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Chrysoeriol

Cat No.:V82157 Purity: ≥98%
Chrysoeriol is a naturally occurring flavonoid found in the tropical plant Coronopus didymus and has potent anti-oxidant effect.
Chrysoeriol
Chrysoeriol Chemical Structure CAS No.: 491-71-4
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Chrysoeriol is a naturally occurring flavonoid found in the tropical plant Coronopus didymus and has potent anti-oxidant effect. Chrysoeriol inhibits lipid peroxidation.
Chrysoeriol (CAS 491-71-4) is a naturally occurring monomethoxyflavone, specifically the 3'-O-methyl ether derivative of luteolin. It is a flavonoid isolated from the herbs of Medicago sativa. Chrysoeriol has diverse biological activities, including antioxidant, anti-inflammatory, antitumor, antimicrobial, antiviral, and free radical scavenging activities, and also shows a selective bronchodilator effect.
Biological Activity I Assay Protocols (From Reference)
Targets
Chrysoeriol has been shown to potently inhibit the induction of nitric oxide synthase by blocking activator protein 1 (AP-1) activation, contributing to its anti-inflammatory effects. It can inhibit PDGF-Rbeta phosphorylation, including ERK1/2, p38, and Akt phosphorylation. It is active against Gram-positive bacteria such as E. faecalis and B. subtilis. Chrysoeriol targets various signaling pathways involved in inflammation, cancer, and microbial infection.
ln Vitro
In vitro studies have demonstrated that chrysoeriol has antioxidant, anti-inflammatory, antitumor, antimicrobial, antiviral, and free radical scavenging activities. It potently inhibits the induction of nitric oxide synthase by blocking AP-1 activation. It also shows a selective bronchodilator effect. The compound is active against Gram-positive bacteria. In vitro assays typically involve treatment of cultured cells with chrysoeriol and measuring its effects on various cellular processes.
ln Vivo
In vivo activity data for chrysoeriol have been reported in animal models. It has been studied in a model of diabetes induced by streptozotocin (STZ). The compound has shown antioxidant, anti-inflammatory, and antitumor activities in vivo. Further research is needed to fully characterize its in vivo pharmacological effects and potential therapeutic applications.
Enzyme Assay
In vitro enzyme/receptor binding assays for chrysoeriol typically involve studying its interaction with various molecular targets. The compound has been shown to inhibit PDGF-Rbeta phosphorylation. Binding studies may be conducted to assess its interaction with kinases and other signaling proteins. Additionally, assays may be performed to study its antioxidant activity, including free radical scavenging assays.
Cell Assay
In vitro cell-based assays for chrysoeriol typically involve treatment of cultured cells with the compound followed by assessment of various cellular responses. Anti-inflammatory assays measure the inhibition of nitric oxide production and cytokine secretion. Antitumor assays assess the inhibition of cell proliferation and induction of apoptosis. Antimicrobial assays evaluate the activity against bacteria and viruses.
Animal Protocol
In vivo animal studies for chrysoeriol typically involve administration to animal models to evaluate its pharmacological effects. The compound has been studied in a model of diabetes induced by streptozotocin. Typical protocols involve administering chrysoeriol to disease-relevant animal models, followed by assessment of disease progression, biomarker levels, and histopathological analysis.
ADME/Pharmacokinetics
Metabolism / Metabolites
Hypericin's known human metabolites include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxooxetane-2-carboxylic acid.
Chrysoeriol has a molecular formula of C16H12O6 and a molecular weight of 300.26. The CAS number is 491-71-4. The compound appears as a yellow powder. It has a melting point of >258°C (dec.). It is soluble in DMSO and methanol. It should be stored at 4°C and is hygroscopic. The compound is intended for research use only.
Toxicity/Toxicokinetics
The toxicity profile of chrysoeriol is not extensively characterized, as it is a naturally occurring flavonoid. It is generally considered safe for use in research. The compound is intended for research use only and is not approved for therapeutic use in humans. Standard laboratory safety practices should be followed when handling this compound.
References

[1]. Effect of O-glycosilation on the Antioxidant Activity and Free Radical Reactions of a Plant Flavonoid, Chrysoeriol. Bioorg Med Chem. 2003 Jul 3;11(13):2677-85.

Additional Infomation
4',5,7-Trihydroxy-3'-methoxyflavonoid is a 3'-O-methyl derivative of luteolin. It possesses antitumor, antioxidant, and metabolic activities. It is a trihydroxyflavonoid and a monomethoxyflavonoid. Its function is related to luteolin. It is the conjugate acid of 4',5-dihydroxy-3'-methoxyflavonoid-7-ol (1-). Hypericin has been reported in African perilla (Schouwia thebaica), perilla (Perilla frutescens), and other organisms with relevant data. See also: acai berry (part); acai berry pulp (part).
Chrysoeriol (CAS 491-71-4) is a naturally occurring monomethoxyflavone, specifically the 3'-O-methyl ether derivative of luteolin. It has antioxidant, anti-inflammatory, antitumor, antimicrobial, antiviral, and free radical scavenging activities. It inhibits AP-1 activation and PDGF-Rbeta phosphorylation. It has a molecular formula of C16H12O6 and a molecular weight of 300.26.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12O6
Molecular Weight
300.26
Exact Mass
300.063
CAS #
491-71-4
PubChem CID
5280666
Appearance
Light yellow to yellow solid powder
Density
1.5±0.1 g/cm3
Boiling Point
574.3±50.0 °C at 760 mmHg
Melting Point
330 - 331 °C
Flash Point
219.4±23.6 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.697
LogP
1.81
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
22
Complexity
462
Defined Atom Stereocenter Count
0
SMILES
COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChi Key
SCZVLDHREVKTSH-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3
Chemical Name
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
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 (~333.04 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.33 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 (8.33 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
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 (8.33 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 3.3304 mL 16.6522 mL 33.3045 mL
5 mM 0.6661 mL 3.3304 mL 6.6609 mL
10 mM 0.3330 mL 1.6652 mL 3.3304 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.

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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 10 in the Concentration box and choose the correct unit (mM)
  • 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:
  • 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)
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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
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)
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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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