SymlandineCAS# 74410-74-5 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 74410-74-5 | SDF | Download SDF |
| PubChem ID | 5281753 | Appearance | Powder |
| Formula | C20H31NO6 | M.Wt | 381.47 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate | ||
| SMILES | CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O | ||
| Standard InChIKey | MVWPTZQHBOWRTF-QKJMJVMDSA-N | ||
| Standard InChI | InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6-/t14-,16+,17+,20-/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 | 1. Symlandine, 7-acetylintermedine, and 7-acetyllycopsamine are pyrrolizidine alkaloids, isolated from comfrey, can produce hepatotoxicity in livestock and humans and carcinogenicity in experimental animals. |
Symlandine Dilution Calculator
Symlandine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.6214 mL | 13.1072 mL | 26.2144 mL | 52.4288 mL | 65.536 mL |
| 5 mM | 0.5243 mL | 2.6214 mL | 5.2429 mL | 10.4858 mL | 13.1072 mL |
| 10 mM | 0.2621 mL | 1.3107 mL | 2.6214 mL | 5.2429 mL | 6.5536 mL |
| 50 mM | 0.0524 mL | 0.2621 mL | 0.5243 mL | 1.0486 mL | 1.3107 mL |
| 100 mM | 0.0262 mL | 0.1311 mL | 0.2621 mL | 0.5243 mL | 0.6554 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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Isolation of symlandine from the roots of common comfrey (Symphytum officinale) using countercurrent chromatography.[Pubmed:11430014]
J Nat Prod. 2001 Feb;64(2):251-3.
Three pyrrolizidine alkaloids, Symlandine, symphytine, and echimidine (1-3), were isolated from the roots of Symphytum officinale using a one-step countercurrent chromatography procedure. The structures of 1-3 were confirmed by several spectroscopic techniques including 2D NMR methods. This is the first description of the separation of Symlandine (1) from its stereoisomer, symphytine (2).
Metabolism, genotoxicity, and carcinogenicity of comfrey.[Pubmed:21170807]
J Toxicol Environ Health B Crit Rev. 2010 Oct;13(7-8):509-26.
Comfrey has been consumed by humans as a vegetable and a tea and used as an herbal medicine for more than 2000 years. Comfrey, however, produces hepatotoxicity in livestock and humans and carcinogenicity in experimental animals. Comfrey contains as many as 14 pyrrolizidine alkaloids (PA), including 7-acetylintermedine, 7-acetyllycopsamine, echimidine, intermedine, lasiocarpine, lycopsamine, myoscorpine, Symlandine, symphytine, and symviridine. The mechanisms underlying comfrey-induced genotoxicity and carcinogenicity are still not fully understood. The available evidence suggests that the active metabolites of PA in comfrey interact with DNA in liver endothelial cells and hepatocytes, resulting in DNA damage, mutation induction, and cancer development. Genotoxicities attributed to comfrey and riddelliine (a representative genotoxic PA and a proven rodent mutagen and carcinogen) are discussed in this review. Both of these compounds induced similar profiles of 6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine (DHP)-derived DNA adducts and similar mutation spectra. Further, the two agents share common mechanisms of drug metabolism and carcinogenesis. Overall, comfrey is mutagenic in liver, and PA contained in comfrey appear to be responsible for comfrey-induced toxicity and tumor induction.
