Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H20O9 |
Molecular Weight | 416.3781 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OC2=CC=C3C(=O)C(=COC3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=KYQZWONCHDNPDP-QNDFHXLGSA-N
InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
The three major isoflavones present in kudzu extracts, daidzin, daidzein and puerarin are responsible for the beneficial effects in reduction of alcohol consumption. It has been discovered, that daidzin was a strong, selective and reversible inhibitor of mitochondrial aldehyde dehydrogenase. Daidzin did not inhibit human class I, II, or III alcohol dehydrogenases. However further studies for daidzin’s treatment in alcohol addiction were discontinued.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P05091 Gene ID: 217.0 Gene Symbol: ALDH2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18613661 |
80.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
Bioactive flavonoids of the flowers of Butea monosperma. | 2009 Apr |
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The effects of daidzin and its aglycon, daidzein, on the scopolamine-induced memory impairment in male mice. | 2010 Oct |
|
Discovery of novel regulators of aldehyde dehydrogenase isoenzymes. | 2011 May 30 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10214963
in rats: orally administered at a dose of 7.9 micromol/kg in 25 mM Na2CO3
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9050837
Human, hamster, and rat liver mitochondrial and cytosolic ALDH isozymes were used. ALDH activity was assayed by monitoring the increase in absorbance at 340 nm due to the formation of NADH when acetaldehyde was used as the substrate. The range of concentration of saidzin were: 0 - 2.4 uM. It was shown, that daidzin potently inhibited hamster and rat ALDH-2 and, as for the human enzyme, the inhibition was mixed. The daidzin Ki values for hamster and rat ALDH-2 are 0.082 and 0.052 uM, respectively, slightly higher than that for the human enzyme (0.042 uM).
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552-66-9
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DB02115
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1162432
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DAIDZIN
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C013908
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42202
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DTXSID00862180
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107971
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4R2X91A5M5
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m4068
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SUBSTANCE RECORD