Daidzin

Daidzin

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
CAS number	552-66-9^Y
PubChem	107971
ChemSpider	10164919^Y
UNII	4R2X91A5M5^Y
ChEMBL	CHEMBL486422^N
Jmol-3D images	Image 1
SMILES O=C3c4ccc(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)cc4O/C=C3/c2ccc(O)cc2
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^Y Key: KYQZWONCHDNPDP-MKJMBMEGSA-N^Y 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
Properties
Molecular formula	C₂₁H₂₀O₉
Molar mass	416.38
Exact mass	416.110732
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

^ Osman, S; Fett, W (1983). "Isoflavone glucoside stress metabolites of soybean leaves". Phytochemistry 22 (9): 1921. doi:10.1016/0031-9422(83)80013-2.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.

Daidzin

List of plants that contain the chemical

Notes and references

See also