21851-24-1

Basic information

• Product Name: 1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester
• Synonyms: 1-Methyl-10-(14,15-dihydroeburnamenin-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester;1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester;Umbellamine
• CAS NO: 21851-24-1
• Molecular Formula: C41H48N4O4
• Molecular Weight: 660.84422
• Mol File: 21851-24-1.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester(21851-24-1)
• EPA Substance Registry System: 1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester(21851-24-1)

Safety Data

• Hazardous Substances Data: 21851-24-1(Hazardous Substances Data)

Usage

Description

1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester is an alkaloid derived from the root bark of Hunteria umbellata (K. Schum) Hall. It forms colorless needles from ethanol and has a specific rotation of [α]D 217° (c 0.45, CHCl). The ultraviolet spectrum in ethanol has absorption maxima at 230, 295 nm, shoulders at 276 and 299 nm, and inflexions at 248 and 288 nm. The O-acetate derivative exhibits absorption maxima at 230, 285, 289, and 293 nm with an inflexion at 251 nm. The base has also been characterized as the methyl ether, with a melting point of 250°C (dec.) when crystallized from MeOH-CHCl3, giving an ultraviolet spectrum in ethanol with absorption maxima at 230 and 294 nm and an inflexion at 250 nm. Thermolysis of the alkaloid yields eburnamenine.

Uses

1. Used in Pharmaceutical Industry:
1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid's unique structure and properties make it a promising candidate for the development of new drugs, particularly in the treatment of various diseases.
2. Used in Chemical Research:
1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester is also used in chemical research for studying its structural properties, reactivity, and potential applications in the synthesis of other complex organic molecules. Its unique structure and functional groups make it an interesting subject for further investigation and potential use in the development of new chemical processes and products.
3. Used in Analytical Chemistry:
The ultraviolet spectrum of 1-Methyl-10-(14,15-dihydroeburnamenine-14-yl)-11-hydroxy-1,2-dihydro-2β,16-(epoxymethano)akuammilan-17-oic acid methyl ester and its derivatives can be utilized in analytical chemistry for the identification and quantification of the compound in various samples. The characteristic absorption maxima and inflexions in the UV spectrum can be used as a diagnostic tool for detecting and analyzing the presence of this alkaloid in different matrices.
4. Used in Drug Delivery Systems:
Similar to gallotannin, this compound could potentially be used in the development of novel drug delivery systems to enhance its applications and efficacy against specific targets. Various organic and metallic nanoparticles could be employed as carriers for the delivery of this alkaloid, aiming to improve its delivery, bioavailability, and therapeutic outcomes.

References

Morita, Hesse, Schmid, Helv. Chirn. A eta, 52, 59 (1969)