ChemicalBook > CAS DataBase List > (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

Product 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 No.
27495-40-5
Chemical 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
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;(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
CBNumber
CB72418817
Molecular Formula
C23H31NO6
Formula Weight
417.5
MOL File
27495-40-5.mol
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(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 Property

Melting point:
172℃
Boiling point:
594.1±50.0 °C(Predicted)
Density 
1.27
pka
8.77±0.60(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
361863
Product name
Protostemonine
Packaging
10mg
Price
$439
Updated
2021/12/16
Biorbyt Ltd
Product number
orb594223
Product name
Protostemonine
Packaging
10mg
Price
$499.8
Updated
2021/12/16
Biorbyt Ltd
Product number
orb105798
Product name
protostemonine
Purity
>98%,Standard References Grade
Packaging
20mg
Price
$569.5
Updated
2021/12/16
Biorbyt Ltd
Product number
orb594223
Product name
Protostemonine
Packaging
20mg
Price
$591.6
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
74005
Product name
Protostemonine
Purity
98%
Packaging
20mg
Price
$600
Updated
2021/12/16
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(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 Chemical Properties,Usage,Production

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.).

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.

References

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

(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 Preparation Products And Raw materials

Raw materials

Preparation Products

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(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 Suppliers

ALB Technology Limited
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View Lastest Price from (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 manufacturers

Shaanxi Haibo Biotechnology Co., Ltd
Product
Protostemonine 27495-40-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-08-24
Shanghai Standard Technology Co., Ltd.
Product
Protostemonine 27495-40-5
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-02-25

27495-40-5, (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)-oneRelated Search:


  • (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
  • (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]
  • (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]-4,5-dihydro-3-methylfuran-2(3H)-one USP/EP/BP
  • (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
  • 27495-40-5
  • reagent
  • standard substance