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Calycosin

CAS No.:
20575-57-9
Catalog Number:
AG002ACB
Molecular Formula:
C16H12O5
Molecular Weight:
284.2635
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
98%(HPLC)powder
In Stock USA
United States
$75
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5mg
98%(HPLC)powder
In Stock USA
United States
$198
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10mg
98%(HPLC)powder
In Stock USA
United States
$353
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25mg
98%(HPLC)powder
In Stock USA
United States
$615
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50mg
98%(HPLC)powder
In Stock USA
United States
$1169
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Product Description
Catalog Number:
AG002ACB
Chemical Name:
Calycosin
CAS Number:
20575-57-9
Molecular Formula:
C16H12O5
Molecular Weight:
284.2635
MDL Number:
MFCD00210598
IUPAC Name:
7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
InChI:
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
InChI Key:
ZZAJQOPSWWVMBI-UHFFFAOYSA-N
SMILES:
COc1ccc(cc1O)c1coc2c(c1=O)ccc(c2)O
UNII:
09N3E8P7TA
Properties
Complexity:
432  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
284.068g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
284.267g/mol
Monoisotopic Mass:
284.068g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
76A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  
Literature
Title Journal
Flavonoids induce the expression of acetylcholinesterase in cultured osteoblasts. Chemico-biological interactions 20161125
Regioselective glucuronidation of the isoflavone calycosin by human liver microsomes and recombinant human UDP-glucuronosyltransferases. Chemico-biological interactions 20140905
Profiling of hepatocellular carcinoma cell cycle regulating genes targeted by calycosin. BioMed research international 20130101
The membrane permeability of Astragali Radix-derived formononetin and calycosin is increased by Angelicae Sinensis Radix in Caco-2 cells: a synergistic action of an ancient herbal decoction Danggui Buxue Tang. Journal of pharmaceutical and biomedical analysis 20121101
Profiling and identification of the metabolites of calycosin in rat hepatic 9000×g supernatant incubation system and the metabolites of calycosin-7-O-β-D-glucoside in rat urine by HPLC-DAD-ESI-IT-TOF-MS(n) technique. Journal of pharmaceutical and biomedical analysis 20121101
Chemical and biological assessment of Angelica herbal decoction: comparison of different preparations during historical applications. Phytomedicine : international journal of phytotherapy and phytopharmacology 20120815
Metabolism of calycosin, an isoflavone from Astragali Radix, in zebrafish larvae. Xenobiotica; the fate of foreign compounds in biological systems 20120301
Synergistic Apoptosis-Inducing Antileukemic Effects of Arsenic Trioxide and Mucuna macrocarpa Stem Extract in Human Leukemic Cells via a Reactive Oxygen Species-Dependent Mechanism. Evidence-based complementary and alternative medicine : eCAM 20120101
Polysaccharides from astragali radix restore chemical-induced blood vessel loss in zebrafish. Vascular cell 20120101
Study of the effects of total flavonoids of Astragalus on atherosclerosis formation and potential mechanisms. Oxidative medicine and cellular longevity 20120101
Metabolomics-based optimal koji fermentation for tyrosinase inhibition supplemented with Astragalus radix. Bioscience, biotechnology, and biochemistry 20120101
Investigation of effects and mechanisms of total flavonoids of Astragalus and calycosin on human erythroleukemia cells. Oxidative medicine and cellular longevity 20120101
HPLC-MS/MS analysis of a traditional Chinese medical formulation of Bu-Yang-Huan-Wu-Tang and its pharmacokinetics after oral administration to rats. PloS one 20120101
[Effects and mechanisms of total flavonoids of astragali radix and calycosin on inhibiting human erythroleukemia cell line K562]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111201
Calycosin stimulates proliferation of estrogen receptor-positive human breast cancer cells through downregulation of Bax gene expression and upregulation of Bcl-2 gene expression at low concentrations. JPEN. Journal of parenteral and enteral nutrition 20111101
Transcriptional profiling of angiogenesis activities of calycosin in zebrafish. Molecular bioSystems 20111101
Calycosin promotes proliferation of estrogen receptor-positive cells via estrogen receptors and ERK1/2 activation in vitro and in vivo. Cancer letters 20110928
Isolation, identification and antiviral activities of metabolites of calycosin-7-O-β-D-glucopyranoside. Journal of pharmaceutical and biomedical analysis 20110910
Calycosin protects HUVECs from advanced glycation end products-induced macrophage infiltration. Journal of ethnopharmacology 20110901
[Study on HPLC chromatographic fingerprint of anti-tumor active site SSCE of Caulis spatholobi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110901
Ultraviolet irradiation induces accumulation of isoflavonoids and transcription of genes of enzymes involved in the calycosin-7-O-β-d-glucoside pathway in Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao. Physiologia plantarum 20110701
Inhibitory effects of two major isoflavonoids in Radix Astragali on high glucose-induced mesangial cells proliferation and AGEs-induced endothelial cells apoptosis. Planta medica 20110501
Determination of paeoniflorin, calycosin-7-O-β-D-glucoside, ononin, calycosin and formononetin in rat plasma after oral administration of Buyang Huanwu decoction for their pharmacokinetic study by liquid chromatography-mass spectrometry. Biomedical chromatography : BMC 20110401
Separation and sweeping of flavonoids by microemulsion electrokinetic chromatography using mixed anionic and cationic surfactants. Talanta 20110315
Flavonoids from Radix Astragali induce the expression of erythropoietin in cultured cells: a signaling mediated via the accumulation of hypoxia-inducible factor-1α. Journal of agricultural and food chemistry 20110309
Identification and determination of flavonoids in astragali radix by high performance liquid chromatography coupled with DAD and ESI-MS detection. Molecules (Basel, Switzerland) 20110309
