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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12O5
Molecular Weight 284.2635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CALYCOSIN

SMILES

COC1=CC=C(C=C1O)C2=COC3=C(C=CC(O)=C3)C2=O

InChI

InChIKey=ZZAJQOPSWWVMBI-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3

HIDE SMILES / InChI

Molecular Formula C16H12O5
Molecular Weight 284.2635
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Regioselective glucuronidation of the isoflavone calycosin by human liver microsomes and recombinant human UDP-glucuronosyltransferases.
2014-09-05
Profiling of hepatocellular carcinoma cell cycle regulating genes targeted by calycosin.
2013
Flavonoids from Radix Astragali induce the expression of erythropoietin in cultured cells: a signaling mediated via the accumulation of hypoxia-inducible factor-1α.
2011-03-09
Structural relationship and binding mechanisms of five flavonoids with bovine serum albumin.
2010-12-09
[Simultaneous assay of four isoflavonoids in Astragali Radix by QAMS].
2010-10
[Simultaneous determination of nine isoflavonoids in Huangqi Gegen decoction by high performance liquid chromatography].
2010-10
Yeast α-glucosidase inhibition by isoflavones from plants of Leguminosae as an in vitro alternative to acarbose.
2010-09-22
Isoflavones isolated from red clover (Trifolium pratense) inhibit smooth muscle contraction of the isolated rat prostate gland.
2010-09
The effective fraction isolated from Radix Astragali alleviates glucose intolerance, insulin resistance and hypertriglyceridemia in db/db diabetic mice through its anti-inflammatory activity.
2010-08-24
Calycosin promotes angiogenesis involving estrogen receptor and mitogen-activated protein kinase (MAPK) signaling pathway in zebrafish and HUVEC.
2010-07-29
New flavonoids with 2BS cell proliferation promoting effect from the seeds of Trigonella foenum-graecum L.
2010-07
Study on the relevance between beany flavor and main bioactive components in Radix Astragali.
2010-05-12
Ligustilide suppresses the biological properties of Danggui Buxue Tang: a Chinese herbal decoction composed of radix astragali and radix angelica sinensis.
2010-03
Comparison of the immunoregulatory function of different constituents in radix astragali and radix hedysari.
2010
[Isoflavones from vines of Pueraria lobata].
2009-12
Stimulating effects of Bacillus subtilis natto-fermented Radix astragali on hyaluronic acid production in human skin cells.
2009-09-25
Microsomal metabolism of calycosin, formononetin and drug-drug interactions by dynamic microdialysis sampling and HPLC-DAD-MS analysis.
2009-08-15
[Constituents of Millettia nitida var. hirsutissima].
2009-08
An updated review of tyrosinase inhibitors.
2009-05-26
Protection of PC12 cells against superoxide-induced damage by isoflavonoids from Astragalus mongholicus.
2009-02
Inhibitory effects of calycosin isolated from the root of Astragalus membranaceus on melanin biosynthesis.
2009-02
Determination of two metabolites of calycosin-7-O-beta-D-glucopyranoside in rat urine by HPLC.
2009-01
Protective effect of isoflavones from Trifolium pratense on dopaminergic neurons.
2008-10
Isoflavonoid composition of a callus culture of the relict tree Maackia amurensis Rupr. et Maxim.
2008-08-27
Chemical markers for the quality control of herbal medicines: an overview.
2008-06-28
Chemical comparison and classification of Radix Astragali by determination of isoflavonoids and astragalosides.
2008-06-09
Determination of nine active components in Radix Hedysari and Radix Astragali using capillary HPLC with diode array detection and MS detection.
2008-02
NMR spectral assignments of a new [C--O--C] isoflavone dimer from Andira surinamensis.
2008-01
Phenylalanine ammonia lyase functions as a switch directly controlling the accumulation of calycosin and calycosin-7-O-beta-D-glucoside in Astragalus membranaceus var. mongholicus plants.
2008
Verification of the formulation and efficacy of Danggui Buxue Tang (a decoction of Radix Astragali and Radix Angelicae Sinensis): an exemplifying systematic approach to revealing the complexity of Chinese herbal medicine formulae.
2007-11-29
Combined effects of fangchinoline from Stephania tetrandra Radix and formononetin and calycosin from Astragalus membranaceus Radix on hyperglycemia and hypoinsulinemia in streptozotocin-diabetic mice.
