DAIDZIN

Investigational

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

Structure Search

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

HIDE SMILES / InChI

Molecular Formula	C21H20O9
Molecular Weight	416.3781
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18613661 | https://www.ncbi.nlm.nih.gov/pubmed/8892531

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
Aldehyde dehydrogenase, mitochondrial 2 Target ID: P05091 Gene ID: 217.0 Gene Symbol: ALDH2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18613661	Inhibitor 8297		80.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alcohol addiction 21 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18613661 https://www.ncbi.nlm.nih.gov/pubmed/8892531	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Intestinal bacteria activate estrogenic effect of main constituents puerarin and daidzin of Pueraria thunbergiana.	2006 Dec	17142977
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Bioactive flavonoids of the flowers of Butea monosperma.	2009 Apr	19336944
Role of plasma lipoproteins in the transport of the soyabean isoflavones daidzein and daidzein-7-O-beta-D-glucoside.	2009 Sep	19335924
The effects of daidzin and its aglycon, daidzein, on the scopolamine-induced memory impairment in male mice.	2010 Oct	21052945
Discovery of novel regulators of aldehyde dehydrogenase isoenzymes.	2011 May 30	21349255
Methylmercury impairs canonical dopamine metabolism in rat undifferentiated pheochromocytoma (PC12) cells by indirect inhibition of aldehyde dehydrogenase.	2015 Apr	25601988

Patents

Sample Use Guides

In Vivo Use Guide

in rats: orally administered at a dose of 7.9 micromol/kg in 25 mM Na2CO3

Route of Administration: Oral

In Vitro Use Guide

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).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:54:45 GMT 2023` Edited by `admin` on `Fri Dec 15 15:54:45 GMT 2023`
Record UNII	4R2X91A5M5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DAIDZIN

Common Name

English

DAIDZOSIDE

Common Name

English

DAIDZEIN DAIDZIN [MI]

Common Name

English

DAIDZIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]

Common Name

English

DAIDZIN [USP-RS]

Common Name

English

DAIDZIN (CONSTITUENT OF ASTRAGALUS) [DSC]

Common Name

English

DAIDZEIN 7-O-.BETA.-D-GLUCOSIDE

Common Name

English

Code System Code Type Description

CAS

552-66-9