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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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