7-(β-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-on
Apigenin 7-O-glucoside
Grundinformationen
- CAS
578-74-5- Standard-SMILES
O=c1cc(-c2ccc(O)cc2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12- InChIKey
KMOUJOKENFFTPU-QNDFHXLGSA-N- Summenformel
- C21H20O10
- Durchschnittliche Molmasse
- 432,4 g/mol
- Monoisotopische Masse
- 432,10564683
Überblick
Apigenin 7-O-beta-D-glucoside is a glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, an antibacterial agent and a non-steroidal anti-inflammatory drug. It is a beta-D-glucoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to an apigenin. It is a conjugate acid of an apigenin 7-O-beta-D-glucoside(1-). It is an enantiomer of an apigenin 7-O-beta-L-glucoside.
Namen und Bezeichner
- Bevorzugter Name
- Apigenin 7-O-glucoside
- IUPAC
- 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
- Lokaler Name
- 7-(β-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-on
- Englischer Name
- Apigenin 7-glucoside
- Summenformel
- C21H20O10
- Molmasse
- 432.38
Namen und Synonyme
578-74-5ApigetrinCosmosiosideCosmosiineAPIGENIN-7-GLUCOSIDEApigenin 7-O-beta-D-glucosideApigenin 7-O-glucosideCosemetinapigenin 7-O-beta-glucoside7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one7OF2S66PCH7-O-(beta-D-Glucosyl)apigenin
Weitere Namen anzeigen
COSMOSIINAPIGENIN-7-O-GLUCOSIDECOSMETINApigenin-7-O-β-D-glucosideApigenin-7-O-β-D-glucopyranosideApigenin-7-O-β-D-glucopyranosideapigenin 7-O-β-D-glucosideApigenin 7-beta-D-glucoside
7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavoneNSC-4073035-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-oneCHEBI:16778DTXSID4010287745-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,1
- Polarare Oberfläche (TPSA)
- 166 Ų
- H-Brücken-Donoren
- 6
- H-Brücken-Akzeptoren
- 10
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 675
Experimentelle und physikochemische Eigenschaften
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
SpringerMaterials PropertiesChemical shift
Physikochemische Eigenschaften
- Schmelzpunkt
- 230 · 230-237°C
- Siedepunkt
- 788.9 · 788.9±60.0 °C(Predicted)
- Dichte
- 1.642 · 1.642±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- DMSO (Slightly, Sonicated), Methanol (Slightly)
- pka
- 6.13 · 6.13±0.40(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Pale Yellow to Yellow
- BRN
- 65669 · 65669
- Stabilität
- Hygroscopic
- Major Application
- food and beverages
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesNot Classified
Sicherheitsdaten
- F
- 3-10
- wgk
- 3
- hs_code
- 29389090
- safety_code
- 34/35
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Ergänzende Hinweise
DefinitionChEBI: A glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
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