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
SMILES
OC[C@@H](O)[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC(O)=C(O)C=C4)[C@H](O)[C@H]1O
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
| Molecular Formula | C21H20O12 |
| Molecular Weight | 464.3763 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0016055 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25359775 |
|||
Target ID: CHEMBL1900 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22261024 |
4.5 µM [IC50] | ||
Target ID: CHEMBL3108635 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24521209 |
2.0 µM [IC50] | ||
Target ID: CHEMBL2326 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393 |
3.8 nM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effect of enzymatically modified isoquercitrin on preneoplastic liver cell lesions induced by thioacetamide promotion in a two-stage hepatocarcinogenesis model using rats. | 2013-03-08 |
|
| Screening medicinal plants for the detection of novel antimalarial products applying the inhibition of β-hematin formation. | 2011-12-15 |
|
| Concomitant apoptosis and regeneration of liver cells as a mechanism of liver-tumor promotion by β-naphthoflavone involving TNFα-signaling due to oxidative cellular stress in rats. | 2011-04-28 |
|
| Phenolic compounds in leaves of Alchornea triplinervia: anatomical localization, mutagenicity, and antibacterial activity. | 2010-08 |
|
| [Flavonoids of Lysimachia paridiformis var. stenophylla]. | 2010-07 |
|
| [Flavonoids and phenolic acid derivatives from flos farfarae]. | 2010-05 |
|
| [Glycosides from Periploca forrestii]. | 2010-03 |
|
| Antioxidant enzymatically modified isoquercitrin suppresses the development of liver preneoplastic lesions in rats induced by beta-naphthoflavone. | 2010-02-09 |
|
| Antioxidant enzymatically modified isoquercitrin or melatonin supplementation reduces oxidative stress-mediated hepatocellular tumor promotion of oxfendazole in rats. | 2010-02 |
|
| Who is the king? The alpha-hydroxy-beta-oxo-alpha,beta-enone moiety or the catechol B ring: relationship between the structure of quercetin derivatives and their pro-oxidative abilities. | 2010-01 |
|
| Preparative isolation and purification of four flavonoids from the petals of Nelumbo nucifera by high-speed counter-current chromatography. | 2009-12-19 |
|
| [Chemical constituents in Buddleja albiflora]. | 2009-12 |
|
| [Chemical constituents of Galium verum]. | 2009-11 |
|
| Nondigestible saccharides suppress the bacterial degradation of quercetin aglycone in the large intestine and enhance the bioavailability of quercetin glucoside in rats. | 2009-10-28 |
|
| [Chemical constituents from leaves of Sterculia foetida]. | 2009-10 |
|
| [Flavones from Helichrysi flos syn]. | 2009-06 |
|
| [Chemical constituents from Neo-Taraxacum siphonathum]. | 2009-04 |
|
| [Chemical study on ethyl acetate soluble portion of Kadsura oblongifolia]. | 2009-04 |
|
| [Study on chemical constituents of Herba Cirsii]. | 2009-01 |
|
| [Flavonoid constituents from herbs of Sarcopyramis bodinieri var. delicata]. | 2009-01 |
|
| Chemical composition of the stem bark and leaves of Ficus pandurata Hance. | 2009 |
|
| Phytochemicals of apple peels: isolation, structure elucidation, and their antiproliferative and antioxidant activities. | 2008-11-12 |
|
| [Flavones from flowers of Paulownia fortunei]. | 2008-11 |
|
| Flavonoid glycosides isolated from Salicornia herbacea inhibit matrix metalloproteinase in HT1080 cells. | 2008-10 |
|
| Light filtering by epidermal flavonoids during the resistant response of cotton to Xanthomonas protects leaf tissue from light-dependent phytoalexin toxicity. | 2008-09 |
|
| Deep supercooling xylem parenchyma cells of katsura tree (Cercidiphyllum japonicum) contain flavonol glycosides exhibiting high anti-ice nucleation activity. | 2008-09 |
|
| Taxodione, a DNA-binding compound from Taxodium distichum L. (Rich.). | 2008-08-02 |
|
| Soil quality effects on Chenopodium album flavonoid content and antioxidant potential. | 2008-07-09 |
|
| [Chemical constituents from Polygonum capitatum and their antioxidation activities in vitro]. | 2008-07 |
|
| Determination of quercetin and its glucosides in onion by electrochemical methods. | 2008-06-09 |
|
| Determination of the relative contribution of quercetin and its glucosides to the antioxidant capacity of onion by cyclic voltammetry and spectrophotometric methods. | 2008-05-28 |
|
