Global Information Lookup Global Information

Miquelianin information


Miquelianin
Chemical structure of miquelianin
Names
IUPAC name
3′,4′,5,7-Tetrahydroxy-4-oxoflav-2-en-3-yl β-D-glucopyranosiduronic acid
Systematic IUPAC name
(2S,3S,4S,5R,6S)-6-{[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
Other names
Quercetin 3-O-glucuronide
Quercetol glucuronide
Quercetin 3-glucuronide
Quercetol 3-O-glucuronide
quercetin 3-O-β-D-glucuronopyranoside
Querciturone
Identifiers
CAS Number
  • 22688-79-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:66395 checkY
ChEMBL
  • ChEMBL520546
ChemSpider
  • 4438874
PubChem CID
  • 5274585
UNII
  • RY36PD0CQ2 checkY
CompTox Dashboard (EPA)
  • DTXSID70945358 Edit this at Wikidata
SMILES
  • C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Properties
Chemical formula
C21H18O13
Molar mass 478.362 g·mol−1
Density 1.961 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Miquelianin (quercetin 3-O-glucuronide) is a flavonol glucuronide, a type of phenolic compound present in wine,[1] in species of St John's wort,[2] like Hypericum hirsutum,[3] in Nelumbo nucifera (Indian lotus)[4] or in green beans.[5]

It is also a rat plasma quercetin metabolite.[6] It shows an antioxidant effect in human plasma.[7] In vitro studies indicate that miquelianin is able to reach the central nervous system from the small intestine.[8]

  1. ^ Ghiselli, A.; Nardini, M.; Baldi, A.; Scaccini, C. (1998). "Antioxidant Activity of Different Phenolic Fractions Separated from an Italian Red Wine". Journal of Agricultural and Food Chemistry. 46 (2): 361–367. doi:10.1021/jf970486b. PMID 10554247.
  2. ^ Wei, Y.; Xie, Q.; Dong, W.; Ito, Y. (2009). "Separation of epigallocatechin and flavonoids from Hypericum perforatum L. By high-speed counter-current chromatography and preparative high-performance liquid chromatography". Journal of Chromatography A. 1216 (19): 4313–4318. doi:10.1016/j.chroma.2008.12.056. PMC 2777726. PMID 19150073.
  3. ^ Kitanov, G. M. (1988). "Miquelianin and other polyphenols from Hypericum hirsutum". Chemistry of Natural Compounds. 24: 119–120. doi:10.1007/BF00597593. S2CID 37846890.
  4. ^ Kashiwada, Y.; Aoshima, A.; Ikeshiro, Y.; Chen, Y. P.; Furukawa, H.; Itoigawa, M.; Fujioka, T.; Mihashi, K.; Cosentino, L. M.; Morris-Natschke, S. L.; Lee, K. H. (2005). "Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure–activity correlations with related alkaloids". Bioorganic & Medicinal Chemistry. 13 (2): 443–448. doi:10.1016/j.bmc.2004.10.020. PMID 15598565.
  5. ^ Plumb, G. W.; Price, K. R.; Williamson, G. (1999). "Antioxidant properties of flavonol glycosides from green beans". Redox Report. 4 (3): 123–127. doi:10.1179/135100099101534800. PMID 10496415.
  6. ^ Moon, J. H.; Tsushida, T.; Nakahara, K.; Terao, J. (2001). "Identification of quercetin 3-O-β-D-glucuronide as an antioxidative metabolite in rat plasma after oral administration of quercetin". Free Radical Biology and Medicine. 30 (11): 1274–1285. doi:10.1016/S0891-5849(01)00522-6. PMID 11368925.
  7. ^ Terao, J.; Yamaguchi, S.; Shirai, M.; Miyoshi, M.; Moon, J. H.; Oshima, S.; Inakuma, T.; Tsushida, T.; Kato, Y. (2001). "Protection by quercetin and quercetin 3-O-β-D-glucuronide of peroxynitrite-induced antioxidant consumption in human plasma low-density lipoprotein". Free Radical Research. 35 (6): 925–931. doi:10.1080/10715760100301421. PMID 11811543. S2CID 22095635.
  8. ^ Juergenliemk, G.; Boje, K.; Huewel, S.; Lohmann, C.; Galla, H. J.; Nahrstedt, A. (2003). "In Vitro Studies Indicate that Miquelianin (Quercetin 3-O-β-D-Glucuronopyranoside) is Able to Reach the CNS from the Small Intestine". Planta Medica. 69 (11): 1013–1017. doi:10.1055/s-2003-45148. PMID 14735439.

and 26 Related for: Miquelianin information

Request time (Page generated in 0.572 seconds.)

Miquelianin

Last Update:

Miquelianin (quercetin 3-O-glucuronide) is a flavonol glucuronide, a type of phenolic compound present in wine, in species of St John's wort, like Hypericum...

Word Count : 435

Quercetin

Last Update:

CTN-986 is a quercetin derivative found in cottonseeds and cottonseed oil. Miquelianin is the quercetin 3-O-β-D-glucuronopyranoside. Several taxifolin (also...

Word Count : 2467

Glucuronide

Last Update:

cleave the glycosidic bond of a glucuronide are called glucuronidases. Miquelianin (Quercetin 3-O-glucuronide) Morphine-6-glucuronide Scutellarein-7-glucuronide...

Word Count : 173

Nelumbo nucifera

Last Update:

robes for Buddha images called kya thingan (lotus robe). The flavonol miquelianin, as well as the alkaloids (+)-(1R)-coclaurine and (−)-(1S)-norcoclaurine...

Word Count : 7783

Rutin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 1046

Fisetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 2080

Icariin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 274

Hypericum hirsutum

Last Update:

can be distinguished by the downy stems and the much longer leaves. Miquelianin (Quercetin 3-O-glucuronide), a type of phenolic compound, is present...

Word Count : 420

Flavonols

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 606

Kaempferol

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 771

Isoquercetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 330

Myricetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 3000

Chrysosplenetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 66

Dictionary of natural phenols and polyphenols molecular formulas

Last Update:

C28H24O7 Amurensin A 472.152203 C23H24O11 Eupalin 476.131862 C21H18O13 Miquelianin 478.074741 C22H23O12 Petunidin-3-O-glucoside 479.118951 C20H18O14 2...

Word Count : 54

Annulatin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 57

Quercitrin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 291

Europetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 68

Afzelin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 58

Hyperoside

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 250

Troxerutin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 183

Kaempferide

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 116

Isorhamnetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 402

Monoxerutin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 40

Galangin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 421

Patuletin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 186

Syringetin

Last Update:

Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide...

Word Count : 489

PDF Search Engine © AllGlobal.net