summenformel
- C22H24N2O4
- Durchschnittliche Molmasse
- 380,444 g/mol
- Monoisotopische Masse
- 380,17360725
Namen und Bezeichner
- Bevorzugter Name
- Vomicine
- IUPAC
- (4aR,6aS,12bR,12cS)-10-Hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione
- Englischer Name
- vomicine
- Summenformel
- C22H24N2O4
- Molmasse
- 380.44
Namen und Synonyme
C09255vomicineStruxineStrychnicineVomicine, 10 mM in DMSO12-Hydroxy-N-methylpseudostrychinine4-Hydroxy-19-methyl-16,19-secostrychinidine-10,16-dioneinhibit,Inhibitor,activity,Vomicine,alkaloid,antidiabetic12H-6a,4-(Ethaniminomethano)indolo[3,2,1-ij]oxepino[2,3,4-de]quinoline-6,12(2H)-dione, 4a,5,13,13a,13b,13c-hexahydro-10-hydroxy-16-methyl-, (4aR,6aS,13aS,13bR,13cS)-
Datenbank-Bezeichner
- CAS
125-15-5- PubChem CID
- 101595
- DTXSID
DTXSID30154540- ChEMBL
CHEMBL2164625- ChEBI
CHEBI:10019- UNII
- 4R9445MB8M
- Nikkaji
- J5.366J
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 286 · 286-290℃ (dec.)
- Siedepunkt
- 508.07 °C · 508.07°C (rough estimate)
- Dichte
- 1.44 · 1.44±0.1 g/cm3 (20 ºC 760 Torr)
- Brechungsindex
- 1.65 · 1.6500 (estimate)
- pka
- 9.18 · 9.18±0.20(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to off-white
- InChIKey
- ZMTYENXGROJCEA-LNKPQSDASA-N
Chemie und Industrie
Anwendungen
BeschreibungSchaefer has obtained this base from old seeds of Strychnos Nux-vomica which had deteriorated where is occurs to the extent of about 0.1 per cent. It forms colourless crystals from EtOH which become yellow on exposure to light. With H2S04 it gives a colourless solution that becomes green on the addition of potassium dichromate. From the available evidence it seems likely that it is not a true alkaloid but a decomposition product of either strychnine or brucine.
VerwendenVomicine is an antiplasmoidal alkaloid extracted from the stem bark of Strychnos malacoclados and is useful against malaria.
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