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Catalog Number | CI-FC-0107 |
Product Name | Glucosylrutin |
CAS | 130603-71-3 |
Structure | |
Synonyms | 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 Weight | 772.66 g/mol |
Molecular Formula | C33H40O21 |
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 |
Boiling Point | 1134.1±65.0 °C |
Density | 1.84 g/mL |
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 |
pKa | 6.17±0.40 |
Glucosylrutin, also known as α-glucosylrutin or AGR, is primarily utilized as a potent antioxidant with significant skin bioavailability. In dermatological and cosmetic products, it serves as an effective radical scavenger, offering protection against the harmful effects of UV radiation, particularly UVA rays. These rays can generate reactive free radicals, such as singlet oxygen, which in turn lead to lipid peroxidation and DNA alterations. By neutralizing these harmful free radicals, glucosylrutin, often in combination with vitamin E, forms a topical complex that substantially mitigates UV-induced oxidative stress on the skin. Its efficacy in reducing free radical activity is validated by ultraweak photon emission (UPE) measurements using chemiluminescence methods. Clinical studies have demonstrated that sunscreens containing α-glucosylrutin can significantly alleviate symptoms of polymorphic light eruptions (PLE), associated with free radical formation. Additionally, glucosylrutin is incorporated into anti-aging products due to its photoprotective properties.
What is Glucosylrutin and what are its key benefits?
Glucosylrutin, also known as α-glucosylrutin or AGR, is a flavonoid with strong antioxidant properties and high skin bioavailability. It is widely used in dermatological preparations and cosmetic products for its ability to neutralize free radicals, particularly those formed through UV radiation. This helps to prevent oxidative stress on the skin, reduce signs of aging, and protect against skin damage caused by longwave UVA rays.
How does Glucosylrutin work as an antioxidant?
Glucosylrutin acts as a radical scavenger by combining with highly reactive free radicals, such as singlet oxygen, to neutralize them and prevent oxidative stress. When used in conjunction with vitamin E, it forms a topical radical-scavenger complex that significantly reduces UV-induced oxidative stress on the skin.
Can Glucosylrutin be used to treat skin conditions caused by UV exposure?
Yes, clinical studies have demonstrated that sunscreens containing α-glucosylrutin can significantly reduce the symptoms of polymorphic light eruptions (PLE), a skin condition caused by the formation of free radicals due to UV exposure. Its photoprotective properties make it effective in mitigating skin reactions and damage induced by sunlight.
What are some typical applications of Glucosylrutin in skincare?
Glucosylrutin is commonly used in anti-aging skincare products due to its ability to protect the skin from oxidative stress and damage. It helps prevent lipid peroxidation and DNA changes caused by free radicals, making it a valuable ingredient in sunscreens and other protective skincare formulations.
How reliable is the effectiveness of Glucosylrutin in neutralizing free radicals?
The effectiveness of Glucosylrutin in neutralizing free radicals has been confirmed through various scientific methods, including ultraweak photon emission (UPE) measurements with the chemiluminescence method. These studies provide evidence of its significant capacity to alleviate oxidative stress by neutralizing free radicals.