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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| Proposed active constituents of Dipladenia martiana. | 2001 Dec |
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| Glycosides from Grewia damine and Filicium decipiens. | 2004 Dec |
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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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| [Studies on chemical constituents from leaves of Sapium sebiferum]. | 2007 Jun |
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| Anti-stress constituents of Evolvulus alsinoides: an ayurvedic crude drug. | 2007 May |
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| [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 |
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| Pharmacological basis for use of Pistacia integerrima leaves in hyperuricemia and gout. | 2008 May 22 |
|
| [Flavones from flowers of Paulownia fortunei]. | 2008 Nov |
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| Deep supercooling xylem parenchyma cells of katsura tree (Cercidiphyllum japonicum) contain flavonol glycosides exhibiting high anti-ice nucleation activity. | 2008 Sep |
|
| A new fungicidal lactone from Xylocarpus granatum (Meliaceae). | 2009 |
|
| Antiproliferative activity on human cancer cell lines after treatment with polyphenolic compounds isolated from Iris pseudopumila flowers and rhizomes. | 2009 Jul-Aug |
|
| [Chemical constituents from aerial parts of Fallopia convolvulus]. | 2010 Dec |
|
| 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
Fri Dec 15 17:59:19 UTC 2023
by
admin
on
Fri Dec 15 17:59:19 UTC 2023
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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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| Related Record | Type | Details | ||
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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 |
Repeated chromatography of the n-BuOH soluble
fraction yielded this flavonoid glucoside.
Other studies have shown this compound to be antihypertensive.
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
