Y0001908
Evodiamine
European Pharmacopoeia (EP) Reference Standard
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About This Item
Empirical Formula (Hill Notation):
C19H17N3O
CAS Number:
Molecular Weight:
303.36
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.24
grade
pharmaceutical primary standard
API family
evodiamine
manufacturer/tradename
EDQM
format
neat
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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General description
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.
Application
Evodiamine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
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.
Packaging
The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.
Other Notes
Sales restrictions may apply.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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High-performance liquid chromatographic determination of evodiamine in rat plasma: application to pharmacokinetic studies.
Jeng F K, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 668(2), 343-345 (1995)
Evodiamine abolishes constitutive and inducible NF-κB activation by inhibiting IκBα kinase activation, thereby suppressing NF-κB-regulated antiapoptotic and metastatic gene expression, up-regulating apoptosis, and inhibiting invasion.
Yakada Y, et al.
The Journal of Biological Chemistry, 280(17), 17203-17212 (2005)
Capsaicin-like anti-obese activities of evodiamine from fruits of Evodia rutaecarpa, a vanilloid receptor agonist.
Kobayashi Y, et al.
Planta Medica, 67(7), 628-633 (2001)
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