ジヒドロダイゼイン

(+-)-Dihydrodaidzein

HCID 176907CAS 17238-05-0

基本情報

標準SMILES: O=C1c2ccc(O)cc2OCC1c1ccc(O)cc1
InChIKey: JHYXBPPMXZIHKG-UHFFFAOYSA-N
分子式: C15H12O4
平均分子量: 256.25 g/mol
単同位体質量: 256.07355886

概要

Dihydrodaidzein is a hydroxyisoflavanone that is isoflavanone carrying two hydroxy substituents located at positions 4' and 7. It has a role as a metabolite.

名称と識別子

優先名称: (+-)-Dihydrodaidzein
IUPAC: 7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
現地名: ジヒドロダイゼイン
英語名: Dihydrodaidzein
分子式: C15H12O4
分子量: 256.25

名称と別名

dihydrodaidzein17238-05-07,4'-Dihydroxyisoflavanone(+-)-DihydrodaidzeinDTXSID70912308CHEBI:75842RefChem:546552DTXCID601341330Dihydro Daidzein7-hydroxy-3-(4-hydroxyphenyl)chroman-4-one(+/-)-DihydrodaidzeinDihydrodaidzein (keto)

名称をさらに表示

ジヒドロダイゼイン7-ヒドロキシ-3-(4-ヒドロキシフェニル)-4-クロマノンDihydrodaidzein>(±)-DihydrodaidzeinDIHYDRODAIDZEIN hplcDihydrodaidzein standardDihydrodaidzein, 10 mM in DMSO7-Hydroxy-3-(4-hydroxyphenyl)-4-chromanoneinhibit,Endogenous Metabolite,Dihydrodaidzein,Inhibitor

MFCD002104947-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-oneIsoflavanone, 4',7-dihydroxy-2,3-dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-Benzopyran-4-oneFT-06669484',7-dihydroxy-IsoflavanoneSCHEMBL131543orb1218639

データベース識別子

CAS: 17238-05-0
PubChem CID: 176907
DTXSID: DTXSID70912308
ChEBI: CHEBI:75842
EC Number: 112-251-4
Nikkaji: J668.309F

物性

構造計算による物性

XLogP: 2.4
極性表面積: 66.8 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 1
重原子数: 19
形式電荷: 0
複雑度: 335

実験および物理化学的性質

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point250 °C

Physical DescriptionSolid

物理化学的性質

融点: 250 · 250-251°C
沸点: 529.5 · 529.5±50.0 °C(Predicted)
比重(密度): 1.386 · 1.386±0.06 g/cm3(Predicted)
貯蔵温度: -20 °C · -20°C Freezer, Under Inert Atmosphere
溶解性: 0.1 mg/ml · ≤0.1mg/ml in ethanol;30mg/ml in DMSO;10mg/ml in dimethyl formamide
酸解離定数(Pka): 7.71 · 7.71±0.40(Predicted)
外見: powder to crystal
色: Light orange to Yellow to Green
由来生物: synthetic
InChI: 1S/C15H12O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,16-17H,8H2
InChIKey: JHYXBPPMXZIHKG-UHFFFAOYSA-N
SMILES: O1CC(C(=O)c3c1cc(cc3)O)c2ccc(cc2)O
CAS データベース: 17238 · 17238-05-0

化学的性質

化学的特性Light Beige Needles

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: WGK 3
hs_code: 2932990090
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Metabolism/MetabolitesDihydrodazein has known human metabolites that include Tetrahydrodaidzein and (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[[3-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylic acid.

Cellular LocationsMembrane

応用分野 · 1 件

使用Daidzein is an isoflavonoid phytoestrogenic compound found in soybeans, pea pods, clover, kudzu, and other legumes. Dihydrodaidzein is an active, estrogenic metabolite of daidzein. It has vasodilatory action on rat isolated aortic rings at 1 μg/ml. It stimulates the estrogen receptor-dependent growth of breast cancer MCF-7 cells at micromolar concentrations. Dihydrodaidzein is produced by the metabolism of daidzein in colonic bacteria and may be further metabolized to various bioactive compounds, including equol .