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Pinocembrin 7-O-Beta-D-Glucoside

Alias: Pinocembrin41-O-β-D-glucosidePinocembrin 7-O-beta-D-glucosidePinocembrosidePonocembrin-7-O-β-D-glucopyranosidePinocembrin 7-O-β-D-glucoside
Cat No.:V29415 Purity: ≥98%
Pinocembrin-7-O-β-D-glucopyranoside (Pinocembrin 7-O-β-D-Glucoside) is a flavonoid that enhances lipid peroxidation.
Pinocembrin 7-O-Beta-D-Glucoside
Pinocembrin 7-O-Beta-D-Glucoside Chemical Structure CAS No.: 75829-43-5
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
Pinocembrin-7-O-β-D-glucopyranoside (Pinocembrin 7-O-β-D-Glucoside) is a flavonoid that enhances lipid peroxidation.
Pinocembrin 7-O-Beta-D-Glucoside (CAS# 75829-43-5), also known as pinocembrin-7-O-β-D-glucopyranoside, is a flavonoid glycoside derived from natural sources such as Penthorum chinense, Viscum articulatum, and other medicinal plants. It has a molecular weight of 418.39 and a molecular formula of C₂₁H₂₂O₉. This flavanone compound enhances lipid peroxidation and is used in research applications studying oxidative stress and lipid metabolism.
Biological Activity I Assay Protocols (From Reference)
Targets
Pinocembrin 7-O-Beta-D-Glucoside targets lipid peroxidation pathways. As a flavonoid glycoside, it may modulate oxidative stress by enhancing lipid peroxidation, which can have implications for cell signaling and membrane dynamics. Its specific molecular targets are not well characterized, but its activity is consistent with flavonoid-mediated effects on cellular redox balance.
ln Vitro
One flavonoid that was extracted from the dried entire plant of Viscum articulatum is called pinocembrin-7-O-β-D-glucopyranoside [2].
In vitro, Pinocembrin 7-O-Beta-D-Glucoside is a flavanone that enhances lipid peroxidation. This activity suggests it may modulate oxidative stress pathways and affect membrane lipid dynamics. As a flavonoid glycoside, it may also exhibit antioxidant or pro-oxidant properties depending on the cellular context. Its specific IC50 values and other potency data are not well established.
ln Vivo
In vivo activity data for Pinocembrin 7-O-Beta-D-Glucoside are limited. Its in vitro enhancement of lipid peroxidation suggests potential systemic effects on oxidative stress and lipid metabolism. As a flavonoid glycoside, it may be hydrolyzed in the gastrointestinal tract to release the aglycone pinocembrin, which could exert additional biological activities. Further in vivo studies are needed to confirm its efficacy and safety.
Enzyme Assay
In vitro assays for Pinocembrin 7-O-Beta-D-Glucoside are conducted to evaluate its effects on lipid peroxidation. Lipid peroxidation is typically measured using the thiobarbituric acid reactive substances (TBARS) assay or by monitoring the formation of malondialdehyde (MDA) in cell or tissue homogenates. The compound is incubated with lipid substrates, and the extent of peroxidation is quantified spectrophotometrically or fluorometrically.
Cell Assay
Cellular assays for Pinocembrin 7-O-Beta-D-Glucoside are performed using various cell lines to study its effects on oxidative stress and lipid metabolism. Cells are treated with compound concentrations ranging from 0.1 to 100 µM for 24-72 hours. Lipid peroxidation is measured by assessing MDA levels or by using fluorescent probes such as C11-BODIPY581/591. Cell viability is assessed using MTT or CCK-8 assays.
Animal Protocol
In vivo animal studies for Pinocembrin 7-O-Beta-D-Glucoside would typically utilize rodent models of oxidative stress or metabolic disorders. The compound is administered orally or intraperitoneally. Endpoints include markers of lipid peroxidation in serum and tissues (MDA, 8-isoprostane), antioxidant enzyme activities (SOD, CAT, GPx), and histopathological evaluation of oxidative damage in target organs.
ADME/Pharmacokinetics
Pharmacokinetic properties of Pinocembrin 7-O-Beta-D-Glucoside are not well characterized. The compound has a molecular weight of 418.39 and a molecular formula of C₂₁H₂₂O₉. As a flavonoid glycoside, it is expected to have limited oral bioavailability due to poor membrane permeability and extensive first-pass metabolism. The glycoside moiety may be hydrolyzed by intestinal glycosidases, releasing the aglycone pinocembrin.
Toxicity/Toxicokinetics
Toxicological data for Pinocembrin 7-O-Beta-D-Glucoside are limited. As a naturally occurring flavonoid glycoside, it is expected to have a favorable safety profile. No significant acute toxicity has been reported. The compound is designated for research use only.
References

[1]. Anthocyanins and other flavonoids. Nat Prod Rep. 2001 Jun;18(3):310-33.

[2]. Two new phenolic glycosides from Viscum articulatum. Molecules. 2008;13(10):2500-2508. Published 2008 Oct 15.

Additional Infomation
Pinus 2-7-OD-glucoside has been reported to have been found in mistletoe, mulberry mistletoe, and other organisms with available data.
Pinocembrin 7-O-Beta-D-Glucoside is a flavonoid glycoside that enhances lipid peroxidation. It has a molecular weight of 418.39 and formula C₂₁H₂₂O₉. It is derived from natural sources such as Penthorum chinense and Viscum articulatum. It is not clinically approved and is used as a research tool for oxidative stress studies.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H22O9
Molecular Weight
418.3940
Exact Mass
418.126
CAS #
75829-43-5
PubChem CID
46881227
Appearance
White to off-white solid powder
LogP
0.9
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
4
Heavy Atom Count
30
Complexity
595
Defined Atom Stereocenter Count
6
SMILES
C12OC(C3C=CC=CC=3)CC(=O)C=1C(=CC(=C2)OC1C(O)C(O)C(O)C(CO)O1)O
InChi Key
GPGFGFUBECSNTG-SFTVRKLSSA-N
InChi Code
InChI=1S/C21H22O9/c22-9-16-18(25)19(26)20(27)21(30-16)28-11-6-12(23)17-13(24)8-14(29-15(17)7-11)10-4-2-1-3-5-10/h1-7,14,16,18-23,25-27H,8-9H2/t14-,16+,18+,19-,20+,21+/m0/s1
Chemical Name
(2S)-5-hydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Synonyms
Pinocembrin41-O-β-D-glucosidePinocembrin 7-O-beta-D-glucosidePinocembrosidePonocembrin-7-O-β-D-glucopyranosidePinocembrin 7-O-β-D-glucoside
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 : ~50 mg/mL (~119.51 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.98 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 (5.98 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 (5.98 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 2.3901 mL 11.9506 mL 23.9011 mL
5 mM 0.4780 mL 2.3901 mL 4.7802 mL
10 mM 0.2390 mL 1.1951 mL 2.3901 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
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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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