quercetin-3-O-glucopyranoside
quercetin 3-D-glucoside
Identification
| Name | quercetin-3-O-glucopyranoside |
| IUPAC | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
| CAS Number | 482-35-9 |
| FDA UNII | 6HN2PC637T |
| Molecular Formula | C21 H20 O12 |
| Molecular Weight | 464.38080000 |
| MDL Number | MFCD00017746 |
| Nikkaji Number | J263.910F |
| Beilstein | 0100989 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 872.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 586.00 °F. TCC ( 307.50 °C. ) (est) |
| logP (o/w) | 1.750 (est) |
| Soluble in | water, 2.782e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 > 5000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for quercetin-3-O-glucopyranoside usage levels up to | not for fragrance use. |
| Recommendation for quercetin-3-O-glucopyranoside flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-
contigoside B
2-(3,4-
dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
3-
glucosylquercetin
hirsutrin
iso
quercetin
quercetin 3-beta-glucoside
quercetin 3-beta-O-glucoside
quercetin 3-D-glucoside
quercetin 3-monoglucoside
quercetin-3-glucoside
quercetol 3-glucoside
quercetol 3-monoglucoside
iso
quercitrin
PubMed:
[Chemical constituents of Indocalamus latifolius leaves].
PubMed:
Phenolic compounds from the flowers of Nepalese medicinal plant Aconogonon molle and their DPPH free radical-scavenging activities.
PubMed:
A new flavonol glycoside and biological activities of Adenanthera pavonina L. leaves.
PubMed:
Diterpenoid alkaloids and flavonoids from Delphinium trichophorum.
PubMed:
A new monoterpene glycoside from Siparuna thecaphora.
PubMed:
A UPLC-MS/MS method for qualification of quercetin-3-O-β-D-glucopyranoside-(4â1)-α-L-rhamnoside in rat plasma and application to pharmacokinetic studies.
PubMed:
Rapid dimerization of quercetin through an oxidative mechanism in the presence of serum albumin decreases its ability to induce cytotoxicity in MDA-MB-231 cells.
PubMed:
Comparison of antioxidant activity of compounds isolated from guava leaves and a stability study of the most active compound.
PubMed:
Flavonoid compounds identified in Alchemilla L. species collected in the north-eastern Black Sea region of Turkey.
PubMed:
Effects of bud load on quality of Beogradska besemena and Thompson seedless table grapes and cultivar differentiation based on chemometrics of analytical indices.
PubMed:
[Studies on the chemical constituents from Conyza canadensis].
PubMed:
[Studies on the flavonoids from the flowers of Hylocereus undatus].
PubMed:
Preparatory production of quercetin-3-β-D-glucopyranoside using alkali-tolerant thermostable α-L-rhamnosidase from Aspergillus terreus.
PubMed:
Metabolism of quercetin by Cunninghamella elegans ATCC 9245.
PubMed:
Effect of cinnamoyl and flavonol glucosides derived from cherry blossom flowers on the production of advanced glycation end products (AGEs) and AGE-induced fibroblast apoptosis.
PubMed:
Inhibitory effects of phenolic compounds from needles of Pinus densiflora on nitric oxide and PGE2 production.
PubMed:
Flavonoids from Halostachys caspica and their antimicrobial and antioxidant activities.
PubMed:
Antioxidative effect and active components from leaves of Lotus ( Nelumbo nucifera ).
PubMed:
[Study on chemical constituents of Herba Cirsii].
PubMed:
A new ferulic acid ester and other constituents from Dracocephalum peregrinum.
PubMed:
[Studies on chemical constituents of Syringa veutina].
PubMed:
Interaction of quercetin and its conjugate quercetin 3-O-beta-D-glucopyranoside with albumin as determined by NMR relaxation data.
PubMed:
Evaluation of cytotoxic compounds from calligonum comosum L. growing in Egypt.
PubMed:
Flavonoid glycosides are not transported by the human Na+/glucose transporter when expressed in Xenopus laevis oocytes, but effectively inhibit electrogenic glucose uptake.
PubMed:
[Non-alkaloid constituents from a Tibetan medicine Meconopsis quintuplinervia].
PubMed:
[Studies on the chemical constituents of Knoxia corymbosa].
PubMed:
In vitro studies indicate that miquelianin (quercetin 3-O-beta-D-glucuronopyranoside) is able to reach the CNS from the small intestine.
PubMed:
Alkaloids and flavonoids from peanut skins.
PubMed:
beta-Glucosidase activity in the rat small intestine toward quercetin monoglucosides.
PubMed:
Inhibition of mammalian 15-lipoxygenase-dependent lipid peroxidation in low-density lipoprotein by quercetin and quercetin monoglucosides.