4-O-beta-D-gulcosyl-5-O-methylvisamminol - CAS 84272-85-5
Catalog number: 84272-85-5
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C22H28O10
Molecular Weight:
452.46
COA:
Inquire
Targets:
Others
Description:
4-O-β-D-Glucosyl-5-O-methyllvisamminol is a natural product isolated from the roots of Saposhnikovia divaricata (Turcz.) Schischk. It is a novel epigenetic suppressor of histone H3 phosphorylation. It has potent anti-inflammatory and anti-carcinogenic effects.
Purity:
>98%
Appearance:
White to Off-White Solid
Synonyms:
(S)-2-[1-(beta-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-4-methoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one;4’-O-glucopyranosyl-5-O-methylvisamminol;5-O-Methylvisammioside;4'-O-beta-Glucopyranosyl-5-O-methylvisamminol;5-O-Methylvisamminol glucoside;(2S)-4-methoxy-7-methyl-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-5-one;5H-Furo[3,2-g][1]benzopyran-5-one,2-[1-(b-D-glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-4-methoxy-7-methyl-,(S)-
Solubility:
10 mM in DMSO
Storage:
-20°C Freezer
MSDS:
Inquire
Application:
4-O-β-D-Glucosyl-5-O-methyllvisamminol is a novel epigenetic suppressor of histone H3 phosphorylation. It has potent anti-inflammatory and anti-carcinogenic effects.
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Grams-Kilos
Boiling Point:
690.4±55.0 °C | Condition: Press: 760 Torr
Melting Point:
148-150 °C
Density:
1.47±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
InChIKey:
QVGFPTYGKPLXPK-OOBAEQHESA-N
InChI:
InChI=1S/C22H28O10/c1-9-5-11(24)16-13(29-9)7-12-10(20(16)28-4)6-15(30-12)22(2,3)32-21-19(27)18(26)17(25)14(8-23)31-21/h5,7,14-15,17-19,21,23,25-27H,6,8H2,1-4H3/t14-,15+,17-,18+,19-,21+/m1/s1
Canonical SMILES:
CC1=CC(=O)C2=C(C3=C(C=C2O1)OC(C3)C(C)(C)OC4C(C(C(C(O4)CO)O)O)O)OC
1.Simultaneous analysis of seven marker compounds from Saposhnikoviae Radix, Glehniae Radix and Peucedani Japonici Radix by HPLC/PDA.
Seo UM;Zhao BT;Kim YH;Kang JS;Son JK;Woo MH Arch Pharm Res. 2016 May;39(5):695-704. doi: 10.1007/s12272-016-0740-x. Epub 2016 Mar 26.
A new combination of high performance liquid chromatography (HPLC) method coupled with photodiode array (PDA) analysis has been developed for the simultaneous quantitative determination of seven major components in Saposhnikoviae Radix (SR), Glehniae Radix (GR) and Peucedani Japonici Radix (PR), namely peucedanol 7-O-β-D-glucopyranoside (1), prim-O-glucosylcimifugin (2), cimifugin (3), 4'-O-β-D-glucosyl-5-O-methylvisamminol (4), bergapten (5), sec-O-glucosylhamaudol (6), and imperatorin (7). Clear separation of these seven components were achieved on a Phenomenex Kinetex C18 (250 × 4.6 mm, 5 μm) column by gradient elution of water (A) and methanol (B) as mobile phase. The flow rate was 1.0 mL/min and the UV detector wavelength was set at 254 nm. The method was successfully used in the analysis of SR, GR, and PR with relatively simple conditions and procedures, and the results were satisfactory for linearity, recovery, precision, accuracy, stability and robustness. The results indicate that the established HPLC/PDA method is suitable for the classification of SR, GR, and PR.
2.Simultaneous determination of 10 active components in Baizhu Shaoyao San and its single herbs by high-performance liquid chromatography coupled with diode array detection.
Zheng L;Zhang M;Qin K;Cai H;Cao G;Cai B J Chromatogr Sci. 2015 Apr;53(4):633-40. doi: 10.1093/chromsci/bmu101. Epub 2014 Sep 12.
Baizhu Shaoyao San (BSS) is a famous traditional Chinese medicinal prescription, which is composed of Rhizome atractylodis macrocephalae, Radix Paeoniae Alba, Pericarpium Citri Reticulatae and Radix Saposhnikovia. In this study, a simple and sensitive high-performance liquid chromatography coupled with diode array detection method was established for the simultaneous determination of 10 marker compounds including atractylenolide I, gallic acid, albiflorin, paeoniflorin, narirutin, hesperidin, nobiletin, cimifugin, prim-O-glucosylcimifugin, 4'-O-β-d-glucosyl-5-O-methylvismminol in BSS and its single herbs. The chromatographic separation was performed using a YMC C18 column with a gradient elution system of acetonitrile and 0.1% formic acid aqueous solution at a flow rate of 1 mL/min. The results demonstrated that the validated method was simple, reliable and successfully applied to evaluate the selected compounds in BSS and its single herbs for quality control. Moreover, the experimental data showed that the contents of two major active components detected in BSS decoction were significantly higher than those in the single herbs, which indicated that the combination of single herbs could result in the difference in the amount of active constituents.
3.[Investigation on one-pot extraction of active ingredient group from Yupingfeng powder by HPLC].
Yang KD;Bao HB;Li H;He KP Zhongguo Zhong Yao Za Zhi. 2007 Sep;32(18):1880-3.
The extraction of active ingredient group, i.e., prim-o-glucosylcimifugin, astragaloside, and 5-o-methylvisammiosode from Yupingfeng powder with one-pot method was studied in this work. A HPLC method was used to determine the content of each active constituent mentioned above in the extract. The influences of extraction temperature, time, volume percent of ethanol in water and its amount added on the content and yield of active ingredient group were investigated by orthogonal test. The experimental results showed that the optimized extraction conditions were as follows: 1g of Yupingfeng powder was one-pot extracted for 4 hours at 80 degrees C with 90% ethanol as solvent, and the yield and content of active ingredient group were 0.16%, 0.53% respectively. The active ingredient group in Yupingfeng powder could be effectively one-pot extracted under the conditions above.
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Chemical Structure

CAS 84272-85-5 4-O-beta-D-gulcosyl-5-O-methylvisamminol

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