| Pharmacological basis for use of Pistacia integerrima leaves in hyperuricemia and gout. | 2008-05-22 |
|
| Camellia japonica suppresses immunoglobulin E-mediated allergic response by the inhibition of Syk kinase activation in mast cells. | 2008-05 |
|
| [Study on antioxidant activity of constituents from mulberry leaf]. | 2008-04 |
|
| Deconjugation and degradation of flavonol glycosides by pig cecal microbiota characterized by Fluorescence in situ hybridization (FISH). | 2008-03-26 |
|
| [Studies on chemical constituents of Arachniodes rhomboidea]. | 2008-03 |
|
| Quercetin 3-glucoside protects neuroblastoma (SH-SY5Y) cells in vitro against oxidative damage by inducing sterol regulatory element-binding protein-2-mediated cholesterol biosynthesis. | 2008-01-25 |
|
| [Studies on chemical constituents of Primula sikkmensis]. | 2008-01 |
|
| Three new 3-benzylbenzofuran-2-one derivatives from Homalium brachybotrys (Flacourtiaceae/Salicaceae s. l.). | 2007-11 |
|
| [Isolation and preparation of flavones from the leaves of Lindera aggregata using high speed counter-current chromatography]. | 2007-09 |
|
| [Studies on antiproliferative effect of flavones compounds isolated from Yao herb medicines]. | 2007-08 |
|
| An unusual C6-C6" linked flavonoid from Miconia cabucu (Melastomataceae). | 2007-07 |
|
| The anti-thrombotic active constituents from Centella asiatica. | 2007-05 |
|
| Simultaneous determination of seven flavonoids in Potentilla multifida by HPLC. | 2007-04 |
|
| Development of an HPLC-PAD-MS assay for the identification and quantification of major phenolic edelweiss (Leontopodium alpium Cass.) constituents. | 2006-10-06 |
|
| Constituents from the leaves of Phellodendron amurense and their antioxidant activity. | 2006-09 |
|
| Quantitative determination of major active components in Ginkgo biloba dietary supplements by liquid chromatography/mass spectrometry. | 2006 |
|
| [Study on chemical constituents of Lagotis yunnanensis]. | 2005-09 |
|
| Inhibitory effects of Egyptian folk medicines on human immunodeficiency virus (HIV) reverse transcriptase. | 1995-04 |
|
| Inhibition of HIV infection by flavanoids. | 1993-10 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:52:33 GMT 2025
by
admin
on
Mon Mar 31 19:52:33 GMT 2025
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| Record UNII |
0YX10VRV6J
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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DSLD |
3889 (Number of products:4)
Created by
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NCI_THESAURUS |
C270
Created by
admin on Mon Mar 31 19:52:34 GMT 2025 , Edited by admin on Mon Mar 31 19:52:34 GMT 2025
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| Code System | Code | Type | Description | ||
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C016527
Created by
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PRIMARY | |||
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28299
Created by
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PRIMARY | |||
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Isoquercitrin
Created by
admin on Mon Mar 31 19:52:34 GMT 2025 , Edited by admin on Mon Mar 31 19:52:34 GMT 2025
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PRIMARY | |||
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DTXSID80904976
Created by
admin on Mon Mar 31 19:52:34 GMT 2025 , Edited by admin on Mon Mar 31 19:52:34 GMT 2025
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PRIMARY | |||
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21637-25-2
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PRIMARY | |||
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C99879
Created by
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PRIMARY | |||
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5484006
Created by
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PRIMARY | |||
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0YX10VRV6J
Created by
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PRIMARY | |||
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244-488-5
Created by
admin on Mon Mar 31 19:52:34 GMT 2025 , Edited by admin on Mon Mar 31 19:52:34 GMT 2025
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PRIMARY | |||
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68352
Created by
admin on Mon Mar 31 19:52:34 GMT 2025 , Edited by admin on Mon Mar 31 19:52:34 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> IMPURITY |