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=CC3=C(C=C2)C(=O)C(=CO3)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 8504		80.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alcohol addiction 24 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
Methylmercury impairs canonical dopamine metabolism in rat undifferentiated pheochromocytoma (PC12) cells by indirect inhibition of aldehyde dehydrogenase.	2015-04	25601988
Discovery of novel regulators of aldehyde dehydrogenase isoenzymes.	2011-05-30	21349255
The effects of daidzin and its aglycon, daidzein, on the scopolamine-induced memory impairment in male mice.	2010-10	21052945
Role of plasma lipoproteins in the transport of the soyabean isoflavones daidzein and daidzein-7-O-beta-D-glucoside.	2009-09	19335924
Bioactive flavonoids of the flowers of Butea monosperma.	2009-04	19336944
Intestinal bacteria activate estrogenic effect of main constituents puerarin and daidzin of Pueraria thunbergiana.	2006-12	17142977
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Absorption and metabolism of Astragali radix decoction: in silico, in vitro, and a case study in vivo.	2006-06	16507649
Suppressive effects of dietary genistin and daidzin on rat prostate carcinogenesis.	2000-08	10965018

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 `Mon Mar 31 18:12:58 GMT 2025` Edited by `admin` on `Mon Mar 31 18:12:58 GMT 2025`
Record UNII	4R2X91A5M5
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DAIDZIN

Common Name

English

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

Preferred 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

Code System Code Type Description

CAS

552-66-9