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Evodiamine

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₇N₃O

CAS Number:

518-17-2

Molecular Weight:

303.36

NACRES:

NA.25

PubChem Substance ID:

329799050

UNSPSC Code:

12352116

MDL number:

MFCD06407824

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Properties

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

[H][C@@]1(N(C)C2=C3C=CC=C2)C4=C(C(C=CC=C5)=C5N4)CCN1C3=O

InChI

1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

InChI key

TXDUTHBFYKGSAH-SFHVURJKSA-N

Description

Biochem/physiol Actions

Evodiamine is an indole alkaloid found in Evodia rutaescarpa. It acts as an anti-inflammatory compound; the mechanism of action may be inhibition of prostaglandin E₂ synthesis or by cyclooxygenase 2 induction and NF-κB activation. Evodiamine has been studied for multiple cellular effects, including apoptotic activity, interference with metastasis and inhibition of angiogenesis.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Articles

NF-κB and Inflammation

NF-κB refers to a family of transcription factors that have been highly conserved and is present in the cytoplasm of all cells. Learn about the NF-κB pathway as a target for cancer chemotherapy and chemoprevention.

Effects of Evodiamine on the Pharmacokinetics of Dapoxetine and Its Metabolite Desmethyl Dapoxetine in Rats.

Rui-fang Li et al.

Pharmacology, 97(1-2), 43-47 (2015-11-21)

The objective of this work was to investigate the effect of orally administered evodiamine on the pharmacokinetics of dapoxetine and its active metabolite desmethyl dapoxetine in rats. Twelve healthy male Sprague-Dawley rats were randomly divided into 2 groups: the control

A mediator of phosphorylated Smad2/3, evodiamine, in the reversion of TAF-induced EMT in normal colonic epithelial cells.

Wanbin Yang et al.

Investigational new drugs, 37(5), 865-875 (2018-11-30)

Purpose Transdifferentiation exists within stromal cells in the tumour microenvironment. Transforming growth factor-β (TGF-β) secreted by tumour-associated fibroblasts (TAFs) affects the differentiation states of epithelial cells, including epithelial-mesenchymal transition (EMT). Evodiamine, a natural drug, can regulate differentiation. However, the specific

Berberine and Evodiamine Act Synergistically Against Human Breast Cancer MCF-7 Cells by Inducing Cell Cycle Arrest and Apoptosis.

Jia Du et al.

Anticancer research, 37(11), 6141-6151 (2017-10-25)

The synergistic combinations of natural products have long been the basis of Traditional Chinese herbal Medicine formulas. In this study, we investigated the synergistic effects of a combination of berberine and evodiamine against human breast cancer MCF-7 cells in vitro