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 & 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. 
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

• Daidzein

This article about a natural phenol is a stub. You can help Wikipedia by expanding it.v · Categories: Isoflavone glucosides Natural phenol stubs Wikimedia Foundation. 2010. Игры ⚽ Нужен реферат? Daidogei World Cup Puerarin Look at other dictionaries: Daidzein — Not to be confused with Daidzin. Daidzein IUPAC name 7 Hydroxy 3 (4 hydroxyphenyl) chromen 4 one …   Wikipedia Kudzu — For other uses, see Kudzu (disambiguation). Kudzu Scientific classification Kingdom: Plantae …   Wikipedia daidzein — noun Etymology: International Scientific Vocabulary, alteration of daidzin, substance from which daidzein is derived, from daidz (from Japanese daizu soybean) + 1 in Date: 1945 an isoflavone C15H10O4 found chiefly in legum …   New Collegiate Dictionary Derrubone — Identifiers ChEMBL CHEMBL412010  …   Wikipedia Isoflavone — Strukturformel von Isoflavon. Isoflavone, auch Isoflavonoide genannt, sind meist gelblich gefärbte Pflanzenfarbstoffe, die als Derivate des Isoflavons zur Klasse der Flavonoide zählen. Sie sind sekundäre Pflanzenstoffe, die u. a. eine… …   Deutsch Wikipedia Isoflavonoid — Strukturformel von Isoflavon. Isoflavone, auch Isoflavonoide genannt, sind meist gelblich gefärbte Pflanzenfarbstoffe, die als Derivate des Isoflavons zur Klasse der Flavonoide zählen. Isoflavone sind sekundäre Pflanzenstoffe, die u. a. eine… …   Deutsch Wikipedia Pueraria lobata — Kudzu Kudzu (Pueraria lobata) Systematik Unterklasse: Rosenähnliche (Rosidae) Klasse …   Deutsch Wikipedia Puerarin — IUPAC name 7 Hydroxy 3 (4 hydroxyphenyl) 8 [(3R,4R,5S,6R) 3,4,5 trihydroxy 6 (hydroxymethyl)oxan 2 yl]chromen 4 one …   Wikipedia Biochanin A — IUPAC name 5,7 dihydroxy 3 (4 methoxyphenyl)chromen 4 one …   Wikipedia Ononin — IUPAC name 3 (4 methoxyphenyl) 7 [(2S,3R,4S,5S,6R) 3,4,5 trihydroxy 6 (hydroxymethyl)oxan 2 yl]oxychromen 4 one …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”