Apigenin 7-O-glucoside
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Apigenin 7-O-glucoside
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CAS No:
578-74-5
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Formula:
C21H20O10
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Chemical Name:
Apigenin 7-O-glucoside
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Synonyms:
4H-1-Benzopyran-4-one,7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-;Cosmosiin;Apigenin,7-β-D-glucopyranoside;7-(β-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Cosmetin;Cosmosiine;Cosmosioside;7-O-β-D-Glucopyranosylapigenin;Apigenin 7-O-β-D-glucopyranoside;Apigetrin;Apigenin 7-β-D-glucoside;7-O-β-D-Glucosylapigenin;Apigenin 7-O-β-D-glucoside;4′,5,7-Trihydroxyflavone 7-β-D-glucoside;NSC 407303;Cosmociin;Cosmoside;Apigenin 7-O-glucoside;Apigenin 7-O-β-glucopyranoside;Apigenin 7-glucoside;Apigenin 7-O-β-glucoside;Apigenin-7-O-4C1-β-D-glucoside;104119-99-5;116895-83-1;1329-13-1;5254-82-0;11019-02-6;30965-72-1;31923-09-8;734470-36-1
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CAS No:
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
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 non-steroidal anti-inflammatory drug, a metabolite and an antibacterial agent. It is a beta-D-glucoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It derives from 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.
Characteristics
166
-0.1
1.6±0.1 g/cm3
229-232 °C
788.9°C at 760 mmHg
280.7±26.4 °C
1.717
1417 mg/L @ 25 °C (est)
2-8°C
Apigenin 7-O-glucoside Use and Manufacturing
Compound 1 (150 mg, 0.25 mmol) was added to a solution of 30percent aq NHCompound 9a (104 mg, 0.1 mmol) was dissolved in CH5.0 g of 6H2O-aluminum trichloride, 100 ml of methanol, 98percent wild luteolin 10g, 70 sealed hydrolysis 15h, Adding phosphoric acid 6ml, Mixing, Ultrasound 30min, Adding 0.1percent phosphoric acid in 1000ml of the solution with stirring slowly, placing the mixture for 30 minutes, placing overnight, filtering and washing the filter cake to obtain a mixture of wild erosin, apigenin-7-O-glucoside and apigenin; The column was eluted with chloroform-methanol (12: 1), then apigenin was first eluted, and the ratio of chloroform to methanol was adjusted to (6: 1) to give apigenin-7-O- Glucoside 3.4g, determined by HPLC content of 98.3percent, and finally out of a small amount of wild lacquer glycosidesCompound 1 (150 mg, 0.25 mmol) was added to a solution of 30percent aq NHCompound 9a (104 mg, 0.1 mmol) was dissolved in CH5.0 g of 6H2O-aluminum trichloride, 100 ml of methanol, 98percent wild luteolin 10g, 70 sealed hydrolysis 15h, Adding phosphoric acid 6ml, Mixing, Ultrasound 30min, Adding 0.1percent phosphoric acid in 1000ml of the solution with stirring slowly, placing the mixture for 30 minutes, placing overnight, filtering and washing the filter cake to obtain a mixture of wild erosin, apigenin-7-O-glucoside and apigenin; The column was eluted with chloroform-methanol (12: 1), then apigenin was first eluted, and the ratio of chloroform to methanol was adjusted to (6: 1) to give apigenin-7-O- Glucoside 3.4g, determined by HPLC content of 98.3percent, and finally out of a small amount of wild lacquer glycosides
Computed Properties
Molecular Weight:432.4
XLogP3:-0.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:4
Exact Mass:432.10564683
Monoisotopic Mass:432.10564683
Topological Polar Surface Area:166
Heavy Atom Count:31
Complexity:675
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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