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Dauricine

Cat No.:V30296 Purity: ≥98%
Dauricine is a diphenylisoquinoline alkaloid present in Menispermum dauricum and has anti~inflammatory activity.
Dauricine
Dauricine Chemical Structure CAS No.: 524-17-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
Dauricine is a diphenylisoquinoline alkaloid present in Menispermum dauricum and has anti~inflammatory activity. Dauricine suppresses the proliferation/growth and invasion of colon cancer/tumor cells and causes apoptosis in a dose-dependent fashion by inhibiting NF-κB activation.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Dauricine (0-20 μM, 8 days) suppresses the proliferation of SW620, HCT116, HCT8, and SW480 cells [1]. In HCT116 cells, dauricine (0–20 μM, 12 and 24 hours) triggers G1 phase cell cycle signaling [1]. In HCT116 cells, dauricine (0–20 μM, 36 h) causes the activation of NF-κB signaling [1]. In HCT116 cells, dauricine (0–20 μM, 6 h) causes the activation of NF-κB signaling [1]. and 2 μg/mL, 24 hours) prevents HepG2 and Huh-7 cells from experiencing elevated phosphate glycolysis and oxidative phosphorylation [3]. Dauricine (2 μg/mL, 48 hours) enhances HCC cell lines' apoptosis studies and response to cisplatin. [1]
ln Vivo
Dauricine (subcutaneous injection, 40 mg/kg, every 2 days for 9 days) suppresses tumor growth in the HCT116 xenograft mouse model [1]. Dauricine (1 or 10 mg/kg, intraperitoneal injection) can ameliorate cognitive impairment, diminish Aβ accumulation and Tau hyperphosphorylation in the 3xTg-Alzheimer's disease mice model [2].
Cell Assay
Apoptosis Analysis[1]
Cell Types: HCT 116
Tested Concentrations: 5, 10, 20 μM
Incubation Duration: 36 h
Experimental Results: Shows apoptosis The percentage rates ranged from 7.8% to 14.4%, 19.8%, and Sorafenib's proportion [3]. 29.7% at 5, 10 and 20 μM. Increased accumulation of cleaved PARP and caspase3.

Western Blot Analysis [1]
Cell Types: HCT 116
Tested Concentrations: 5, 10, 20 μM
Incubation Duration: 36 hrs (hours)
Experimental Results: Inhibition of TNF (0.5 nM)-induced p65 phosphorylation and nuclear translocation.
Animal Protocol
Animal/Disease Models: HCT116 xenograft mouse model [1]
Doses: 40 mg/kg
Route of Administration: subcutaneous injection, 2 days each time. 9-day
Experimental Results: Colon tumor growth was completely inhibited on the 9th day, with little effect on body weight.
References

[1]. Dauricine induces apoptosis, inhibits proliferation and invasion through inhibiting NF-kappaB signaling pathway in colon cancer cells. J Cell Physiol. 2010 Oct;225(1):266-75.

[2]. Dauricine Attenuates Spatial Memory Impairment and Alzheimer-Like Pathologies by Enhancing Mitochondrial Function in a Mouse Model of Alzheimer's Disease. Front Cell Dev Biol. 2021 Feb 5;8:624339.

[3]. Dauricine upregulates the chemosensitivity of hepatocellular carcinoma cells: Role of repressing glycolysis via miR-199a:HK2/PKM2 modulation. Food Chem Toxicol. 2018 Nov;121:156-165.

Additional Infomation
Dauricine is a bisbenzylisoquinoline alkaloid resulting from the formal oxidative dimerisation of 4-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}phenol by attachment of the phenolic oxygen of one molecule to the benzene ring of the second (ortho to the phenolic hydroxy group of the latter). It has a role as a plant metabolite. It is a tertiary amino compound, a member of phenols, an aromatic ether, a member of isoquinolines and a bisbenzylisoquinoline alkaloid.
Dauricine has been reported in Nelumbo nucifera, Menispermum canadense, and Menispermum dauricum with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C38H44N2O6
Molecular Weight
624.7658
Exact Mass
624.319
CAS #
524-17-4
PubChem CID
73400
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
712.3±60.0 °C at 760 mmHg
Melting Point
115ºC
Flash Point
384.6±32.9 °C
Vapour Pressure
0.0±2.4 mmHg at 25°C
Index of Refraction
1.601
LogP
6.61
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
10
Heavy Atom Count
46
Complexity
933
Defined Atom Stereocenter Count
2
SMILES
CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC)OC
InChi Key
AQASRZOCERRGBL-ROJLCIKYSA-N
InChi Code
InChI=1S/C38H44N2O6/c1-39-15-13-26-20-35(42-3)37(44-5)22-29(26)31(39)17-24-7-10-28(11-8-24)46-34-19-25(9-12-33(34)41)18-32-30-23-38(45-6)36(43-4)21-27(30)14-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32-/m1/s1
Chemical Name
4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenol
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~100 mg/mL (~160.06 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.00 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.00 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (4.00 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 25.0 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 1.6006 mL 8.0029 mL 16.0059 mL
5 mM 0.3201 mL 1.6006 mL 3.2012 mL
10 mM 0.1601 mL 0.8003 mL 1.6006 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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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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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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