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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

Storage Class Code

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

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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Peng Shen et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 110, 786-795 (2018-12-17)
Evodiamine (EVO), an extraction from the traditional Chinese medicine Evodia rutaecarpa, has been reported to possess anti-inflammatory, anti-tumor and other pharmacological activities. However, the effectiveness of EVO to relieve dextran sodium sulfate (DSS)-induced ulcerative colitis (UC) has not been evaluated.
Rafael Gonzalez-Cano et al.
Frontiers in pharmacology, 9, 433-433 (2018-05-17)
Most pathological pain conditions in patients and rodent pain models result in marked alterations in mechanosensation and the gold standard way to measure this is by use of von Frey fibers. These graded monofilaments are used to gauge the level
Hyejin Kim et al.
Molecules (Basel, Switzerland), 24(24) (2019-12-15)
Evodiamine, an alkaloid contained in traditional Asian herbal medicines that have been used for hundreds years, is interesting due to its cytotoxic effects against many cancers. We examined the effect of evodiamine on the cancer stem cell (CSC) population and
Yang-Ling Li et al.
Biochemical and biophysical research communications, 498(3), 481-486 (2018-03-06)
Hypoxia promotes HCC progression and therapy resistance, and there is no systemic treatment for HCC patients after sorafenib resistance. Thus, it is urgent to develop potential therapeutic regimens for HCC patients by targeting hypoxia signaling. In this study, we showed
Eun-Young Nam et al.
Journal of ethnopharmacology, 194, 733-739 (2016-10-23)
Evodiae Fructus (EF) is the dried, unripe fruit of Evodia rutaecarpa Benth., and one of the main components of traditional herbal prescriptions issued for the treatment of sterility caused by irregular menstruation in Korea. However, scientific evidence regarding the efficacy
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