Apigenin 7-glucoside
Apigenin 7-glucoside Basic information
- Product Name:
- Apigenin 7-glucoside
- Synonyms:
-
- COSMETIN
- 4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)
- Apigenin 7-beta-D-glucoside
- Apigenin 7-glucoside SynonyMs:Apigetrin
- Apigenin 7-b-D-glucoside
- 4H-1-Benzopyran-4-one,7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
- Apigenin 7-glucoside, >=98%
- Apigetrin(Apigenin-7-O-glucoside)
- CAS:
- 578-74-5
- MF:
- C21H20O10
- MW:
- 432.38
- EINECS:
- 209-430-5
- Product Categories:
-
- chemical reagent
- phytochemical
- Tri-substituted Flavones
- Pharmaceutical intermediate
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Flavones
- Mol File:
- 578-74-5.mol
Apigenin 7-glucoside Chemical Properties
- 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)
- pka
- 6.13±0.40(Predicted)
- form
- Solid
- 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)
MSDS
- Language:English Provider:SigmaAldrich
Apigenin 7-glucoside Usage And Synthesis
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.
Definition
ChEBI: A glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
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.
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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Apigenin 7-glucoside(578-74-5)Related Product Information
- APIGENIN-7-GLUCURONIDE
- Apigenin 7-O-(2G-rhaMnosyl)gentiobioside
- APIIN
- Apigenin
- 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL
- AMYLOGLUCOSIDASE
- CHLOROPHOSPHONAZO III
- Polydextrose
- L-Aspartic acid
- L-Theanine
- Hematoxylin
- evocarpine
- Sodium ferulic
- Oxalic acid
- apigenin 7-O-(6-O-malonylglucoside)
- 5-[(β-D-Glucopyranosyl)oxy]-4',7-dihydroxyflavone
- 6-beta-D-Glucopyranosyl-8-beta-D-xylopyranosylapigenin
- Apigenin 6-C-α-L-arabinopyranosyl-8-C-β-D-xylopyranoside