LithospermosideCAS# 63492-69-3 |
- 5-Epilithospermoside
Catalog No.:BCN4392
CAS No.:84799-31-5
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 63492-69-3 | SDF | Download SDF |
| PubChem ID | 5458588 | Appearance | White powder |
| Formula | C14H19NO8 | M.Wt | 329.30 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Synonyms | Lithospermoside | ||
| Solubility | Soluble in DMSO and water | ||
| Chemical Name | (2E)-2-[4,5-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile | ||
| SMILES | C1=CC(=CC#N)C(C(C1O)O)OC2C(C(C(C(O2)CO)O)O)O | ||
| Standard InChIKey | WIIDBJNWXCWLKF-ZZXKWVIFSA-N | ||
| Standard InChI | InChI=1S/C14H19NO8/c15-4-3-6-1-2-7(17)9(18)13(6)23-14-12(21)11(20)10(19)8(5-16)22-14/h1-3,7-14,16-21H,5H2/b6-3+ | ||
| 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. | ||
| Description | Lithospermoside has anti-oxidant,and anti-tumor promoting activities. |
| In vitro | Cytotoxic flavonoids and other constituents from the stem bark of Ochna schweinfurthiana.[Pubmed: 25553908]Nat Prod Res. 2015 Jan 2:1-4.Seven flavonoids, hemerocallone (1), 6,7-dimethoxy-3',4'-dimethoxyisoflavone (2), amentoflavone (4), agathisflavone (6), cupressuflavone (8), robustaflavone (9) and epicatechin (10), together with three other compounds, Lithospermoside (3), β-D-fructofuranosyl-α-D-glucopyranoside (5) and 3β-O-D-glucopyranosyl-β-stigmasterol (7), were isolated from the ethyl acetate extract of the stem bark of Ochna schweinfurthiana F. Hoffm. Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima.[Pubmed: 10465331]Cancer Lett. 1999 Aug 23;143(1):5-13.
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| Structure Identification | J Nat Prod. 2006 Aug;69(8):1206-8.Minor biflavonoids from Lophira alata leaves.[Pubmed: 16933877]The leaves of the Cameroonian medicinal plant Lophira alata afforded two new biflavonoids, lophirone L (1) and lophirone M (2), and the known luteolin and Lithospermoside. Both biflavonoids were obtained in small quantities, and their structures show some new and unusual biflavonoid diversity. |
Lithospermoside Dilution Calculator
Lithospermoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.0367 mL | 15.1837 mL | 30.3674 mL | 60.7349 mL | 75.9186 mL |
| 5 mM | 0.6073 mL | 3.0367 mL | 6.0735 mL | 12.147 mL | 15.1837 mL |
| 10 mM | 0.3037 mL | 1.5184 mL | 3.0367 mL | 6.0735 mL | 7.5919 mL |
| 50 mM | 0.0607 mL | 0.3037 mL | 0.6073 mL | 1.2147 mL | 1.5184 mL |
| 100 mM | 0.0304 mL | 0.1518 mL | 0.3037 mL | 0.6073 mL | 0.7592 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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Cytotoxic flavonoids and other constituents from the stem bark of Ochna schweinfurthiana.[Pubmed:25553908]
Nat Prod Res. 2015;29(17):1684-7.
Seven flavonoids, hemerocallone (1), 6,7-dimethoxy-3',4'-dimethoxyisoflavone (2), amentoflavone (4), agathisflavone (6), cupressuflavone (8), robustaflavone (9) and epicatechin (10), together with three other compounds, Lithospermoside (3), beta-D-fructofuranosyl-alpha-D-glucopyranoside (5) and 3beta-O-D-glucopyranosyl-beta-stigmasterol (7), were isolated from the ethyl acetate extract of the stem bark of Ochna schweinfurthiana F. Hoffm. All the compounds were characterised by spectroscopic and mass spectrometric methods, and by comparison with literature data. Cytotoxicity of the extracts and compounds against cervical adenocarcinoma (HeLa) cells was evaluated by MTT assay. Compounds 4 and 6 exhibited good cytotoxic activity, with IC50 values of 20.7 and 10.0 muM, respectively.
Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima.[Pubmed:10465331]
Cancer Lett. 1999 Aug 23;143(1):5-13.
Chemical investigation on polyphenol-rich fractions of Cowania mexicana and Coleogyne ramosissima (Rosaceae) which showed significant inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), has led to the characterization of 10 compounds including C-glucosidic ellagitannin monomers and dimers from the former plant, and 17 polyphenols including flavonoid glycosides from the latter. The effects of individual components and their analogues with related structures on the TPA-induced EBV-EA activation were then evaluated. Among the compounds isolated from C. mexicana, two C-glucosidic ellagitannins, alienanin B and stenophyllanin A and a nitrile glucoside (Lithospermoside), and among the constituents from C. ramosissima, two flavonoid glycosides, isorhamnetin 3-0-beta-D-glucoside and narcissin were revealed to possess strong inhibitory effects on EVB-EA activation, the potencies of which were either comparable to or stronger than that of a green tea polyphenol, (-)-epigallocatechin gallate. These polyphenols except for nitrile glucoside, which was not tested owing to an insufficient amount, were also found to exhibit anti-tumor promoting activity in two-stage mouse skin carcinogenesis using 7,12-dimethylbenz[a]anthracene (DMBA) and TPA.
Minor biflavonoids from Lophira alata leaves.[Pubmed:16933877]
J Nat Prod. 2006 Aug;69(8):1206-8.
The leaves of the Cameroonian medicinal plant Lophira alata afforded two new biflavonoids, lophirone L (1) and lophirone M (2), and the known luteolin and Lithospermoside. Both biflavonoids were obtained in small quantities, and their structures show some new and unusual biflavonoid diversity.
Thalictricoside, a new phenolic compound from Thalictrum orientale.[Pubmed:14577621]
Z Naturforsch C. 2003 Sep-Oct;58(9-10):632-6.
From the underground parts of Thalictrum orientale Boiss., a new phenolic compound 1 was isolated in addition to one known cyanoglycoside, Lithospermoside (2). For the structure elucidation of all compounds, 1D- and 2D-NMR techniques (DEPT, COSY, HMBC, HSQC) and MS (HR-MALDI) were used. The structure of the new compound was established as 2-(4'-hydroxyphenyl)-nitroethane-4'-O-[beta-xylopyranosyl-(1 --> 6)-beta-glucopyranoside] (1).
