Daidzin

Catalog No. BCN5891
CAS RN 552-66-9
Molecular Weight 416.38
Molecular Formula C21H20O9
Database [PubChem]:382162411
[ChEBI]:42202
[PCIDB]:2518

Definition

A glycosyloxyisoflavone that is daidzein attached to a β-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic).

Standard InChI

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

Biological Activity

Daidzin is a potent, selective inhibitor of human mitochondrial aldehyde dehydrogenase with a Ki of 40 nM, and uncompetitively with respect to the coenzyme NAD+. [1]
Daidzin has preventive effect on bone loss in ovariectomized rats appears to be due to suppression of bone turnover. [2]
Daidzin in the rhizome of Pueraria lobata are prodrugs, which has antiallergic and antithrombotic activities, can inhibit ADP- and collagen-induced platelet aggregation, produced by intestinal microflora.[3]
Daidzin and puerarin can induce a conformational change of beta-CD, which is compressed in one direction and stretched in the other. [4]

Product information

English website: Daidzin
Japanese website: Daidzin
Chinese website: Daidzin

References

[1] Keung W M, Vallee B L. P Nat Acad Sci USA, 1993, 90(4):1247-51.
[2] Ishida H, Uesugi T, Hirai K, et al. Biol Pharm Bull, 1998, 21(1):62-6.
[3] Choo M K, Park E K, Yoon H K, et al. Biol Pharm Bull, 2002, 25(10):1328-32.
[4] Zhang H, Feng W, Li C, et al. J Phys Chem B, 2010, 114(14):4876-83.
[5] Dong H W, Liu W H, Pharmacy S O, et al. J Pharm Res, 2014, 33(2):73-75.