IsoviolanthinCAS# 40788-84-9 |
Quality Control & MSDS
3D structure
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| Cas No. | 40788-84-9 | SDF | Download SDF |
| PubChem ID | 101422758 | Appearance | Yellow powder |
| Formula | C27H30O14 | M.Wt | 578.52 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Synonyms | Apigenin 6-C-rhamnoside 8-C-glucoside; 6-C-Rhamnosyl 8-C-glucosylapigenin; 6-C-Rhamnosylvitexin; 4',5,7-Trihydroxyflavone 6-C-rhamnoside 8-C-glucoside; Vitexin 6-C-rhamnoside | ||
| Solubility | Soluble in methan | ||
| Chemical Name | 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]chromen-4-one | ||
| SMILES | CC1C(C(C(C(O1)C2=C(C(=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O)O | ||
| Standard InChIKey | TWBWSPDILHVKEV-RSPRXDBDSA-N | ||
| Standard InChI | InChI=1S/C27H30O14/c1-8-17(31)21(35)23(37)26(39-8)15-19(33)14-11(30)6-12(9-2-4-10(29)5-3-9)40-25(14)16(20(15)34)27-24(38)22(36)18(32)13(7-28)41-27/h2-6,8,13,17-18,21-24,26-29,31-38H,7H2,1H3/t8-,13+,17-,18+,21+,22-,23+,24+,26-,27-/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Isoviolanthin Dilution Calculator
Isoviolanthin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.7285 mL | 8.6427 mL | 17.2855 mL | 34.571 mL | 43.2137 mL |
| 5 mM | 0.3457 mL | 1.7285 mL | 3.4571 mL | 6.9142 mL | 8.6427 mL |
| 10 mM | 0.1729 mL | 0.8643 mL | 1.7285 mL | 3.4571 mL | 4.3214 mL |
| 50 mM | 0.0346 mL | 0.1729 mL | 0.3457 mL | 0.6914 mL | 0.8643 mL |
| 100 mM | 0.0173 mL | 0.0864 mL | 0.1729 mL | 0.3457 mL | 0.4321 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Identification of C-glycosyl flavones and quality assessment in Dendrobium nobile.[Pubmed:33238063]
Rapid Commun Mass Spectrom. 2021 Mar 30;35(6):e9012.
RATIONALE: Flavones are significant indicators of quality in traditional Chinese medicines (TCMs) and thus play a significant role in the quality control of TCMs in the pharmaceutical industry. Most flavones in Dendrobium nobile Lindl, a TCM with a long cultivation history and rich sources, have not been identified. This study was aimed at identifying the flavones in D. nobile from various habitats. METHODS: High-performance liquid chromatography (HPLC) coupled with diode-array detection and HPLC multiple-stage tandem mass spectrometry was used to identify the chemical constituents of D. nobile from various habitats, and a method was established to determine the content of vicenin II, violanthin and Isoviolanthin. Hierarchical cluster analysis, principal component analysis and orthogonal partial least-squares discriminant analysis were used to analyze the variations among 26 batches from different habitats. RESULTS: A total of 33 flavones were tentatively identified. Twenty-five flavones, previously undescribed in D. nobile, were acylated by p-coumaroyl, feruloyl, sinapoyl or 3-hydroxy-3-methylglutaryl. The D. nobile habitats were distinguished by significant differences in their flavone content. The C-glycosyl flavones were demonstrated to be characteristic compounds for evaluating D. nobile from various habitats. In particular, flavones acylated with 3-hydroxy-3-methylglutaryl were specific compounds that were only detected in samples from Yunnan. CONCLUSIONS: The results of this study could be used to improve the quality control of D. nobile and could provide references for the identification of acylated C-glycosyl flavones in other natural products.
Isoviolanthin Extracted from Dendrobium officinale Reverses TGF-beta1-Mediated Epithelial(-)Mesenchymal Transition in Hepatocellular Carcinoma Cells via Deactivating the TGF-beta/Smad and PI3K/Akt/mTOR Signaling Pathways.[Pubmed:29882900]
Int J Mol Sci. 2018 May 23;19(6). pii: ijms19061556.
Dendrobium officinale is a precious medicinal herb and health food, and its pharmacological actions have been studied and proved. However, the mechanisms by which its active flavonoid glycosides affect epithelial(-)mesenchymal transition (EMT) in hepatocellular carcinoma (HCC) cells, such as HepG2 and Bel-7402 cells, have not been previously investigated. Therefore, we investigated whether Isoviolanthin extracted from the leaves of Dendrobium officinale inhibits transforming growth factor (TGF)-beta1-induced EMT in HCC cells. In this study, the physicochemical properties and structure of Isoviolanthin were identified by HPLC, UV, ESIMS, and NMR and were compared with literature data. HCC cells were pretreated with 10 ng/mL TGF-beta1 to induce EMT and then treated with Isoviolanthin. Herein, we found that Isoviolanthin exhibited no cytotoxic effects on normal liver LO2 cells but notably reduced the migratory and invasive capacities of TGF-beta1-treated HCC cells. Additionally, Isoviolanthin treatment decreased matrix metalloproteinase (MMP)-2 and -9 levels, and remarkably altered the expression of EMT markers via regulating the TGF-beta/Smad and PI3K/Akt/mTOR signaling pathways; Western blot analysis confirmed that the effects of the inhibitors SB431542 and LY294002 were consistent with those of Isoviolanthin. These findings demonstrate the potential of Isoviolanthin as a therapeutic agent for the treatment of advanced-stage metastatic HCC.
