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Cinnamtannin B1

Cat No.:V11058 Purity: ≥98%
Cinnamtannin B-1 is a proanthocyanidin with multiple biological functions like antioxidant effects and inhibition of the production of reactive oxygen species.
Cinnamtannin B1
Cinnamtannin B1 Chemical Structure CAS No.: 88082-60-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Cinnamtannin B-1 is a proanthocyanidin with multiple biological functions like antioxidant effects and inhibition of the production of reactive oxygen species. Cinnamtannin B-1 inhibits RANKL-induced osteoclastogenesis and prevents ovariectomy-induced osteoporosis. Cinnamtannin B-1 inhibition may be useful in osteoporosis and colon cancer research.
Cinnamtannin B1 (CAS#: 88082-60-4) is a natural polyphenolic compound belonging to the class of proanthocyanidins, specifically an A-type proanthocyanidin. It is found in various plants, including cinnamon (Cinnamomum species) and other plant sources. Cinnamtannin B1 has been studied for its potential biological activities, including antioxidant, anti-inflammatory, antidiabetic, and anticancer properties. It is a research compound used to study the health benefits of dietary polyphenols.
Biological Activity I Assay Protocols (From Reference)
Targets
Cinnamtannin B1 targets multiple cellular pathways involved in oxidative stress, inflammation, and cell signaling. It has been shown to activate the AMPK pathway, which is involved in energy metabolism and insulin sensitivity. Cinnamtannin B1 also inhibits the NF-κB pathway, reducing inflammation. The compound's antioxidant activity is mediated through its ability to scavenge free radicals and to activate the Nrf2 pathway.
ln Vitro
In vitro, Cinnamtannin B1 has been shown to have potent antioxidant activity, as demonstrated by its ability to scavenge free radicals and to protect cells from oxidative stress. It also has anti-inflammatory activity, inhibiting the production of pro-inflammatory cytokines. Cinnamtannin B1 has been shown to inhibit the proliferation of various cancer cell lines. The compound also improves insulin sensitivity in adipocytes.
ln Vivo
In vivo, Cinnamtannin B1 has been studied in animal models of diabetes, obesity, and cancer. The compound has been shown to improve glucose tolerance and insulin sensitivity in diabetic mice. Cinnamtannin B1 also reduces inflammation and oxidative stress in animal models. The compound's anticancer activity has been demonstrated in xenograft mouse models.
Enzyme Assay
In vitro antioxidant assays for Cinnamtannin B1 typically involve measuring its ability to scavenge free radicals, such as DPPH, ABTS, or superoxide radicals. The compound is dissolved in an appropriate solvent and mixed with the radical solution. The decrease in absorbance is measured, and the IC50 value for radical scavenging is determined. The compound's reducing power and metal chelating activity can also be assessed.
Cell Assay
In vitro cell-based studies with Cinnamtannin B1 typically involve cultured cells, such as adipocytes, hepatocytes, or cancer cells. Cells are treated with Cinnamtannin B1 at various concentrations. The effect of the compound on glucose uptake, insulin signaling, and lipid metabolism is assessed. The compound's anti-inflammatory and antioxidant effects are evaluated by measuring cytokine production and oxidative stress markers. The effect of Cinnamtannin B1 on cell proliferation and apoptosis is also assessed.
Animal Protocol
In vivo animal studies with Cinnamtannin B1 are typically conducted in rodent models of diabetes, obesity, or cancer. The compound is administered orally or intraperitoneally. The effect of Cinnamtannin B1 on blood glucose, insulin sensitivity, and body weight is assessed. The compound's effect on tumor growth in xenograft models is evaluated. Pharmacokinetic studies are performed by measuring compound concentrations in plasma and tissues.
ADME/Pharmacokinetics
The pharmacokinetic properties of Cinnamtannin B1 have been studied in preclinical settings. Following oral administration, the compound is absorbed from the gastrointestinal tract. Cinnamtannin B1 is extensively metabolized in the liver and by gut microbiota. The bioavailability of Cinnamtannin B1 is relatively low, which is typical of proanthocyanidins. Detailed PK parameters have been reported in the literature.
Toxicity/Toxicokinetics
The toxicity profile of Cinnamtannin B1 has been evaluated in preclinical studies. The compound has been shown to have a relatively low toxicity in animal models at therapeutic doses. However, high doses can cause adverse effects, including gastrointestinal upset. Cinnamtannin B1 is generally considered safe for consumption as part of a diet rich in polyphenols.
References

[1]. Cinnamtannin B-1 Prevents Ovariectomy-Induced Osteoporosis via Attenuating Osteoclastogenesis and ROS Generation. Front Pharmacol. 2020 Jul 10;11:1023.

[2]. Cinnamtannin B-1 inhibits cell survival molecules and induces apoptosis in colon cancer.Int J Oncol. 2018 Oct;53(4):1442-1454.

Additional Infomation
Cinnamomum tannin B-1 is a proanthocyanidin found in cinnamon (Cinnamomum cassia) and Ceylon cinnamon (Cinnamomum zeylanicum). It is a cyclooxygenase 2 inhibitor and a plant metabolite. Cinnamomum tannin B-1 has also been reported in European cinnamon (Cinnamomum sieboldii), Philippine cinnamon (Cinnamomum philippinense), and other organisms with relevant data. See also: Cinnamon (partial).
Cinnamtannin B1 is a natural proanthocyanidin found in cinnamon and other plants. It has been studied for its potential health benefits, including antioxidant, anti-inflammatory, antidiabetic, and anticancer properties. Cinnamtannin B1 is a research compound used to study the biological activities of dietary polyphenols. The compound is not an FDA-approved drug and is not commercially available as a pharmaceutical product.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C45H36O18
Molecular Weight
864.757
Exact Mass
864.19
CAS #
88082-60-4
PubChem CID
475277
Appearance
White to pink solid powder
LogP
4.242
Hydrogen Bond Donor Count
14
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
4
Heavy Atom Count
63
Complexity
1610
Defined Atom Stereocenter Count
8
SMILES
C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC5=C4[C@@H]6[C@H]([C@](O5)(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
InChi Key
BYSRPHRKESMCPO-LQNPQWRQSA-N
InChi Code
InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1
Chemical Name
(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
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 (~115.64 mM)
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 1.1564 mL 5.7820 mL 11.5639 mL
5 mM 0.2313 mL 1.1564 mL 2.3128 mL
10 mM 0.1156 mL 0.5782 mL 1.1564 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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  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
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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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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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