VeratramineCAS# 60-70-8 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 60-70-8 | SDF | Download SDF |
| PubChem ID | 6070 | Appearance | White powder |
| Formula | C27H39NO2 | M.Wt | 409.6 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | NSC17821; NSC23880 | ||
| Solubility | DMSO : ≥ 100 mg/mL (244.14 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | (2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol | ||
| SMILES | CC1CC(C(NC1)C(C)C2=C(C3=C(C=C2)C4CC=C5CC(CCC5(C4C3)C)O)C)O | ||
| Standard InChIKey | MALFODICFSIXPO-KFKQDBFTSA-N | ||
| Standard InChI | InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,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. | ||
| Description | Veratramine exhibits cytotoxic activity against human tumor cell lines A549, PANC-1, SW1990 and NCI-H249. Veratramine shows hypotensive effect, the effect is directly positively correlated with the dosage. |
| In vitro | Antitumor activity of extracts and compounds from the rhizomes of Veratrum dahuricum.[Pubmed: 18570211 ]Phytother Res. 2008 Aug;22(8):1093-6.
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| In vivo | Hypotensive effect and toxicology of total alkaloids and veratramine from roots and rhizomes of Veratrum nigrum L. in spontaneously hypertensive rats.[Pubmed: 18771011]Pharmazie. 2008 Aug;63(8):606-10.
Gender-Dependent Pharmacokinetics of Veratramine in Rats: In Vivo and In Vitro Evidence.[Pubmed: 26791530]AAPS J. 2016 Mar;18(2):432-44.Veratramine, a major alkaloid from Veratrum nigrum L., has distinct anti-tumor and anti-hypertension effects. Our previous study indicated that Veratramine had severe toxicity toward male rats. |
Veratramine Dilution Calculator
Veratramine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.4414 mL | 12.207 mL | 24.4141 mL | 48.8281 mL | 61.0352 mL |
| 5 mM | 0.4883 mL | 2.4414 mL | 4.8828 mL | 9.7656 mL | 12.207 mL |
| 10 mM | 0.2441 mL | 1.2207 mL | 2.4414 mL | 4.8828 mL | 6.1035 mL |
| 50 mM | 0.0488 mL | 0.2441 mL | 0.4883 mL | 0.9766 mL | 1.2207 mL |
| 100 mM | 0.0244 mL | 0.1221 mL | 0.2441 mL | 0.4883 mL | 0.6104 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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Veratramine(NSC17821; NSC23880) is useful as a signal transduction inhibitor for treating tumors.
References:
[1]. Wang L, et al. Hypotensive effect and toxicology of total alkaloids and veratramine from roots and rhizomes of Veratrum nigrum L. in spontaneously hypertensive rats. Pharmazie. 2008 Aug;63(8):606-10.
[2]. Li HJ, et al. Puqienine F, a novel veratramine alkaloid from the bulbs of Fritillaria puqiensis. Chem Pharm Bull (Tokyo). 2006 May;54(5):722-4.
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Gender-Dependent Pharmacokinetics of Veratramine in Rats: In Vivo and In Vitro Evidence.[Pubmed:26791530]
AAPS J. 2016 Mar;18(2):432-44.
Veratramine, a major alkaloid from Veratrum nigrum L., has distinct anti-tumor and anti-hypertension effects. Our previous study indicated that Veratramine had severe toxicity toward male rats. In order to elucidate the underling mechanism, in vivo pharmacokinetic experiments and in vitro mechanistic studies have been conducted. Veratramine was administrated to male and female rats intravenously via the jugular vein at a dose of 50 mug/kg or orally via gavage at 20 mg/kg. As a result, significant pharmacokinetic differences were observed between male and female rats after oral administration with much lower concentrations of Veratramine and 7-hydroxyl-Veratramine and higher concentrations of Veratramine-3-O-sulfate found in the plasma and urine of female rats. The absolute bioavailability of Veratramine was 0.9% in female rats and 22.5% in male rats. Further experiments of Veratramine on Caco-2 cell monolayer model and in vitro incubation with GI content or rat intestinal subcellular fractions demonstrated that its efficient passive diffusion mediated absorption with minimal intestinal metabolism, suggesting no gender-related difference during its absorption process. When Veratramine was incubated with male or female rat liver microsomes/cytosols, significant male-predominant formation of 7-hydroxyl-Veratramine and female-predominant formation of Veratramine-3-O-sulfate were observed. In conclusion, the significant gender-dependent hepatic metabolism of Veratramine could be the major contributor to its gender-dependent pharmacokinetics.
Antitumor activity of extracts and compounds from the rhizomes of Veratrum dahuricum.[Pubmed:18570211]
Phytother Res. 2008 Aug;22(8):1093-6.
The antitumor activity of six extracts (ethanol extract, petroleum ether fraction, CHCl(3) fraction, ethyl acetate fraction, n-butanol fraction and total alkaloids) from the rhizomes of Veratrum dahuricum, and six compounds (Veratramine (1), jervine (2), germine (3), veramitaline (4), veratrosine (5) and cyclopamine (6)) from the ethanol extract were investigated in vitro. The 12 samples exhibited cytotoxic activity against human tumor cell lines A549, PANC-1, SW1990 and NCI-H249. Among these samples, CHCl(3) fraction, the total alkaloids, compounds 1 and 6 showed higher inhibitory activity, compound 3 selectively exhibited significant cytotoxicity to SW1990 and NCI-H249.
Hypotensive effect and toxicology of total alkaloids and veratramine from roots and rhizomes of Veratrum nigrum L. in spontaneously hypertensive rats.[Pubmed:18771011]
Pharmazie. 2008 Aug;63(8):606-10.
Total alkaloids (VTA) and Veratramine of Veratrum nigrum L. were tested for hypotensive effect using spontaneously hypertensive rats (SHR). Acute toxicities were also evaluated. There was a dose-dependent reduction in blood pressure and heart rate after a single ingestion (1.0 to 4.0 mg/kg, intragastric administration) of VTA. A single oral ingestion (0.56 to 2.24 mg/kg) of Veratramine, the major component of VTA, dose-dependently decreased blood pressure and heart rate, suggesting that Veratramine was involved in the hypotensive effect of VTA in SHR. The hypotensive effects of VTA and Veratramine are directly positively correlated with the dosage. Side effects were not obvious.
