| Identification | Back Directory | [Name]
(3S,5S)-5-[(1S,2Z,3aβ,10aα,10bα)-Decahydro-2-(2,5-dihydro-3-methoxy-4-methyl-5-oxofuran-2-ylidene)-1α-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8α-yl]-4,5-dihydro-3-methylfuran-2(3H)-one | [CAS]
27495-40-5 | [Synonyms]
Protostemonine
(3S,5S)-5-[(1S,2Z,3aβ,10aα,10bα)-Decahydro-2-(2,5-dihydro-3-methoxy-4-methyl-5-oxofuran-2-ylidene)-1α-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8α-yl
(3S,5S)-5-[(1S,2Z,3aβ,10aα,10bα)-Decahydro-2-(2,5-dihydro-3-methoxy-4-methyl-5-oxofuran-2-ylidene)-1α-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8α-yl]
(5Z)-5-[(1S,3aR,8S,10aS,10bR)-Decahydro-1-methyl-8-[(2S,4S)-tetrahydro-4-methyl-5-oxo-2-furanyl]-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene]-4-methoxy-3-methyl-2(5H)-furanone
2(5H)-Furanone,5-[(1S,3aR,8S,10aS,10bR)-decahydro-1-Methyl-8-[(2S,4S)-tetrahydro-4-Methyl-5-oxo-2-furanyl]-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene]-4-Methoxy-3-Methyl-,(5Z)-
(3S,5S)-5-[(1S,2Z,3aβ,10aα,10bα)-Decahydro-2-(2,5-dihydro-3-methoxy-4-methyl-5-oxofuran-2-ylidene)-1α-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8α-yl]-4,5-dihydro-3-methylfuran-2(3H)-one
(3S,5S)-5-[(1S,2Z,3aβ,10aα,10bα)-Decahydro-2-(2,5-dihydro-3-methoxy-4-methyl-5-oxofuran-2-ylidene)-1α-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8α-yl]-4,5-dihydro-3-methylfuran-2(3H)-one USP/EP/BP | [Molecular Formula]
C23H31NO6 | [MDL Number]
MFCD12031634 | [MOL File]
27495-40-5.mol | [Molecular Weight]
417.499 |
| Hazard Information | Back Directory | [Description]
The roots of Sternona japonica contain this complex alkaloid which forms
colourless crystals from MeOH containing solvent of crystallization. The base is
dextrorotatory with [α]D + 147.8° and the ultraviolet spectrum shows a broad
absorption maximum at 305 m/J.. The picrolonate has been prepared as yellow
needles, m.p. 237°C. The structure given above is based upon X-ray crystallo_x0002_graphic analysis of the MeOH solvate and on the already established configuration
of Stemonine (q.v.). | [Chemical Properties]
White crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Stemona bulbs. | [Uses]
Protostemonine is an alkaloid which provided protective effects of protostemonine in LPS/GalN-induced acute liver failure. | [Definition]
ChEBI: Protostemonine is an alkaloid. It has a role as a metabolite. | [Synthesis]
Tragacanth crushed into coarse powder (8.5 kg), with 8 times the amount of volume fraction of 90% ethanol heating reflux extraction 3 times, each time 1 h, combined with the extract, filtered. The filtrate was recovered to thick extract under reduced pres | [References]
Kondo, Satomi.,J. Pharrn. Soc., Japan, 67, 182, 185, 188 (1947)
Structure:
Irie et al., Chern. Pharrn. Bull., 21, 451 (1973) |
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WG reagent
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www.wgchemical.com |
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