130603-71-3 , a-Glucosylrutin
Cas:130603-71-3
C33H40O21 / 772.66
MFCD03427414
Glucosylrutin is a polyphenolic flavonoid that has been shown to have antioxidant properties. It inhibits reactive oxygen species-mediated chain reactions, which are involved in the development of chronic diseases such as cardiovascular disease and cancer. Glucosylrutin also has been shown to have beneficial effects on skin cells by inhibiting the protein synthesis and production of reactive oxygen species. Glucosylrutin also has been shown to inhibit mitochondrial membrane potential and increase intracellular Ca2+, leading to an increase in renal proximal tubule function. Clinical studies have demonstrated glucosylrutin's effects on symptoms of patients with chronic kidney disease, specifically proximal tubular dysfunction. Glucosylrutin has also been shown to be beneficial for primary keratinocytes and may be used for the treatment of intubation.
CAS Number | 130603-71-3 |
Product Name | 4(G)-alpha-Glucopyranosyl-rutin |
IUPAC Name | 2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one |
Molecular Formula | C33H40O21 |
Molecular Weight | 772.66 g/mol |
InChI | InChI=1S/C33H40O21/c1-9-19(39)22(42)25(45)31(49-9)48-8-17-29(53-32-26(46)23(43)20(40)16(7-34)51-32)24(44)27(47)33(52-17)54-30-21(41)18-14(38)5-11(35)6-15(18)50-28(30)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,19-20,22-27,29,31-40,42-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,22+,23-,24+,25+,26+,27+,29+,31+,32+,33-/m0/s1 |
InChI Key | PFPQMWRASYNLMZ-LGIMBNBCSA-N |
SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O |
Synonyms | 4(G)-alpha-glucopyranosyl-rutin, alpha G-rutin, alpha-glucosylrutin, alphaG-rutin, Glu-rutin |
Canonical SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O |
Isomeric SMILES | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O |
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