| Identification | More | [Name]
Apigenin 7-glucoside | [CAS]
578-74-5 | [Synonyms]
OSMIIN
COSMETIN
COSMOSIIN
APIGETRIN
Cosemetin
Cosmosioside
APIGENIN-7-GLUCOSIDE
Apigetrin, Cosmosiin
APIGENIN-7-O-GLUCOSIDE
Apigenin 7-β-D-glucoside
Apigenin 7-b-D-glucoside
Apigenin-7-O-β-D-glucoside
Apigenin 7-beta-D-glucoside
APIGENIN-7-O-GLUCOSIDE hplc
7-o-(beta-D-Glucosyl)apigenin
APIGENIN-7-O-GLUCOSIDE WITH HPLC
Apigenin-7-O-β-D-glucopyranoside
Apigenin, 7-beta-D-glucopyranoside
APIGENIN-7-GLUCOSIDE (COSMOSIIN)(P)
APIGENIN-7-O-GLUCOSIDE (COSMOSIIN)(P)
APIGENIN-7-O-GLUCOSIDE (COSMOSIIN)(SH)
Apigenin 7-glucoside SynonyMs:Apigetrin
7-O-BETA-D-GLUCOPYRANOSYLOXY-4',5-DIHYDROXYFLAVONE
4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)
4H-1-Benzopyran-4-one,7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-(9ci) | [EINECS(EC#)]
209-430-5 | [Molecular Formula]
C21H20O10 | [MDL Number]
MFCD00016787 | [Molecular Weight]
432.38 | [MOL File]
578-74-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
230-237°C | [Boiling point ]
788.9±60.0 °C(Predicted) | [density ]
1.642±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly, Sonicated), Methanol (Slightly) | [form ]
neat | [pka]
6.13±0.40(Predicted) | [color ]
Pale Yellow to Yellow | [BRN ]
65669 | [Stability:]
Hygroscopic | [InChIKey]
KMOUJOKENFFTPU-YUVSVTSJNA-N | [SMILES]
C1(C2=CC=C(O)C=C2)OC2=C(C(=CC(OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)O)C(=O)C=1 |&1:17,20,22,24,r| | [LogP]
-0.040 (est) | [CAS DataBase Reference]
578-74-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
Apigenin 7-Glucoside is a by-product during the synthesis of Isorhoifolin (I819700), a naturally occurring flavonoid that was shown to exhibit potential antidiabetic, antihyperlipidemic and antioxidant effects. | [Application]
Apigenin 7-glucoside is a flavonoid with anti-inflammatory and anxiolytic activities. It inhibits LPS-induced nitric oxide production in RAW 264.7 cells when used at concentrations ranging from 0.16 to 10 μM. In vivo, apigenin 7-glucoside (10 mg/kg) reduces pulmonary edema and lung inflammation in a mouse model of LPS-induced acute lung injury. It also increases the number of entries and the time spent in the open arms of the elevated plus maze in rats, indicating anxiolytic activity.
| [Definition]
ChEBI: A glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. | [Biological Functions]
Apigenin 7-glucoside inhibited HL-60 cell growth, dose- and time-dependently, but did not cause apoptosis. The distribution of cells at different stages in the cell cycle indicated an accumulation of treated cells in the G2/M phase. Moreover, apigenin 7-glucoside induced granulocytic differentiation of HL-60 cells[1].
| [References]
[1] Eri Nakazaki. “Proteomic study of granulocytic differentiation induced by apigenin 7-glucoside in human promyelocytic leukemia HL-60 cells.” European Journal of Nutrition 52 1 (2013): 25–35.
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