Cosmosiin

Names

[ CAS No. ]:
578-74-5

[ Name ]:
Cosmosiin

[Synonym ]:
Apigenin-7-O-Beta-D-glucopyranoside
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
Apigenin 7-β-glucoside
Cosmosiin
MFCD00016787
Cosmosioside
Apigenin 7-glucoside
Apigenin-7-O-β-D-glucopyranoside
Cosmosiin (8CI)
Apigenin 7-β-D-glucoside
Cosmiin
Cosmosin
Thalictiin
apigenin 7-O-beta-D-glucoside
Apigenin-7-O-glucoside
Apigetrin
COSMETIN
Cosemetin
EINECS 209-430-5
7-D-Glycosylapigenin
5-Hydroxy-2-(4-hydroxyphényl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-4H-chromén-4-one
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl b-D-glucopyranoside
Apigenin 7-O-β-D-glucopyranoside
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranoside
5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on
7-(b-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Cossmetin
5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one
Apigenin-7-d-glucoside
Apigenin 7-O-β-glucoside
Apigenin 7-β-D-glucopyranoside
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Apigetrin,Cosmosiin
Apigenin 7-O-glucoside
4H-1-Benzopyran-4-one, 7- (β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
Apigenin-7-glucoside
Apigenin-7-O-β-glucopyranoside
apigenin 7-O-β-D-glucoside

Biological Activity

[Description]:

Apigenin-7-glucoside exhibits significant anti-proliferative and antioxidant activity, scavengers of ROS.In vitro: exhibits significant anti-proliferative activity against B16F10 melanoma cells after 24 and 48 h of incubation. Apigenin-7-glucoside provoks an increase of subG0/G1, S and G2/M phase cell proportion with a significant decrease of cell proportion in G0/G1 phases. Apigenin-7-glucoside enhances melanogenesis synthesis and tyrosinase activity of B16F10 melanoma cells. [1] Api7G specifically induced the differentiation of CD34+ cells towards the erythroid lineage and inhibited the myeloid differentiation. [2] APIG had strong antioxidant activity against reactive oxygen species (ROS) in vitro in a concentration-dependent manner.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Flavonoids

Research Areas >> Others

[References]

[1]. Nasr Bouzaiene N et al. Effect of apigenin-7-glucoside, genkwanin and naringenin on tyrosinase activity and melanin synthesis in B16F10 melanoma cells. Life Sci. 2016 Jan 1;144:80-5.

[2]. Samet I et al. Olive leaf components apigenin 7-glucoside and luteolin 7-glucoside direct human hematopoietic stem cell differentiation towards erythroid lineage. Differentiation. 2015 Jun;89(5):146-55.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
788.9±60.0 °C at 760 mmHg

[ Melting Point ]:
230-237ºC

[ Molecular Formula ]:
C₂₁H₂₀O₁₀

[ Molecular Weight ]:
432.378

[ Flash Point ]:
280.7±26.4 °C

[ Exact Mass ]:
432.105652

[ PSA ]:
170.05000

[ LogP ]:
-0.39

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.717

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

Articles

Mesophyll distribution of 'antioxidant' flavonoid glycosides in Ligustrum vulgare leaves under contrasting sunlight irradiance.

Ann. Bot. 104(5) , 853-61, (2009)

Flavonoids have the potential to serve as antioxidants in addition to their function of UV screening in photoprotective mechanisms. However, flavonoids have long been reported to accumulate mostly in ...

Antioxidant and antigenotoxic properties of compounds isolated from Marrubium deserti de Noé

Food Chem. Toxicol. 49(12) , 3328-35, (2011)

Highlights ► We present here the purification of 13 compounds from an MeOH extract of Marrubium deserti. ► We measure antioxidant, genotoxic and antigenotoxic activites of six phenolic compounds. ► Tw...

Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids.

Bioorg. Med. Chem. 18 , 28-35, (2010)

The applicability of the newly developed RM1 and PM6 methods implemented in the semiempirical quantum chemistry mopac2009 software package in modeling free radical scavenging activity of flavonoids wa...