New isoflavonoid glycosides and related constituents from astragali radix ( Astragalus membranaceus ) and their inhibitory activity on nitric oxide production. Journal of agricultural and food chemistry 20110223
Antimicrobial activities of the CH2Cl2-CH3OH (1:1) extracts and compounds from the roots and fruits of Pycnanthus angolensis (Myristicaceae). Natural product research 20110201
A chinese herbal decoction, danggui buxue tang, stimulates proliferation, differentiation and gene expression of cultured osteosarcoma cells: genomic approach to reveal specific gene activation. Evidence-based complementary and alternative medicine : eCAM 20110101
A Chinese Herbal Decoction, Dang Gui Bu Xue Tang, Prepared from Radix Astragali and Radix Angelicae sinensis, Ameliorates Insulin Resistance Induced by A High-Fructose Diet in Rats. Evidence-based complementary and alternative medicine : eCAM 20110101
Attenuated cardiac mitochondrial-dependent apoptotic effects by li-fu formula in hamsters fed with a hypercholesterol diet. Evidence-based complementary and alternative medicine : eCAM 20110101
Anti-inflammatory, immunomodulatory, and heme oxygenase-1 inhibitory activities of ravan napas, a formulation of uighur traditional medicine, in a rat model of allergic asthma. Evidence-based complementary and alternative medicine : eCAM 20110101
Proangiogenic activity of plant extracts in accelerating wound healing - a new face of old phytomedicines. Acta biochimica Polonica 20110101
Structural relationship and binding mechanisms of five flavonoids with bovine serum albumin. Molecules (Basel, Switzerland) 20101209
[Simultaneous determination of nine isoflavonoids in Huangqi Gegen decoction by high performance liquid chromatography]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101001
[Simultaneous assay of four isoflavonoids in Astragali Radix by QAMS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101001
Yeast α-glucosidase inhibition by isoflavones from plants of Leguminosae as an in vitro alternative to acarbose. Journal of agricultural and food chemistry 20100922
Isoflavones isolated from red clover (Trifolium pratense) inhibit smooth muscle contraction of the isolated rat prostate gland. Phytomedicine : international journal of phytotherapy and phytopharmacology 20100901
New flavonoids with 2BS cell proliferation promoting effect from the seeds of Trigonella foenum-graecum L. Journal of natural medicines 20100701
Study on the relevance between beany flavor and main bioactive components in Radix Astragali. Journal of agricultural and food chemistry 20100512
Ligustilide suppresses the biological properties of Danggui Buxue Tang: a Chinese herbal decoction composed of radix astragali and radix angelica sinensis. Planta medica 20100301
Comparison of the immunoregulatory function of different constituents in radix astragali and radix hedysari. Journal of biomedicine & biotechnology 20100101
Calycosin promotes angiogenesis involving estrogen receptor and mitogen-activated protein kinase (MAPK) signaling pathway in zebrafish and HUVEC. PloS one 20100101
The effective fraction isolated from Radix Astragali alleviates glucose intolerance, insulin resistance and hypertriglyceridemia in db/db diabetic mice through its anti-inflammatory activity. Nutrition & metabolism 20100101
Flavonoids from the heartwood of the Thai medicinal plant Dalbergia parviflora and their effects on estrogenic-responsive human breast cancer cells. Journal of natural products 20091201
[Isoflavones from vines of Pueraria lobata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091201
Stimulating effects of Bacillus subtilis natto-fermented Radix astragali on hyaluronic acid production in human skin cells. Journal of ethnopharmacology 20090925
Microsomal metabolism of calycosin, formononetin and drug-drug interactions by dynamic microdialysis sampling and HPLC-DAD-MS analysis. Journal of pharmaceutical and biomedical analysis 20090815
[Constituents of Millettia nitida var. hirsutissima]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090801
An updated review of tyrosinase inhibitors. International journal of molecular sciences 20090601
Inhibitory effects of calycosin isolated from the root of Astragalus membranaceus on melanin biosynthesis. Biological & pharmaceutical bulletin 20090201
Protection of PC12 cells against superoxide-induced damage by isoflavonoids from Astragalus mongholicus. Biomedical and environmental sciences : BES 20090201
Determination of two metabolites of calycosin-7-O-beta-D-glucopyranoside in rat urine by HPLC. Biomedical chromatography : BMC 20090101
Protective effect of isoflavones from Trifolium pratense on dopaminergic neurons. Neuroscience research 20081001
Isoflavonoid composition of a callus culture of the relict tree Maackia amurensis Rupr. et Maxim. Journal of agricultural and food chemistry 20080827
Chemical comparison and classification of Radix Astragali by determination of isoflavonoids and astragalosides. Journal of pharmaceutical and biomedical analysis 20080609
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship. Bioorganic & medicinal chemistry 20080515
Determination of nine active components in Radix Hedysari and Radix Astragali using capillary HPLC with diode array detection and MS detection. Journal of separation science 20080201
Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition. Bioorganic & medicinal chemistry 20080101
NMR spectral assignments of a new [C--O--C] isoflavone dimer from Andira surinamensis. Magnetic resonance in chemistry : MRC 20080101
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. Journal of experimental botany 20080101
Chemical markers for the quality control of herbal medicines: an overview. Chinese medicine 20080101
Combined effects of fangchinoline from Stephania tetrandra Radix and formononetin and calycosin from Astragalus membranaceus Radix on hyperglycemia and hypoinsulinemia in streptozotocin-diabetic mice. Biological & pharmaceutical bulletin 20071101
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. Journal of pharmaceutical and biomedical analysis 20070903
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. Plant cell reports 20070701
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Properties