| Identification | Back Directory | [Name]
Xylopine | [CAS]
517-71-5 | [Synonyms]
Xylopine
6Abeta-noraporphine, 9-methoxy-1,2-(methylenedioxy)-
(7aR)-6,7,7a,8-Tetrahydro-10-methoxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7,7a,8-tetrahydro-10-methoxy-, (7aR)- | [Molecular Formula]
C18H17NO3 | [MOL File]
517-71-5.mol | [Molecular Weight]
295.33 |
| Hazard Information | Back Directory | [Description]
An alkaloid obtained from Xylopia discreta, this base belongs to the noraporphine
class of bases. It crystallizes from Me2CO as colourless needles and has [α]25/sup>D - 23.4°C (MeOH). The crystalline hydrochloride has m.p. 250°C and the N-acetyl derivative, m.p. 213-4°C. One methoxyl group and one methylenedioxy group are present, the structure being that of O-methylanolobine.
| [Uses]
Xylopine is an aporphine alkaloid with cytotoxic activity on cancer cells. Xylopine induces oxidative stress, causes G2/M cell cycle arrest and apoptosis in cancer cells[1]. | [Definition]
ChEBI: Xylopine is an aporphine alkaloid. | [storage]
4°C, away from moisture and light | [References]
Schmutz., Helv. Chim. Acta, 42, 335 (1959) |
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