Evodiamine

Alias: Isoevodiamine; (+)-Evodiamine; d-Evodiamine;Q-100579; SC-16015; Q100579; SC16015;Q 100579; SC 16015
Cat No.:V2020 Purity: ≥98%
Evodiamine (d-Evodiamine;Q-100579;SC-16015; Evo; Isoevodiamine) is a naturally occuring quinazolinocarboline alkaloid extracted from the fruit of Evodiae Fructus, exhibiting moderate antiproliferative activities against various human tumor cells.
Evodiamine Chemical Structure CAS No.: 518-17-2
Product category: NF-κB
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
1g
2g
5g
Other Sizes

Other Forms of Evodiamine:

  • (±)-Evodiamine ((±)-Evodiamine)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Evodiamine (d-Evodiamine; Q-100579; SC-16015; Evo; Isoevodiamine) is a naturally occuring quinazolinocarboline alkaloid extracted from the fruit of Evodiae Fructus, exhibiting moderate antiproliferative activities against various human tumor cells. Evodiamine functions as a TRPV1 agonist that inhibits angiogenesis and inflammation. Through caspase-independent apoptotic pathways, it induces a significant amount of apoptosis in Bcl-2- and Akt-overexpressing U937 cells but not in human peripheral blood mononuclear cells. Evodiamine also prevents NF-kappaB and Akt activation brought on by tumor necrosis factor (TNF), but it has no impact on JNK or p38 MAPK activation.

Biological Activity I Assay Protocols (From Reference)
Targets
NF-κB
ln Vitro
Evodiamine (Isoevodiamine), an alkaloid extract from Evodiae Fructus exhibits antitumor activities against the human tumor cells. Human peripheral blood mononuclear cells are not affected by evodiamine's substantial induction of apoptosis in Bcl-2- and Akt-overexpressing U937 cells, however. [1] NF-kappaB and Akt activation caused by tumor necrosis factor (TNF) is also inhibited by evodiamine, but it has no impact on JNK or p38 MAPK activation. [2] Evodiamine also functions as a human topoisomerase I inhibitor. [3]
ln Vivo
LD50: Mice 77mg/kg (i.v.) [4]
Cell Assay
Evodiamine is dissolved in DMSO and diluted before use with the proper medium. The MTT assay is used to test the new scaffolds for growth inhibitory activities against the human cancer cell lines A549 (lung cancer), MDA-MB-435 (breast cancer), and HCT116 (colon cancer). Camptithecin and evodiamine are used as examples.
Animal Protocol
Rats: Twelve male, healthy The control group, which received oral 10 mg/kg dapoxetine alone, and the combination group, which received oral 10 mg/kg dapoxetine co-administered with 100 mg/kg evodiamine, are both groups of Sprague-Dawley rats. Different pharmacokinetic parameters are calculated using ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) to estimate the plasma concentration of dapoxetine and desmethyl dapoxetine.
Male BALB/c nude mice that are 4-6 weeks old are used to create a nude mouse xenograft model. Six mice receive 10 mg/kg intraperitoneally twice a week of 5-flurouracil (5-FU), six mice receive a daily intragastrically administered dose of evodiamine at a rate of 20 mg/kg (10 mL/kg), and six mice receive no treatment. Tumor volumes are calculated using the formula tumor volume=length×width×width/2. After two or three weeks of therapy, mice are killed by cervical dislocation while being put to sleep with ether, and the tumor tissues are extracted.
References

[1]. Mol Cancer Ther . 2006 Sep;5(9):2398-407.

[2]. J Biol Chem . 2005 Apr 29;280(17):17203-12.

[3]. J Med Chem . 2010 Nov 11;53(21):7521-31.

[4].J Asian Nat Prod Res . 2006 Dec;8(8):697-703.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H17N3O
Molecular Weight
303.36
Exact Mass
303.14
Elemental Analysis
C, 75.23; H, 5.65; N, 13.85; O, 5.27
CAS #
518-17-2
Related CAS #
(±)-Evodiamine;518-18-3
Appearance
Solid powder
SMILES
CN1[C@@H]2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3
InChi Key
TXDUTHBFYKGSAH-SFHVURJKSA-N
InChi Code
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
Chemical Name
(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
Synonyms
Isoevodiamine; (+)-Evodiamine; d-Evodiamine;Q-100579; SC-16015; Q100579; SC16015;Q 100579; SC 16015
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: <1 mg/mL
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (3.30 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2964 mL 16.4821 mL 32.9641 mL
5 mM 0.6593 mL 3.2964 mL 6.5928 mL
10 mM 0.3296 mL 1.6482 mL 3.2964 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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