CAS 27495-40-5|Protostemonine

Introduction:Basic information about CAS 27495-40-5|Protostemonine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameProtostemonine
CAS Number27495-40-5Molecular Weight417.495
Density1.3±0.1 g/cm3Boiling Point594.1±50.0 °C at 760 mmHg
Molecular FormulaC23H31NO6Melting Point172°C (lit.)
MSDS/Flash Point313.1±30.1 °C

Names

NameProtostemonine
SynonymMore Synonyms

Protostemonine BiologicalActivity

DescriptionProtostemonine 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 CatalogSignaling Pathways >>Others >>OthersResearch 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

Density1.3±0.1 g/cm3
Boiling Point594.1±50.0 °C at 760 mmHg
Melting Point172°C (lit.)
Molecular FormulaC23H31NO6
Molecular Weight417.495
Flash Point313.1±30.1 °C
Exact Mass417.215149
PSA74.30000
LogP2.60
Vapour Pressure0.0±1.7 mmHg at 25°C
Index of Refraction1.576
InChIKeyJDGNFRYDHRYXNL-ROHJGGRPSA-N
SMILESCOC1=C(C)C(=O)OC1=C1OC2CCCN3C(C4CC(C)C(=O)O4)CCC3C2C1C

Synonyms

(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
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