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N-DesMethylnuciferine

N-Nornuciferine

CAS: 4846-19-9

Molecular Formula: C18H19NO2

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N-DesMethylnuciferine - Names and Identifiers

Name N-Nornuciferine
Synonyms Sanjoinine Ia
N-Nornuciferine
Daechualkaloid E
(R)-Nornuciferine
N-DesMethylnuciferine
1,2-DiMethoxynoraporphine
(R)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-4H-dibenzo[de,g]quinoline
(6aR)-4,5,6,6a-Tetrahydro-1,2-dimethoxy-7H-dibenzo[de,g]quinoline
CAS 4846-19-9

N-DesMethylnuciferine - Physico-chemical Properties

Molecular FormulaC18H19NO2
Molar Mass281.35
Density1.163±0.06 g/cm3 (20 ºC 760 Torr)
Melting Point128-129℃
Boling Point446.4±45.0 °C(Predicted)
Solubility Very slightly soluble (0.12 g/L) (25 °C)
AppearanceOff-white to light yellow (Solid)
pKa8.29±0.20(Predicted)
Storage Condition2-8°C(protect from light)
Physical and Chemical PropertiesWhite crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from lotus leaves.
In vitro study The herb of lotus leaves is a commonly used traditional Chinese medicine with a wide range of pharmacological and physiological activities, particularly the reduction of the blood triglyceride and cholesterol levels. N-Nornuciferine strongly inhibits CYP2D6 activity but shows weak or no inhibition of the other four P450 isoenzymes (CYP2C19, CYP3A4, CYP2E1, CYP2C9). N-Nornuciferine competitively inhibits the CYP2D6-catalyzed dextromethorphan o-demethylation with apparent K i values of 2.34 μM.

N-DesMethylnuciferine - Reference

Reference
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1. [IF=3.512] Thitirat Meelaph et al."Coregulation of Biosynthetic Genes and Transcription Factors for Aporphine-Type Alkaloid Production in Wounded Lotus Provides Insight into the Biosynthetic Pathway of Nuciferine."Acs Omega. 2018;3(8):8794–8802
2. [IF=4.36] Yu Zhang et al."Screening of hypolipidemic active components in Jiang-Zhi-Ning and its preliminary mechanism research based on “active contribution value” study."J Ethnopharmacol. 2021 May;272:113926
3. [IF=7.514] YueTong Yu et al."Identification and Quantification of Oligomeric Proanthocyanidins, Alkaloids, and Flavonoids in Lotus Seeds: A Potentially Rich Source of Bioactive Compounds."Food Chem. 2022 Jan;:132124
4. [IF=1.902] Yongjing Liu et al."Evaluation of Green and Efficient deep eutectic solvents as media for extracting Alkaloids from Lotus Leaf."Biomedical Chromatography. 2021 Dec 06
5. [IF=4.35] Xiaoji Cao et al."Green Extraction-Assisted Pseudo-Targeted Profile of Alkaloids in Lotus Seed Epicarp Based on UPLC-QTOF MS with IDA."Foods. 2022 Jan;11(7):1056
N-DesMethylnuciferine
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