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)

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)

Safety Information

Safety Statements 

34/35

WGK Germany 

3

F 

3-10

HS Code 

29389090

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.

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