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20633-67-4

20633-67-4 | 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(3-hydroxy-4-methoxyphenyl)-

CAS No: 20633-67-4 Catalog No: AG002IGF MDL No:MFCD08061493

Product Description

Catalog Number:
AG002IGF
Chemical Name:
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(3-hydroxy-4-methoxyphenyl)-
CAS Number:
20633-67-4
Molecular Formula:
C22H22O10
Molecular Weight:
446.4041
MDL Number:
MFCD08061493
IUPAC Name:
3-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
InChI:
InChI=1S/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
InChI Key:
WACBUPFEGWUGPB-MIUGBVLSSA-N
SMILES:
OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1O)O)O
UNII:
247AW3A88C

Properties

Complexity:
698  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
446.121g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
446.408g/mol
Monoisotopic Mass:
446.121g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
155A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.6  

Literature

Title Journal
Study on the phenolic constituents of the flowers and leaves of Trifolium repens L. Natural product research 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
Metabolomics-based optimal koji fermentation for tyrosinase inhibition supplemented with Astragalus radix. Bioscience, biotechnology, and biochemistry 20120101
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
[Chemical constituents of Ammopiptanthus mongolicus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110401
[Isoflavones from vines of Pueraria lobata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091201
[Isoflavones from Millettia nitida var. hirsutissima]. Yao xue xue bao = Acta pharmaceutica Sinica 20090201
In vivo and in vitro antiviral activities of calycosin-7-O-beta-D-glucopyranoside against coxsackie virus B3. Biological & pharmaceutical bulletin 20090101
Comparison of hormonal activity of isoflavone-containing supplements used to treat menopausal complaints. Menopause (New York, N.Y.) 20090101
Simultaneous determination of calycosin-7-O-beta-D-glucoside, ononin, astragaloside IV, astragaloside I and ferulic acid in rat plasma after oral administration of Danggui Buxue Tang extract for their pharmacokinetic studies by liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080401
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
Alleviation of osteoarthritis by calycosin-7-O-beta-D-glucopyranoside (CG) isolated from Astragali radix (AR) in rabbit osteoarthritis (OA) model. Osteoarthritis and cartilage 20070901
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
[Quantitative analysis of calycosin glycoside and formononetin in Radix astragali from different sources]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070501
[Determination of three constituents in Radix Astragali by HPLC-MS]. Yao xue xue bao = Acta pharmaceutica Sinica 20060801

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