Chemistry:Daidzin

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Daidzin
Daidzin.svg
Names
IUPAC name
7-(β-D-Glucopyranosyloxy)-4′-hydroxyisoflavone
Systematic IUPAC name
7-{[(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Other names
Daidzoside
Daidzein 7-glucoside
Daidzein-7-glucoside
Daidzein 7-O-glucoside
daidzein 7-O-beta-D-glucoside
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
Properties
C21H20O9
Molar mass 416.38
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Daidzin is a natural organic compound in the class of phytochemicals known as isoflavones. Daidzin can be found in Japanese plant kudzu (Pueraria lobata, Fabaceae) and from soybean leaves.[1]

Daidzin is the 7-O-glucoside of daidzein.

Daidzin has shown the potential for the treatment of alcohol dependency (antidipsotropic) based on animal models.[2][3]

List of plants that contain the chemical

  • Pueraria candollei[4]
  • Pueraria lobata[5]
  • Pueraria thomsonii[6]
  • Pueraria thunbergiana[7]

Notes and references

  1. Osman, S; Fett, W (1983). "Isoflavone glucoside stress metabolites of soybean leaves". Phytochemistry 22 (9): 1921. doi:10.1016/0031-9422(83)80013-2. 
  2. Rezvani, A; Overstreet, David H; Perfumi, Marina; Massi, Maurizio (2003). "Plant derivatives in the treatment of alcohol dependency". Pharmacology Biochemistry and Behavior 75 (3): 593–606. doi:10.1016/S0091-3057(03)00124-2. PMID 12895677. 
  3. Keung WM; Vallee BL (February 1998). "Kudzu root: an ancient Chinese source of modern antidipsotropic agents". Phytochemistry 47 (4): 499–506. doi:10.1016/S0031-9422(97)00723-1. PMID 9461670. 
  4. Pongkitwitoon B et al. (December 2009). "Enzyme-Linked Immunosorbent Assay for Total Isoflavonoids in Pueraria candollei Using Anti-Puerarin and Anti-Daidzin Polyclonal Antibodies". Planta Medica 76 (8): 831–6. doi:10.1055/s-0029-1240725. PMID 20033865. 
  5. Jin WS; Tan YY; Chen YG; Wang Y (January 2003). "[Determination of puerarin, daidzin and daidzein in root of Pueraria lobata of different origin by HPLC]" (in Chinese). Zhongguo Zhong Yao Za Zhi 28 (1): 49–51. PMID 15015267. 
  6. Zhou HY; Wang JH; Yan FY (May 2007). "[Separation and determination of puerarin, daidzin and daidzein in stems and leaves of Pueraria thomsonii by RP-HPLC]" (in Chinese). Zhongguo Zhong Yao Za Zhi 32 (10): 937–9. PMID 17655152. 
  7. Park EK; Shin J; Bae EA; Lee YC; Kim DH (December 2006). "Intestinal bacteria activate estrogenic effect of main constituents puerarin and daidzin of Pueraria thunbergiana". Biological & Pharmaceutical Bulletin 29 (12): 2432–5. doi:10.1248/bpb.29.2432. PMID 17142977. 

See also