Rhoifolin
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Rhoifolin
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CAS No:
17306-46-6
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Formula:
C27H30O14
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Chemical Name:
Rhoifolin
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Synonyms:
4H-1-Benzopyran-4-one,7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-;Rhoifolin;Neohesperidoside,apigenin-7,β-;7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Rhoifoloside;Apigenin 7-neohesperidoside;Apigenin 7-O-neohesperidoside;Apigenin 7-O-β-neohesperidoside;Apigenin 7-O-β-D-neohesperidoside;Rhiofolin;Rhiofolen;11054-47-0;31870-87-8;51888-94-9;231286-30-9
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CAS No:
Description
Rhoifolin is a flavone glycoside isolated from Citrus grandis (L.) Osbeck leaves. Rhoifolin is beneficial for diabetic complications through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation[1]. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways[2].
Apigenin 7-O-neohesperidoside is an apigenin derivative having an alpha-(1->2)-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. It has a role as a metabolite. It is a neohesperidoside, a dihydroxyflavone and a glycosyloxyflavone. It derives from an apigenin.
Characteristics
225
1.72
1.69±0.1 g/cm3(Predicted)
250-265 °C @ Solvent: Ethyl acetate
916.5±65.0 °C(Predicted)
305.4±27.8 °C
1.726
0-6°C
0mmHg at 25°C
231.9 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Rhoifolin Use and Manufacturing
Rhoifolin is a flavone, a type of flavonoid, a new natural glycoside of apigenin, has been obtained from the green leaves of Rhus succedanea. Rhoifolin has been shown to be an apigenin-7-rhamnoglucoside. Rhoifolin apparently is identical with the apigenin-7-rhamnoglucoside obtained by the bromination and dehydrobromination of Naringin (N378980).
Computed Properties
Molecular Weight:578.5
XLogP3:-0.2
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:6
Exact Mass:578.16355563
Monoisotopic Mass:578.16355563
Topological Polar Surface Area:225
Heavy Atom Count:41
Complexity:939
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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