Protostemonine

Names

[ Name ]:
Protostemonine

[Synonym ]:
(5Z)-4-Methoxy-3-methyl-5-{(1S,3aR,8S,10aS,10bR)-1-methyl-8-[(2S,4S)-4-methyl-5-oxotetrahydrofuran-2-yl]decahydro-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene}furan-2(5H)-one
(Z)-4-methoxy-3-methyl-5-((1S,3aR,8S,10aS,10bR)-1-methyl-8-((2S,4S)-4-methyl-5-oxotetrahydrofuran-2-yl)octahydro-1H-furo[3,2-c]pyrrolo[1,2-a]azepin-2(10bH)-ylidene)furan-2(5H)-one
Prostemonin
4-Methoxy-3-methyl-5-[(2Z,3aR)-1t-methyl-8t-((2S)-4c-methyl-5-oxo-tetrahydro-[2r]furyl)-(3ar,10at,10bt)-decahydro-furo[3,2-c]pyrrolo[1,2-a]azepin-2-yliden]-5H-furan-2-on
Protostemonin
4-methoxy-3-methyl-5-[(2Z,3aR)-1t-methyl-8t-((2S)-4c-methyl-5-oxo-tetrahydrofuran-2r-yl)-(3ar,10at,10bt)-decahydro-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene]-5H-furan-2-one
2(3H)-Furanone, 5-[(1S,2Z,3aR,8S,10aS,10bR)-decahydro-2-(3-methoxy-4-methyl-5-oxo-2(5H)-furanylidene)-1-methyl-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-8-yl]dihydro-3-methyl-, (3S,5S)-
QCR-280
(5Z)-4-Methoxy-3-methyl-5-{(1S,3aR,8S,10aS,10bR)-1-methyl-8-[(2S,4S)-4-methyl-5-oxotetrahydro-2-furanyl]decahydro-2H-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene}-2(5H)-furanone
4-methoxy-3-methyl-5-[(2Z,3aR)-1t-methyl-8t-((2S)-4c-methyl-5-oxo-tetrahydro-[2r]furyl)-(3ar,10at,10bt)-decahydro-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene]-5H-furan-2-one
4-methoxy-3-methyl-5-[(2Z,3aR)-1t-methyl-8t-((2S)-4c-methyl-5-oxo-tetrahydro-furan-2r-yl)-(3ar,10at,10bt)-decahydro-furo[3,2-c]pyrrolo[1,2-a]azepin-2-ylidene]-5H-furan-2-one

Biological Activity

[Description]:

Protostemonine is an active alkaloid mainly isolated from the roots of Stemona sesslifolia, with anti-inflammatory activity. Protostemonine has anti-inflammatory effects on asthma and gram-negative bacteria-induced acute lung injury[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Wu Y, et al. Protostemonine alleviates heat-killed methicillin-resistant Staphylococcus aureus-induced acute lung injury through MAPK and NF-κB signaling pathways. Int Immunopharmacol. 2019 Dec;77:105964.

[2]. Wu YX, et al. Protostemonine effectively attenuates lipopolysaccharide-induced acute lung injury in mice. Acta Pharmacol Sin. 2018 Jan;39(1):85-96.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
594.1±50.0 °C at 760 mmHg

[ Melting Point ]:
172°C (lit.)

[ Molecular Formula ]:
C₂₃H₃₁NO₆

[ Molecular Weight ]:
417.495

[ Flash Point ]:
313.1±30.1 °C

[ Exact Mass ]:
417.215149

[ PSA ]:
74.30000

[ LogP ]:
2.60

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.576

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.