| Identification | Back Directory | [Name]
(+/-)-EvodiaMine | [CAS]
518-18-3 | [Synonyms]
(+/-)-Evodiamine
(+/-)-Evodiamine>
TXDUTHBFYKGSAH-UHFFFAOYSA-N
14-Methyl-7,8,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(13H)-one | [Molecular Formula]
C19H17N3O | [MDL Number]
MFCD06407824 | [MOL File]
518-18-3.mol | [Molecular Weight]
303.36 |
| Chemical Properties | Back Directory | [Melting point ]
272°C(lit.) | [Boiling point ]
575.1±50.0 °C(Predicted) | [density ]
1.39±0.1 g/cm3(Predicted) | [storage temp. ]
0-10°C | [solubility ]
very slightly in Acetone | [form ]
powder to crystal | [pka]
17.27±0.20(Predicted) | [color ]
White to Orange to Green | [λmax]
268nm(EtOH)(lit.) |
| Hazard Information | Back Directory | [Description]
Evodiamine is extracted and isolated from the fruit of Evodiarutaecarpa (Juss.) Benth., a rutaceae plant. It is converted into Isoevodiamine after being boiled with hydrochloric acid alcohol solution. | [Uses]
(±)-Evodiamine, a quinazolinocarboline alkaloid, is a Top1 inhibitor. Evodiamine exhibits anti-inflammatory, antiobesity, and antitumor effects. (±)-Evodiamine inhibits the proliferation of a wide variety of tumor cells by inducing their apoptosis[1]. | [Definition]
ChEBI: LSM-6483 is a member of beta-carbolines. | [Pharmacokinetics]
1. Antitumor activity
Evodiamine can inhibit the proliferation of various tumor cells, including cervical cancer, colon cancer, lung cancer, melanoma, T lymphocyte-like leukemia, prostate cancer Inhibition of proliferation of various tumor cells including cancer and breast cancer.
2. Anti-senile dementia effect
3. Effects on endocrine system
Evodiamine can inhibit 3β-hydroxysteroid dehydrogenase by reducing the activity of intracellular cyclic adenosine monophosphate (cAMP) related pathways (3β-HSD) and other steroid hormone production-related enzymes, reduce and affect the expression of signal transduction and RNA activation protein (StAR), and directly act on rat adrenal cortex reticulum cells to inhibit the secretion of corticosterone.
4. Weight loss and hypoglycemic effect
5.Anti-inflammatory and analgesic effect
6. Effects on the cardiovascular system
| [IC 50]
Top1 | [References]
[1] Dong G, et, al. New tricks for an old natural product: discovery of highly potent evodiamine derivatives as novel antitumor agents by systemic structure-activity relationship analysis and biological evaluations. J Med Chem. 2012 Sep 13;55(17):7593-613. DOI:10.1021/jm300605m |
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