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Daidzin Dehydrogenase inhibitor

Cat.No.S2289

Daidzin (Daidzoside, Daidzein 7-O-glucoside, Daidzein 7-glucoside), a natural organic compound in the class of phytochemicals known as isoflavones, is a potent and selective inhibitor of human mitochondrial aldehyde dehydrogenase and inhibits ALDH-I selectively (Ki=20 nM); at least 500 times less effective against ALDH-Ⅱ, the cytosolic isozyme (Ki=10 μM).
Daidzin Dehydrogenase inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 416.38

Quality Control

Chemical Information, Storage & Stability

Molecular Weight 416.38 Formula

C21H20O9

Storage (From the date of receipt)
CAS No. 552-66-9 -- Storage of Stock Solutions

Synonyms Daidzoside, Daidzein 7-O-glucoside, Daidzein 7-glucoside Smiles C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O

Solubility

In vitro
Batch:

DMSO : 83 mg/mL (199.33 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : Insoluble

Ethanol : Insoluble

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
Batch:

In vivo Formulation Calculator (Clear solution)

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Working concentration: mg/ml;

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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.

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Mechanism of Action

Targets/IC50/Ki
ALDH-Ⅰ [3]
(Cell-free assay)
20 nM(Ki)
In vitro
Daidzin, a glycoside of daidzein, increases the transcriptional activity of RARα and RARγ but does not bind to the RARs[1]. This compound does not inhibit human class Ⅰ, Ⅱ, or Ⅲ alcohol dehydrogenases, nor does it have any significant effect on biological systems that are known to be affected by other isoflavones. It inhibits human ALDH-I and ALDH-II in a concentration-dependent manner. This chemical inhibits both ALDH-I and ALDH-II in an apparently competitive manner with Ki values of 40 nM and 20 μM, respectively, and it inhibits ALDH-I uncompetitively with respect to NAD+. The inhibition of ALDH-I by daidzin is reversible[3].
In vivo
Daidzin has no effect on alcohol-metabolizing enzymes(i.e., ADH and ALDH) when given to rats intragastrically. Chronic administration of this compound exerts an effect on alcohol pharmacokinetics, although the effect is less pronounced than when it is administered concurrently with ethanol.It is shown to shorten sleep time if ethanol is given intragastrically, but not when given intraperitoneally, indicating absence of effect on ethanol elimination rate. This chemical delays ethanol absorption and lessens alcohol intoxication. It is shown to suppress the levels of BAC(blood alcohol concentration) for the first 3 hr after alcohol ingestion in both fasted and fed rats. These effects may in part be due to its antioxidant activity[2].
References

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