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5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone (Synonyms: (±)-δ-(3,4-Dihydroxyphenyl)-γ-Valerolactone, 5-(3',4'-Dihydroxyphenyl)-γ-VL)

Katalog-Nr.GC52227

An active metabolite of various polyphenols

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5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone Chemische Struktur

Cas No.: 21618-92-8

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Sample solution is provided at 25 µL, 10mM.

Description of 5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone

5-(3',4'-Dihydroxyphenyl)-γ-valerolactone is an active metabolite of various polyphenols, including (-)-epicatechin and procyanidin .1,2 It is formed from these polyphenols by gut microbiota. 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone is an inhibitor of matrix metalloproteinase-1 (MMP-1) and MMP-2 collagen degradation activity (IC50s = 108 and 106 nM, respectively), MMP-1 and MMP-9 gelatin degradation activity (IC50s = 45.2 and 17.7 nM, respectively), and MMP-2 and MMP-9 elastin degradation activity (IC50s = 61.8 and 89 nM, respectively).3 It also scavenges free radicals in a Trolox equivalent antioxidant capacity (TEAC) assay.1

1.Unno, T., Tamemoto, K., Yayabe, F., et al.Urinary excretion of 5-(3',4'-dihydroxyphenyl)-γ-valerolactone, a ring-fission metabolite of (?)-epicatechin, in rats and its in vitro antioxidant activityJ. Agric. Food Chem.51(23)6893-6898(2003) 2.Appeldoorn, M.M., Vincken, J.-P., Aura, A.-M., et al.Procyanidin dimers are metabolized by human microbiota with 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-γ-valerolactone as the major metabolitesJ. Agric. Food Chem.57(3)1084-1092(2009) 3.Grimm, T., SchÄfer, A., and HÖgger, P.Antioxidant activity and inhibition of matrix metalloproteinases by metabolites of maritime pine bark extract (pycnogenol)Free Radic. Biol. Med.36(6)811-822(2004)

Chemical Properties of 5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone

Cas No. 21618-92-8 SDF
Überlieferungen (±)-δ-(3,4-Dihydroxyphenyl)-γ-Valerolactone, 5-(3',4'-Dihydroxyphenyl)-γ-VL
Canonical SMILES OC(C(O)=C1)=CC=C1CC2CCC(O2)=O
Formula C11H12O4 M.Wt 208.2
Löslichkeit DMF: 10 mg/ml,DMSO: 10 mg/ml,Ethanol: Slightly soluble,PBS (pH 7.2): 0.25 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone

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1 mg 5 mg 10 mg
1 mM 4.8031 mL 24.0154 mL 48.0307 mL
5 mM 0.9606 mL 4.8031 mL 9.6061 mL
10 mM 0.4803 mL 2.4015 mL 4.8031 mL
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In vivo Formulation Calculator (Clear solution) of 5-(3',4'-Dihydroxyphenyl)-γ-Valerolactone

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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