(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 NO.：27495-40-5
Empirical Formula: C23H31NO6
Molecular Weight: 417.5
MDL number: MFCD12031634
SAFETY DATA SHEET (SDS)
Update Date: 2023-08-24 17:20:48

What is (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?

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.).

The Uses of (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

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.

References

Kondo, Satomi.,J. Pharrn. Soc., Japan, 67, 182, 185, 188 (1947)
Structure: Irie et al., Chern. Pharrn. Bull., 21, 451 (1973)

Properties of (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

Melting point:	172℃
Boiling point:	594.1±50.0 °C(Predicted)
Density	1.27
pka	8.77±0.60(Predicted)

Safety information for (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

Computed Descriptors for (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

New Products

6-Bromo 2-Iodo Indole Pyridine 2,4,6-Tricarboxaldehyde Fosfomycin EP impurity D Rimegepant Impurity 3 Ivermectin EP Impurity B Tubulysin B Tubulysin E (2S,4R)-4-amino-2-methyl-5-phenylpentanoic acid hydrochloride Tubulysin D Tubulysin M Diethyl Aluminium Cyanide (1.0 M in Toluene) Fuel shell (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Imeglimin Hydrochloride IH Calcium Sodium Phosphosilicate IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Methyl 4-amino-3-(pyrrolidin-1-yl)benzoate Methyl 4-amino-3-(piperidin-1-yl)benzoate 4-(Azidomethyl)-3-chloropyridine 1-(4-Aminophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one 5-Aminophthalazine 3,6-Bis(4-iodophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine

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