| Identification | Back Directory | [Name]
(7aR,12aS)-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-3-[(E)-(1H-imidazol-4-yl)methylene]-6,12-dimethoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione | [CAS]
55623-37-5 | [Synonyms]
Oxaline
(7aR,12aS)-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-3-[(E)-(1H-imidazol-4-yl)methylene]-6,12-dimethoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione
1H,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-3-(1H-imidazol-5-ylmethylene)-6,12-dimethoxy-, (3E,7aR,12aS)- | [Molecular Formula]
C24H25N5O4 | [MDL Number]
MFCD09752746 | [MOL File]
55623-37-5.mol | [Molecular Weight]
447.49 |
| Hazard Information | Back Directory | [Description]
A complex alkaloid obtained from the mold Penicillium oxalicum, this base
crystallizes from methyl nitrite as colourless needles. It is optically active having
a specific rotation of [α]22D- 45° (c 0.3, MeOH). The structure has been
confirmed by X-ray crystallography, the base forming orthorhombic crystals
having space groupP2 12121, a = 10.84, b = 15.70 and c = 13.24 A with Z = 4. | [Uses]
Oxaline is a fungal alkaloid that can be isolated from Penicillium oxalicum. Oxaline inhibits tubulin polymerization, resulting in cell cycle arrest at the M phase[1][2]. | [Definition]
ChEBI: An indole alkaloid with a heterotetracyclic skeleton isolated from Penicillium oxalicum and has been shown to exhibit cytotoxic activity. | [References]
Nagel et al., Chem. Commun., 1021 (1974)
Nagel et al., Tetrahedron, 32,2625 (1976) |
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