2007-11
Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry.
2007-09-03
Accumulation of calycosin and its 7-O-beta-D-glucoside and related gene expression in seedlings of Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao induced by low temperature stress.
2007-07
Analysis of interaction property of bioactive components in Danggui Buxue Decoction with protein by microdialysis coupled with HPLC-DAD-MS.
2007-06-01
Quality evaluation of Radix Astragali through a simultaneous determination of six major active isoflavonoids and four main saponins by high-performance liquid chromatography coupled with diode array and evaporative light scattering detectors.
2006-11-17
[Simultaneous determination of five isoflavonoids in commercial Radix Astragali by high performance liquid chromatography].
2006-09
Screening and identification of permeable components in a combined prescription of Danggui Buxue decoction using a liposome equilibrium dialysis system followed by HPLC and LC-MS.
2006-09
Calcium channel blocking activity of calycosin, a major active component of Astragali Radix, on rat aorta.
2006-08
Solvent effect in 1H NMR spectra of 3'-hydroxy-4'-methoxy isoflavonoids from Astragalus membranaceus var. mongholicus.
2006-07
Absorption and metabolism of Astragali radix decoction: in silico, in vitro, and a case study in vivo.
2006-06
Live cell extraction and HPLC-MS analysis for predicting bioactive components of traditional Chinese medicines.
2006-05-03
Chemical and biological assessment of a chinese herbal decoction containing Radix Astragali and Radix Angelicae Sinensis: Determination of drug ratio in having optimized properties.
2006-04-05
Determination of isoflavones in dietary supplements containing soy, Red Clover and kudzu: extraction followed by basic or acid hydrolysis.
2006-02-24
Determination of seven compounds in Tang Maikang granule by high-performance liquid chromatography.
2006-01-28
Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities.
2006-01
Astrapterocarpan isolated from Astragalus membranaceus inhibits proliferation of vascular smooth muscle cells.
2005-11-21
Studies of chemical constituents and their antioxidant activities from Astragalus mongholicus Bunge.
2005-10
[Preparative isolation and purification of calycosin and formononetin from Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao by high-speed counter-current chromatography].
2005-05
Capillary liquid chromatography-microcoil 1H nuclear magnetic resonance spectroscopy and liquid chromatography-ion trap mass spectrometry for on-line structure elucidation of isoflavones in Radix astragali.
2005-03-04
[Studies on chromatography fingerprint of huangqi by HPLC].
2004-11
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:29:00 GMT 2025
Edited
by admin
on Mon Mar 31 19:29:00 GMT 2025
Record UNII
09N3E8P7TA
Record Status Validated (UNII)
Record Version
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Name Type Language
CALYCOSIN
USP-RS  
Common Name English
3',7-DIHYDROXY-4'-METHOXYISOFLAVONE
Preferred Name English
CALYCOSIN (CONSTITUENT OF ASTRAGALUS) [DSC]
Common Name English
7-HYDROXY-3-(3-HYDROXY-4-METHOXYPHENYL)CHROMEN-4-ONE
Systematic Name English
3'-HYDROXYFORMONONETIN
Common Name English
CALYCOSIN [USP-RS]
Common Name English
Code System Code Type Description
RS_ITEM_NUM
1087472
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
CHEBI
77992
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID70174580
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
HSDB
8109
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
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FDA UNII
09N3E8P7TA
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
PUBCHEM
5280448
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
CAS
20575-57-9
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
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CHEBI
17793
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
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MESH
C121707
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY
WIKIPEDIA
CALYCOSIN
Created by admin on Mon Mar 31 19:29:00 GMT 2025 , Edited by admin on Mon Mar 31 19:29:00 GMT 2025
PRIMARY