Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H20O11 |
| Molecular Weight | 448.3769 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OC2=C(OC3=C(C2=O)C(O)=CC(O)=C3)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=JPUKWEQWGBDDQB-QSOFNFLRSA-N
InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1
| Molecular Formula | C21H20O11 |
| Molecular Weight | 448.3769 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Astragalin (kaempferol-3-O-glucoside) is extracted from many traditional herbs and medicinal plants. Astragalin extracted from persimmon and Rosa agrestis leaves has anti-atopic dermatitis and antioxidant activity. Several biological functions of astragalin have been studied, including inhibition of prostaglandin E2 production and angiotensin converting enzyme activity. It has been reported that astragalin has the inhibitory effect on NO and tumor necrosis factor (TNF)-α production in Raw 264.7 cells. Astragalin is a flavonoid with anti-inflammatory activity. It may be a promising cancer therapeutic drug and it has the potential of preventing atherosclerosis formation.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of HIV infection by flavanoids. | 1993 Oct |
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| Inhibitory effects of Egyptian folk medicines on human immunodeficiency virus (HIV) reverse transcriptase. | 1995 Apr |
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| The anti-HIV activity and mechanisms of action of pure compounds isolated from Rosa damascena. | 1996 Dec 4 |
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| Evaluation of the antiviral activity of kaempferol and its glycosides against human cytomegalovirus. | 2000 May |
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| Glycosides from Grewia damine and Filicium decipiens. | 2004 Dec |
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| [The preliminary studies on antioxidation of three kinds of flavoniods from Litsea coreana]. | 2004 Feb |
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| [Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts]. | 2005 Jan |
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| Separation and determination of the effective components in the alabastrum of Edgeworthia chrysantha Lindl. by micellar electrokinetic capillary chromatography. | 2006 Mar 18 |
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| A new amide from Thyrocarpus glochidiatus. | 2006 Oct |
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| Constituents from the leaves of Phellodendron amurense and their antioxidant activity. | 2006 Sep |
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| The anti-thrombotic active constituents from Centella asiatica. | 2007 May |
|
| [Study on antioxidant activity of constituents from mulberry leaf]. | 2008 Apr |
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| Effects of compounds isolated from the fruits of Rumex japonicus on the protein glycation. | 2008 Dec |
|
| Pharmacological basis for use of Pistacia integerrima leaves in hyperuricemia and gout. | 2008 May 22 |
|
| [Flavones from flowers of Paulownia fortunei]. | 2008 Nov |
|
| A new fungicidal lactone from Xylocarpus granatum (Meliaceae). | 2009 |
|
| [Studies on chemical constituents from leaves of Cassia alata]. | 2009 Apr |
|
| Biological activity of a phloroglucinol glucoside derivative from Conyza aegyptiaca. | 2009 Jul-Aug |
|
| Antiproliferative activity on human cancer cell lines after treatment with polyphenolic compounds isolated from Iris pseudopumila flowers and rhizomes. | 2009 Jul-Aug |
|
| [HPLC fingerprint of chemical constituents of Flos Farfarae]. | 2009 May |
|
| [Chemical constituents from aerial parts of Fallopia convolvulus]. | 2010 Dec |
|
| [Chemical constituents from Excoecaria acerifclia and their bioactivites]. | 2010 May |
|
| Preparative isolation and purification of four flavonoids from the petals of Nelumbo nucifera by high-speed counter-current chromatography. | 2010 May-Jun |
|
| Inhibitory effect of astragalin on expression of lipopolysaccharide-induced inflammatory mediators through NF-κB in macrophages. | 2011 Dec |
Patents
Sample Use Guides
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:59:44 GMT 2025
by
admin
on
Mon Mar 31 18:59:44 GMT 2025
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| Record UNII |
APM8UQ3Z9O
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| Record Status |
Validated (UNII)
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| Record Version |
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APM8UQ3Z9O
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5282102
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Astragalin
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DTXSID801017739
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480-10-4
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30200
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PARENT -> CONSTITUENT ALWAYS PRESENT |
ORAC value expressed as umol TE/g for this compound is 15198.9 +- 502.6.
ORAC is a chemical antioxidant assay that is based on the inhibition
of the peroxyl-radical induced oxidation initiated by thermal decomposition of AAPH.
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CONSTITUENT ALWAYS PRESENT -> PARENT |
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
