Heliosupine

Modify Date: 2024-01-09 16:08:01

Heliosupine Structure
Heliosupine structure
Common Name Heliosupine
CAS Number 32728-78-2 Molecular Weight 397.46300
Density 1.26g/cm3 Boiling Point 535.7ºC at 760mmHg
Molecular Formula C20H31NO7 Melting Point N/A
MSDS N/A Flash Point 277.8ºC

 Use of Heliosupine


Heliosupine is a pyrrolizidine alkaloid. Heliosupine is an acetylcholinesterase (AChE) inhibitor, with an IC50 0.57 mM. Heliosupine exhibits deterrent effects against generalist herbivores[1][2].

 Names

Name heliosupine
Synonym More Synonyms

 Heliosupine Biological Activity

Description Heliosupine is a pyrrolizidine alkaloid. Heliosupine is an acetylcholinesterase (AChE) inhibitor, with an IC50 0.57 mM. Heliosupine exhibits deterrent effects against generalist herbivores[1][2].
Related Catalog
Target

IC50: 0.57 mM (AChE)[1]

In Vivo Heliosupine prevents feeding by the polyphagous larvae of Spodoptera exigua[2].
References

[1]. Benamar H, et, al. Pyrrolizidine alkaloids from Solenanthus lanatus DC. with acetylcholinesterase inhibitory activity. Nat Prod Res. 2016 Nov;30(22):2567-2574.

[2]. Dam NM, et, al. The "Raison D'être" of pyrrolizidine alkaloids in Cynoglossum officinale: Deterrent effects against generalist herbivores. J Chem Ecol. 1995 May;21(5):507-23.

 Chemical & Physical Properties

Density 1.26g/cm3
Boiling Point 535.7ºC at 760mmHg
Molecular Formula C20H31NO7
Molecular Weight 397.46300
Flash Point 277.8ºC
Exact Mass 397.21000
PSA 116.53000
LogP 0.24260
Index of Refraction 1.565

 Synonyms

Cynoglossofine
7-Angelyl-9-echimidinylheliotridine
HELIOSUPINE
Heliosupin
Cynoglossophine
[(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
Cynoglossofin
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