Daidzin

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Monkbot (talk | contribs) at 20:39, 4 February 2014 (Fix CS1 deprecated date parameter errors). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Daidzin
Names
IUPAC name
3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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)
ChEMBL
ChemSpider
ECHA InfoCard 100.107.506 Edit this at Wikidata
UNII
  • 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 checkY
    Key: KYQZWONCHDNPDP-MKJMBMEGSA-N checkY
  • InChI=1/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
    Key: KYQZWONCHDNPDP-MKJMBMEGBK
  • O=C3c4ccc(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)cc4O/C=C3/c2ccc(O)cc2
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).
☒N verify (what is checkY☒N ?)

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

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. doi:10.1016/S0091-3057(03)00124-2.
  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, Sakamoto S, Tanaka H; 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. {{cite journal}}: Explicit use of et al. in: |author= (help)CS1 maint: multiple names: authors list (link)
  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]". Zhongguo Zhong Yao Za Zhi (in Chinese). 28 (1): 49–51. PMID 15015267.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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]". Zhongguo Zhong Yao Za Zhi (in Chinese). 32 (10): 937–9. PMID 17655152.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

See also

Template:Natural-phenol-stub