Chemical Differentiation of Dendrobium officinale and Dendrobium devonianum by Using HPLC Fingerprints, HPLC-ESI-MS, and HPTLC Analyses.[Pubmed:28769988]
Evid Based Complement Alternat Med. 2017;2017:8647212.
The stems of Dendrobium officinale Kimura et Migo (Dendrobii Officinalis Caulis) have a high medicinal value as a traditional Chinese medicine (TCM). Because of the limited supply, D. officinale is a high priced TCM, and therefore adulterants are commonly found in the herbal market. The dried stems of a closely related Dendrobium species, Dendrobium devonianum Paxt., are commonly used as the substitute; however, there is no effective method to distinguish the two Dendrobium species. Here, a high performance liquid chromatography (HPLC) method was successfully developed and applied to differentiate D. officinale and D. devonianum by comparing the chromatograms according to the characteristic peaks. A HPLC coupled with electrospray ionization multistage mass spectrometry (HPLC-ESI-MS) method was further applied for structural elucidation of 15 flavonoids, 5 phenolic acids, and 1 lignan in D. officinale. Among these flavonoids, 4 flavonoid C-glycosides were firstly reported in D. officinale, and violanthin and Isoviolanthin were identified to be specific for D. officinale compared with D. devonianum. Then, two representative components were used as chemical markers. A rapid and reliable high performance thin layer chromatography (HPTLC) method was applied in distinguishing D. officinale from D. devonianum. The results of this work have demonstrated that these developed analytical methods can be used to discriminate D. officinale and D. devonianum effectively and conveniently.
[Study on Glycosides Constituents from Guangdong Liangcha Granules(II)].[Pubmed:26214885]
Zhong Yao Cai. 2015 Jan;38(1):160-2.
OBJECTIVE: To study the glycosides from Guangdong Liangcha Granules. METHODS: The chemical constituents were isolated by various chromatographic techniques and the structures of chemical constituents were identified by spectroscopic analysis and literature. RESULTS: Six compounds were isolated and identified as ilexoside B (1), asprellanosides B (2), asprellanoside A (3), 4', 5 ,7 -tri- hydroxyflavone-6-O-beta3-D-glucopyranosyl ester(4), Isoviolanthin (5),3-O-methy-lellagic acid 4'-O-rhamnopyranoside (6). CONCLUSION: Compounds 1 - 5 are firstly obtained from Guangdong Liangcha Granules.
Five new compounds from Dendrobium crystallinum.[Pubmed:20183252]
J Asian Nat Prod Res. 2009 Nov;11(11):903-11.
Five new compounds, dencryol A (1), dencryol B (2), crystalltone (3), crystallinin (4), and 3-hydroxy-2-methoxy-5,6-dimethylbenzoic acid (5), together with six known compounds, dendronobilin B (6), syringic acid (7), apigenin (8), Isoviolanthin (9), 6'''-glucosyl-vitexin (10), and palmarumycin JC2 (11), have been isolated from the stems of Dendrobium crystallinum, of which compounds 9-11 were isolated from the genus Dendrobium for the first time, and all the other compounds were first obtained from this plant. Their structures were established on the basis of spectroscopic analysis and literature data.
Flavonoids and other compounds from the aerial parts of Viola etrusca.[Pubmed:17311226]
Chem Biodivers. 2007 Feb;4(2):139-44.
The non-volatile constituents of the rare species Viola etrusca Erben (Violaceae), collected at Mount Amiata, Italy, were phytochemically investigated for the first time. Two new flavonoid glycosides, 4'-methoxyrhamnetin (1) and violetruscoside (2), an isorhamnetin derivative, were isolated from the flowering aerial parts, together with eleven known substances, including eight flavonoids, a phenolic acid, glycerin, and a coumarin derivative. The NMR data of violanthin (10) and Isoviolanthin (11) are reported for the first time.
[HPLC analysis of flavonoids in the root of six Glycyrrhiza species].[Pubmed:2099092]
Yao Xue Xue Bao. 1990;25(11):840-8.
Ten flavonoids isolated from six species of Glycyrrhiza root were analysed by reversed phase HPLC. A column packed with Partisil 5 ODS-3 and gradient elution by using different percentage of methanol (B) in water-glacial acetic acid (97:3 V/V) (A) were used to separate licochalcone A, isoschaftoside, schaftoside, liquiritin, Isoviolanthin, violanthin, ononin, isoliquiritin, 4', 7-dihydroxyflavone and licoflavone A. Nine Glycyrrhiza samples of six species were analysed to determine their composition and content of the flavonoids. The results showed that the composition and content of the flavonoids of different Glycyrrhiza species were different as well as the same species but collected in different places.
