ダイジン

ダイジン
	IUPAC名 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
	別称 Daidzoside; Daidzein 7-glucoside; Daidzein-7-glucoside; Daidzein 7-O-glucoside; daidzein 7-O-beta-D-glucoside
識別情報
CAS登録番号	552-66-9
PubChem	107971
ChemSpider	10164919
UNII	4R2X91A5M5
KEGG	C10216
ChEMBL	CHEMBL486422
	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 Key: KYQZWONCHDNPDP-MKJMBMEGSA-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-MKJMBMEGBK;
特性
化学式	C21H20O9
モル質量	416.38
精密質量	416.110732
	特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

ダイジン(Daidzin)は、イソフラボンとして知られるフィトケミカルで、天然の有機化合物である。クズやダイズの葉で見られる^[1]。

ダイジンは、ダイゼインの7-O-グルコシドである。

動物実験から、アルコール依存症の治療への可能性が示されている^[2]^[3]。

ダイジンを含む植物

Pueraria candollei^[4]
Pueraria lobata（クズ）^[5]
Pueraria thomsonii^[6]
Pueraria thunbergiana^[7]

出典

^ 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]” (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]” (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.

[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.

[elia-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.

[dpdd-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]” (Chinese). Zhongguo Zhong Yao Za Zhi 28 (1): 49-51. PMID 15015267.

[sdpd-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]” (Chinese). Zhongguo Zhong Yao Za Zhi 32 (10): 937-9. PMID 17655152.

[ibae-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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

ダイジン

IUPAC名 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
別称 Daidzoside Daidzein 7-glucoside Daidzein-7-glucoside Daidzein 7-O-glucoside daidzein 7-O-beta-D-glucoside
識別情報
CAS登録番号	552-66-9
PubChem	107971
ChemSpider	10164919
UNII	4R2X91A5M5
KEGG	C10216
ChEMBL	CHEMBL486422
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 Key: KYQZWONCHDNPDP-MKJMBMEGSA-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-MKJMBMEGBK
特性
化学式	C₂₁H₂₀O₉
モル質量	416.38
精密質量	416.110732
特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。