isoquercetin

Also known as quercetin 3-O-glucoside, quercetin 3-O-β-D-glucopyranoside

Isoquercetin, isoquercitrin or isotrifoliin is a flavonoid, a type of chemical compound. It is the 3-O-glucoside of quercetin. Isoquercitrin can be isolated from various plant species including Mangifera indica (mango) and Rheum nobile (the Noble rhubarb). It is also present in the leaves of Annona squamosa, Camellia sinensis (tea). and Vestia foetida

In the Vinony graph

Within Vinony's link graph, isoquercetin is referenced by 94 other articles, and connects out to tea, mango and digital object identifier.

It is catalogued under topics including Chembox image size set, ECHA InfoCard ID from Wikidata and Flavonoid glucosides.

Its subject is documented across 9 Wikipedia language editions.

Chemical data

Formula: C21H20O12
Molecular weight: 464.4 g/mol
IUPAC name: 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
SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChIKey: OVSQVDMCBVZWGM-QSOFNFLRSA-N
XLogP: 0.4
Polar surface area: 207 Å²
H-bond donors: 8
H-bond acceptors: 12
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: renal cell carcinoma, chronic kidney disease, COVID-19, sickle cell anemia

via ChEMBL · EBI

Wikidata facts

Mass: 464.095476

Show 4 more facts

chemical formula: C₂₁H₂₀O₁₂
found in taxon: Habenaria petalodes
canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
isomeric SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O

Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections

Contents

Spectral data
Potential clinical uses
References
See also

{{chembox | verifiedrevid = 444328279 | Name = Isoquercetin | ImageFile = Isoquercitin.svg | ImageSize = 250px | ImageName = Isoquercitrin structure | IUPACName = 3-(β-D-Glucopyranosyloxy)-3′,4′,5,7-tetrahydroxyflavone | SystematicName = 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one | OtherNames= IsoquercitrosideIsoquercitrinIsoquercetinTrifoliinIsotrifolinTrifoliin AIsohyperosideIsotrifoliinQuercetin-3-glucosideQuercetin-3-O-glucosideQuercetin 3-O-β-D-glucopyranoside |Section1= |Section2= }} Isoquercetin, isoquercitrin or isotrifoliin is a flavonoid, a type of chemical compound. It is the 3-O-glucoside of quercetin. Isoquercitrin can be isolated from various plant species including Mangifera indica (mango) and Rheum nobile (the Noble rhubarb). It is also present in the leaves of Annona squamosa, Camellia sinensis (tea). and Vestia foetida

== Spectral data == The lambda-max for isoquercetin is 254.8 and 352.6 nm.

Excerpted from Wikipedia’s “isoquercetin” article, available under the CC BY-SA 4.0 licence.