Movatterモバイル変換

Daidzin

From Wikipedia, the free encyclopedia

Not to be confused withDaidzein.

Daidzin
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
CAS Number	552-66-9^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:42202^N
ChEMBL	ChEMBL486422^N
ChemSpider	97088^N
ECHA InfoCard	100.107.506
KEGG	C10216^Y
PubChem CID	107971
UNII	4R2X91A5M5^Y
CompTox Dashboard(EPA)	DTXSID00862180
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^N Key: KYQZWONCHDNPDP-QNDFHXLGSA-N^N 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-QNDFHXLGBS
SMILES c1cc(ccc1c2coc3cc(ccc3c2=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O O=C3c4ccc(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)cc4O/C=C3/c2ccc(O)cc2
Properties
Chemical formula	C₂₁H₂₀O₉
Molar mass	416.38
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Daidzin is a naturalorganic compound in the class ofphytochemicals known asisoflavones. Daidzin can be found in Chinese plantkudzu (Pueraria lobata, Fabaceae) and fromsoybean leaves.^[1]

Daidzin is the 7-O-glucoside ofdaidzein.

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

[edit]

Notes and references

[edit]

^Osman, S; Fett, W (1983). "Isoflavone glucoside stress metabolites of soybean leaves".Phytochemistry.22 (9): 1921.Bibcode:1983PChem..22.1921O.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):593–606.doi:10.1016/S0091-3057(03)00124-2.PMID 12895677.S2CID 23298356.
^Keung WM; Vallee BL (February 1998). "Kudzu root: an ancient Chinese source of modern antidipsotropic agents".Phytochemistry.47 (4):499–506.Bibcode:1998PChem..47..499K.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]".Zhongguo Zhong Yao Za Zhi (in Chinese).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]".Zhongguo Zhong Yao Za Zhi (in Chinese).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.

v t e Isoflavones and theirglycosides
Isoflavones	Daidzein Genistein Orobol
O-methylated isoflavones	Biochanin A Calycosin Formononetin Glycitein Irigenin 5-O-methylgenistein Pratensein Prunetin Psi-tectorigenin Retusin Tectorigenin
Glycosides	Daidzin Genistin Iridin Mirificin Ononin Puerarin Sophoricoside Tectoridin
Prenylated isoflavones	Bidwillol A Derrubone Luteone 7-O-Methylluteone Wighteone
Pyranoisoflavones	Alpinumisoflavone Barbigerone Di-O-methylalpinumisoflavone 4'-methyl-alpinumisoflavone
Derivatives	Anagyroidisoflavone A andB Irilone Pseudobaptigenin Rotenoids
Synthetic	Ipriflavone
Category

v t e Monoaminergic neurotoxins
Dopaminergic	2′-CH₃-MPTP (2′-methyl-MPTP) 2,4,5-THA 2,4,5-THMA 4-MMA 5-S-Cysteinyldopamine 5,6-DHT 6-Hydroxydopa 6-OHDA quinone 6,7-DHT ALDH inhibitors (e.g.,disulfiram,methylmercury) Amphetamine Benomyl Daidzin Dieldrin DOPA quinone DOPAL DOPAL quinone Dopamine Dopamine quinone Fenpropathrin Haloperidol HPP⁺ HPTP Mancozeb Maneb Mephedrone Methamphetamine Methcathinone Methylone MPP⁺ (cyperquat) MPTP N-Methylnorsalsolinol Norsalsolinol Oxidopamine (6-OHDA) Paraquat Rotenone Salsolinol Ziram
Noradrenergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4,5-THA 4,5-DHT 5,6-DHT 5,7-DHT 6-Hydroxydopa DOPEGAL DSP-4 MDA (tenamfetamine) Oxidopamine (6-OHDA) Xylamine
Serotonergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4-DCA 2,4,5-THA 2,4,5-THMA 3-CA 3,4-DCA 4-CAB (α-ethyl-PCA) 4-CMA 4-HO-5-MeO-T 4,5-DHT 5-IAI 5-MAPB 5-MeO-DiPT 5,6-DHT 5,7-DHT 6,7-DHT αET ETAI Fenfluramine Haloperidol HHA (α-methyldopamine) HHMA (α-methylepinine, α,N-dimethyldopamine) HPP⁺ HPTP MBDB MDA (tenamfetamine) MDMA (midomafetamine) Mephedrone Methamphetamine Methylone Norfenfluramine PBA PBMA PCA PCMA PIA TAI
Unsorted	5-HIAL RHPP⁺ RHPTP
See also:Receptor/signaling modulators •Adrenergics •Dopaminergics •Melatonergics •Serotonergics •Monoamine reuptake inhibitors •Monoamine releasing agents •Monoamine metabolism modulators

This article about anaromatic compound is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Daidzin&oldid=1255972561"

Categories:

Hidden categories:

[8]ページ先頭

Movatterモバイル変換

List of plants that contain the chemical

Notes and references

See also