(+-)-Dihydrodaidzein

HCID 176907CAS 17238-05-0

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Grundinformationen

Standard-SMILES: O=C1c2ccc(O)cc2OCC1c1ccc(O)cc1
InChIKey: JHYXBPPMXZIHKG-UHFFFAOYSA-N
Summenformel: C15H12O4
Durchschnittliche Molmasse: 256,25 g/mol
Monoisotopische Masse: 256,07355886

Überblick

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

Namen und Bezeichner

Bevorzugter Name: (+-)-Dihydrodaidzein
IUPAC: 7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Englischer Name: Dihydrodaidzein
Summenformel: C15H12O4
Molmasse: 256.25

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,4
Polarare Oberfläche (TPSA): 66,8 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 19
Formalladung: 0
Komplexität: 335

Experimentelle und physikochemische Eigenschaften

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

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point250 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 250 · 250-251°C
Siedepunkt: 529.5 · 529.5±50.0 °C(Predicted)
Dichte: 1.386 · 1.386±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer, Under Inert Atmosphere
Löslichkeit: 0.1 mg/ml · ≤0.1mg/ml in ethanol;30mg/ml in DMSO;10mg/ml in dimethyl formamide
pka: 7.71 · 7.71±0.40(Predicted)
Aggregatzustand: powder to crystal
Farbe: Light orange to Yellow to Green
Biologische Quelle: 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 Datenbank: 17238 · 17238-05-0

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: WGK 3
hs_code: 2932990090
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2

Chemie und Industrie

Pharmakologische Informationen

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

Anwendungen · 1 Eintrag

VerwendenDaidzein 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 .