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30408

Sigma-Aldrich

Daidzin

≥95.0% (HPLC)

Synonym(s):

4′,7-Dihydroxyisoflavone 7-glucoside, Daidzein 7-glucoside, Daidzein-7-O-β-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O9
CAS Number:
552-66-9
Molecular Weight:
416.38
Beilstein:
59741
MDL number:
MFCD00017466
UNSPSC Code:
41116107
PubChem Substance ID:
57648430
NACRES:
NA.77

Assay

≥95.0% (HPLC)

SMILES string

OC[C@H]1O[C@@H](Oc2ccc3C(=O)C(=COc3c2)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O

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

InChI key

KYQZWONCHDNPDP-QNDFHXLGSA-N

Gene Information

mouse ... Aldh1a2(19378) , Maoa(17161)
rat ... Aldh1a2(116676)

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Biochem/physiol Actions

Daidzin was the most potent isoflavone glycoside tested in modulating differentiation of bone marrow stromal cells toward osteoblasts and away from adipocytes.
Daidzin is an isoflavone reported to have anti-oxidant, anti-carcinogenic, and anti-artherosclerotic activities. Daidzin is the major active component of the traditional Chinese medicine (TCM) derived from radix puerariae (Kudzu) that is commonly used to treat alcohol abuse. Daidzin is a potent and selective inhibitor of mitochondrial aldehyde dehydrogenase 2 (ALDH-2).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Haiyang Zhang et al.
The journal of physical chemistry. B, 114(14), 4876-4883 (2010-03-20)
Puerarin and daidzin, two major isoflavonoids of Radix puerariae , are widely adopted in traditional Chinese medicine. Foundational aspects related to separating the two compounds are essential to develop a more economical purification process. Inclusion models of the two compounds
Haiyang Zhang et al.
The journal of physical chemistry. B, 116(12), 3880-3889 (2012-03-02)
Beta-cyclodextrin (β-CD) is an ideal candidate for a host molecule, and it is used as such in drug delivery and separation technology. The structural behavior of free β-CD and host-guest complexes of β-CD with two isoflavonoid isomers (puerarin and daidzin)
Ting Zhang et al.
PloS one, 7(1), e30259-e30259 (2012-01-26)
New therapeutic tools and molecular targets are needed for treatment of Japanese encephalitis virus (JEV) infections. JEV requires an α-1 translational frameshift to synthesize the NS1' protein required for viral neuroinvasiveness. Several flavonoids have been shown to possess antiviral activity
Benyakan Pongkitwitoon et al.
Planta medica, 76(8), 831-836 (2009-12-25)
Pueraria candollei (White Kwao Khuer) is a medicinal plant containing puerarin, daidzin, genistin, daidzein, and genistein as major isoflavonoids used for its rejuvenating and estrogenic effects. In order to analyze these compounds, a single enzyme-linked immunosorbent assay (ELISA) for total
Aiguo Zeng et al.
Analytica chimica acta, 712, 145-151 (2011-12-20)
In order to differentiate two species of Radix Puerariae (Radix Puerariae lobatae and Radix Puerariae thomsonii) and to determine major isoflavonoids (puerarin, daidzin, daidzein and genistein) in the samples, a simple high performance liquid chromatography (HPLC) method with isocratic elution
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