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E3531

Sigma-Aldrich

Evodiamine

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About This Item

Empirical Formula (Hill Notation):
C19H17N3O
CAS Number:
518-17-2
Molecular Weight:
303.36
MDL number:
MFCD06407824
UNSPSC Code:
12352116
PubChem Substance ID:
329799050
NACRES:
NA.25

Quality Level

200

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

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xin Zhou et al.
Lipids in health and disease, 16(1), 239-239 (2017-12-13)
Hyperlipidemia characterized of elevated serum lipid levels is a prevalent disease frequently resulting in cardiovascular disease (CVD). Berberine and evodiamine are herbal products of traditional Chinese herb Coptis chinensis and Evodia rutaecarpa, which are indicated to exert regulation of lipid
Eunsook Park et al.
Nutrients, 10(4) (2018-04-25)
The dried fruits of Evodia rutaecarpa Bentham have been used widely as a herbal medicine for the treatment of inflammatory disorders and abdominal pain. Benign prostatic hyperplasia (BPH) is a nonmalignant disease characterized by overgrowth of prostates. Despite the pharmacological
Hui-I Yu et al.
Journal of pharmaceutical and biomedical analysis, 160, 344-350 (2018-08-17)
Evodiamine is a natural product extracted from herbal plants such as Tetradium which has shown to have anti-fat uptake and anti-proliferation properties. However, the effects of evodiamine on the behavior of thyroid cancers are largely unknown. To determine if evodiamine
Shun-Ting Chou et al.
BMC complementary and alternative medicine, 17(1), 121-121 (2017-02-22)
Zuo-Jin-Wan (ZJW), a two-herb formula consisting of Coptis chinensis (CC) and Evodia rutaecarpa (ER), is commonly used in traditional Chinese medicine for the treatment of cancers. However, the efficacies and mechanisms of ZJW and its alkaloid components on cancers are
Fan Yang et al.
Biochemical and biophysical research communications, 485(1), 54-61 (2017-02-13)
Evodiamine is an alkaloid extracted from Euodia rutaecarpa (Juss.) Benth. There is little information about the mechanisms of evodiamine on the apoptosis of hepatocellular carcinoma (HCC). A xenograft model and CCK8 assay were used to investigate the anti-HCC effect of
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Articles

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

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