U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H20O12
Molecular Weight 464.3763
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOQUERCITRIN

SMILES

[H][C@@]1(O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC=C(O)C(O)=C4)[C@H](O)[C@H]1O)[C@H](O)CO

InChI

InChIKey=OPJZLUXFQFQYAI-GNPVFZCLSA-N
InChI=1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
4.5 µM [IC50]
2.0 µM [IC50]
3.8 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Inhibition of HIV infection by flavanoids.
1993 Oct
Inhibitory effects of Egyptian folk medicines on human immunodeficiency virus (HIV) reverse transcriptase.
1995 Apr
A search for anti-viral properties in Panamanian medicinal plants. The effects on HIV and its essential enzymes.
1999 Jan
[Chemical constituents from the leaves of crataegus pinnatifida Bge. var. major N.E.Br].
2001 Oct
The inhibitory effects of 12 medicinal plants and their component compounds on lipid peroxidation.
2003
Study on the inhibitory effects of Korean medicinal plants and their main compounds on the 1,1-diphenyl-2-picrylhydrazyl radical.
2003
[HPLC investigation of antioxidant components in Solidago herba].
2004
Depsides from the petals of Papaver rhoeas.
2004 Apr
Glycosides from Grewia damine and Filicium decipiens.
2004 Dec
Characterization of flavonols in cranberry (Vaccinium macrocarpon) powder.
2004 Jan 28
[Studies on chemical constituents from Salvia roborowskii Maxim].
2005 Feb
[Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts].
2005 Jan
[Studies on chemical constituents from flowers of Apocynum venetum].
2005 Sep
Quantitative determination of major active components in Ginkgo biloba dietary supplements by liquid chromatography/mass spectrometry.
2006
Inhibition of human cytochrome CYP 1 enzymes by flavonoids of St. John's wort.
2006 Jan 16
An unusual C6-C6" linked flavonoid from Miconia cabucu (Melastomataceae).
2007 Jul
The anti-thrombotic active constituents from Centella asiatica.
2007 May
Three new 3-benzylbenzofuran-2-one derivatives from Homalium brachybotrys (Flacourtiaceae/Salicaceae s. l.).
2007 Nov
[Isolation and preparation of flavones from the leaves of Lindera aggregata using high speed counter-current chromatography].
2007 Sep
[Chemical constituents from Polygonum capitatum and their antioxidation activities in vitro].
2008 Jul
Soil quality effects on Chenopodium album flavonoid content and antioxidant potential.
2008 Jul 9
Deconjugation and degradation of flavonol glycosides by pig cecal microbiota characterized by Fluorescence in situ hybridization (FISH).
2008 Mar 26
Taxodione, a DNA-binding compound from Taxodium distichum L. (Rich.).
2008 May-Jun
Flavonoid glycosides isolated from Salicornia herbacea inhibit matrix metalloproteinase in HT1080 cells.
2008 Oct
Deep supercooling xylem parenchyma cells of katsura tree (Cercidiphyllum japonicum) contain flavonol glycosides exhibiting high anti-ice nucleation activity.
2008 Sep
[Chemical study on ethyl acetate soluble portion of Kadsura oblongifolia].
2009 Apr
[Chemical constituents in Buddleja albiflora].
2009 Dec
[Flavonoid constituents from herbs of Sarcopyramis bodinieri var. delicata].
2009 Jan
[Chemical constituents of Galium verum].
2009 Nov
Antioxidant enzymatically modified isoquercitrin or melatonin supplementation reduces oxidative stress-mediated hepatocellular tumor promotion of oxfendazole in rats.
2010 Feb
[Glycosides from Periploca forrestii].
2010 Mar
Preparative isolation and purification of four flavonoids from the petals of Nelumbo nucifera by high-speed counter-current chromatography.
2010 May-Jun
Effect of enzymatically modified isoquercitrin on preneoplastic liver cell lesions induced by thioacetamide promotion in a two-stage hepatocarcinogenesis model using rats.
2013 Mar 8
Patents

Patents

Name Type Language
ISOQUERCITRIN
INCI  
INCI  
Official Name English
QUERCETIN 3-O-.BETA.-D-GLUCOFURANOSIDE
Common Name English
FEMA NO. 4225
Code English
ISOQUERCITRIN [INCI]
Common Name English
FLAVONE, 3,3',4',5,7-PENTAHYDROXY-, 3-.BETA.-D-GLUCOFURANOSIDE
Common Name English
QUERCETIN 3-(.BETA.-D-GLUCOFURANOSIDE)
Common Name English
ISOTRIFOLIN
Common Name English
ISOQUERCITROSIDE
Common Name English
ISOQUERCETIN ENZYMATICALLY MODIFIED [FHFI]
Common Name English
4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-3-(.BETA.-D-GLUCOFURANOSYLOXY)-5,7-DIHYDROXY-
Common Name English
ISOTRIFOLIIN
Common Name English
Classification Tree Code System Code
DSLD 3889 (Number of products:4)
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
NCI_THESAURUS C270
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
Code System Code Type Description
MESH
C016527
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
CHEBI
28299
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
WIKIPEDIA
Isoquercitrin
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID80904976
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
CAS
21637-25-2
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
NCI_THESAURUS
C99879
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
PUBCHEM
5484006
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
FDA UNII
0YX10VRV6J
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
244-488-5
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY
CHEBI
68352
Created by admin on Fri Dec 15 19:39:40 GMT 2023 , Edited by admin on Fri Dec 15 19:39:40 GMT 2023
PRIMARY