5835-04-1

Basic information

• Product Name: 13α-Cinnamoyloxylupanine
• Synonyms: (7S,7aβ,14S,14aα)-9β-(Cinnamoyloxy)dodecahydro-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine-4-one;(E)-3-Phenylpropenoic acid (2S,7aα,14aβ)-dodecahydro-11-oxo-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-2β-yl ester;13α-Cinnamoyloxylupanine
• CAS NO: 5835-04-1
• Molecular Formula: C₂₄H₃₀N₂O₃
• Molecular Weight: 394.5066
• Mol File: 5835-04-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 566.5°Cat760mmHg
• Flash Point: 296.4°C
• Appearance: /
• Density: 1.24g/cm³
• CAS DataBase Reference: 13α-Cinnamoyloxylupanine(CAS DataBase Reference)
• NIST Chemistry Reference: 13α-Cinnamoyloxylupanine(5835-04-1)
• EPA Substance Registry System: 13α-Cinnamoyloxylupanine(5835-04-1)

Safety Data

• Hazardous Substances Data: 5835-04-1(Hazardous Substances Data)

Usage

Source

Derived from the lupin plant, a member of the pea family.

Classification

Belongs to the lupin alkaloids family.

Pharmacological activity

Has potential as an anti-inflammatory, anti-cancer, and neuroprotective agent.

Antioxidant properties

Exhibits antioxidant properties, which can help protect cells from damage caused by free radicals.

Anti-proliferative properties

Demonstrates the ability to inhibit the growth and proliferation of cells, particularly cancer cells.

Potential therapeutic applications

Due to its various pharmacological activities, 13α-Cinnamoyloxylupanine may have potential applications in the treatment of various diseases, including cancer and neurodegenerative disorders.

Further study and development

As a promising candidate with multiple pharmacological properties, 13α-Cinnamoyloxylupanine warrants further research and development to explore its full potential as a therapeutic agent.

Upstream product

• 30801-99-1 cinnamoyl-S-CoA 
• 27773-60-0 Pseudohydroxylupanine 

Relevant articles and documents

QUINOLIZIDINE ALKALOIDS AND THE ENZYMATIC SYNTHESIS OF THEIR CINNAMIC AND HYDROXYCINNAMIC ACID ESTERS IN LUPINUS ANGUSTIFOLIUS AND L. LUTEUS

The accumulation pattern of quinolizidine alkaloids during development of seedings and young plants of Lupinus angustifolius and L. luteus are described.The enzymes catalysing the syntheses of the cinnamic acid O-ester of 13-hydroxylupanine and hydroxycinnamic acid O-esters of lupinine (4-coumaroyl- and feruloyllupinine) are characterized and classified as cinnamoyl-CoA:13-hydroxylupanine O-cinnamoyltransferase (EC 2.3.1.-) and hydroxy cinnamoyl-CoA:lupinine O-hydroxycinnamoyltransferase (EC 2.3.1.-). Key Word Index - Lupinus angustifolius; L. luteus; Fabaceae; quinolizidine alkaloids; hydroxycinnamic acid esters; acyltransferase; hydroxycinnamoyl-coenzyme A; biosynthesis.