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N-Acetyldopamine dimer-1

Cat No.:V56828 Purity: ≥98%
N-Acetyldopamine dimer-1 is a 2-(3',4'-dihydroxyphenyl)-1,4-benzodiazepine analogue.
N-Acetyldopamine dimer-1
N-Acetyldopamine dimer-1 Chemical Structure CAS No.: 315188-82-0
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
N-Acetyldopamine dimer-1 is a 2-(3',4'-dihydroxyphenyl)-1,4-benzodiazepine analogue. N-Acetyldopamine dimer-1 is optically active and can be extracted from the shelled medicinal material "Zentai" of Cryptotympana sp.
N-Acetyldopamine dimer-1 (CAS#: 315188-82-0) is an optically active natural product characterized as a 2-(3',4'-dihydroxyphenyl)-1,4-benzodioxane derivative. It can be isolated from the crude agent "Zentai," which is the cast-off shell of the cicada of Cryptotympana sp. (Cicadidae). The compound belongs to the class of N-acetyldopamine derivatives and has a molecular formula of C20H22N2O6 with a molecular weight of 386.40.
Biological Activity I Assay Protocols (From Reference)
Targets
N-Acetyldopamine dimer-1 does not have a well-defined pharmacological target in the literature. As a natural product derived from N-acetyldopamine, it may interact with pathways related to dopamine metabolism or melanin biosynthesis. N-acetyldopamine derivatives are known to be involved in insect cuticle sclerotization and pigmentation. The compound may also have antioxidant or enzyme inhibitory activities, but specific targets have not been extensively characterized. Further research is needed to identify its molecular targets.
ln Vitro
In vitro activity of N-Acetyldopamine dimer-1 has not been extensively reported in the scientific literature. As a natural product from cicada shells, it may exhibit antioxidant properties due to its catechol (dihydroxyphenyl) structure, which is known to scavenge free radicals. It may also show enzyme inhibitory activities, particularly against enzymes involved in melanin biosynthesis such as tyrosinase. However, quantitative in vitro activity data (e.g., IC50 values) are not readily available from publicly accessible sources.
ln Vivo
N-Acetyldopamine dimer-1 has not been reported to have significant in vivo pharmacological activity. As a natural product isolated from cicada shells, it may have been used in traditional medicine contexts, but modern pharmacological studies are limited. The compound's in vivo effects, if any, would likely relate to its antioxidant properties or potential interactions with dopaminergic systems. No specific in vivo efficacy data are available from the literature.
Enzyme Assay
In vitro enzyme/receptor binding assays for N-Acetyldopamine dimer-1 would typically involve screening against a panel of enzymes or receptors to identify potential targets. Given its structural similarity to catechol-containing compounds, assays for tyrosinase inhibition, monoamine oxidase inhibition, or antioxidant activity (DPPH radical scavenging) would be appropriate. Binding to dopamine receptors or other catecholamine-related targets could also be assessed using radioligand binding assays. However, specific published protocols for this compound are not available.
Cell Assay
In vitro cell-based assays for N-Acetyldopamine dimer-1 would involve culturing appropriate cell lines (e.g., melanocytes, neuronal cells) and treating them with the compound to assess effects on cell viability, melanin production, or oxidative stress. Cytotoxicity would be evaluated using MTT or LDH release assays. Antioxidant activity could be assessed by measuring reactive oxygen species (ROS) levels using fluorescent probes such as DCFH-DA. Specific protocols would need to be developed based on the research question and are not available in the public literature.
Animal Protocol
In vivo animal studies for N-Acetyldopamine dimer-1 have not been reported in the literature. As a natural product from cicada shells, it may have been used in traditional medicine, but modern pharmacological studies in animal models are lacking. If conducted, such studies might involve oral or intraperitoneal administration in rodents to assess pharmacokinetics, toxicity, or efficacy in models of oxidative stress or neurodegenerative diseases.
ADME/Pharmacokinetics
The pharmacokinetic properties of N-Acetyldopamine dimer-1 have not been characterized. As a small molecule with a molecular weight of 386.40 and multiple hydroxyl groups, it is expected to have moderate aqueous solubility and may undergo extensive first-pass metabolism. The compound may be absorbed orally, but bioavailability would depend on its stability in the gastrointestinal tract and hepatic metabolism. No specific PK parameters such as half-life, Cmax, or bioavailability are available.
Toxicity/Toxicokinetics
The toxicity profile of N-Acetyldopamine dimer-1 has not been systematically evaluated. As a natural product, it may have a favorable safety profile, but this has not been confirmed in controlled toxicology studies. The presence of catechol groups suggests potential for oxidative stress at high concentrations, which could lead to cytotoxicity. Standard toxicity assessments would include acute and sub-chronic dosing in rodents, with endpoints including clinical signs, body weight, clinical pathology, and histopathology. No toxicity data are available.
References
[1]. Noda N, et al. Optically active N-acetyldopamine dimer of the crude drug "Zentai," the cast-off shell of the Cicada, Cryptotympana sp. Chem Pharm Bull (Tokyo). 2000 Nov;48(11):1749-52.
Additional Infomation
N-Acetyldopamine dimer-1 is a natural product of research interest, isolated from the cicada shell "Zentai". It is an optically active 2-(3',4'-dihydroxyphenyl)-1,4-benzodioxane derivative. The compound has a molecular formula of C20H22N2O6 and a molecular weight of 386.40. It is not approved for clinical use and is available only for research purposes. Further studies are needed to elucidate its biological activities and potential pharmacological applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H22N2O6
Molecular Weight
386.40
Exact Mass
386.147
CAS #
315188-82-0
PubChem CID
10643865
Appearance
Typically exists as solid at room temperature
LogP
1.5
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
28
Complexity
559
Defined Atom Stereocenter Count
2
SMILES
CC(=O)NCCC1=CC2=C(C=C1)O[C@@H]([C@H](O2)C3=CC(=C(C=C3)O)O)NC(=O)C
InChi Key
MXCCEJSRHCXZMV-UXHICEINSA-N
InChi Code
InChI=1S/C20H22N2O6/c1-11(23)21-8-7-13-3-6-17-18(9-13)27-19(20(28-17)22-12(2)24)14-4-5-15(25)16(26)10-14/h3-6,9-10,19-20,25-26H,7-8H2,1-2H3,(H,21,23)(H,22,24)/t19-,20+/m1/s1
Chemical Name
N-[2-[(2S,3R)-2-acetamido-3-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxin-6-yl]ethyl]acetamide
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5880 mL 12.9400 mL 25.8799 mL
5 mM 0.5176 mL 2.5880 mL 5.1760 mL
10 mM 0.2588 mL 1.2940 mL 2.5880 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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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
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:
  • 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)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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