7-AcetyllycopsamineCAS# 73544-48-6 |
- 7-Acetylintermedine
Catalog No.:BCN1998
CAS No.:74243-01-9
Quality Control & MSDS
3D structure
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| Cas No. | 73544-48-6 | SDF | Download SDF |
| PubChem ID | 156006 | Appearance | White powder |
| Formula | C17H27NO6 | M.Wt | 341.40 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | Lycopsamine 1-acetate hydrochloride | ||
| Solubility | Soluble in methanol and water | ||
| Chemical Name | [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate | ||
| SMILES | CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O | ||
| Standard InChIKey | RKDOFSJTBIDAHX-OFSOMGBPSA-N | ||
| 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. 7-Acetyllycopsamine, 7-acetylintermedine, and symlandine are pyrrolizidine alkaloids, isolated from comfrey, can produce hepatotoxicity in livestock and humans and carcinogenicity in experimental animals. 2. 7-Acetyllycopsamine exhibits antibacterial effects with a MIC of 1.7 mg/ml in E. coli. |
| Targets | Antifection |
7-Acetyllycopsamine Dilution Calculator
7-Acetyllycopsamine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9291 mL | 14.6456 mL | 29.2912 mL | 58.5823 mL | 73.2279 mL |
| 5 mM | 0.5858 mL | 2.9291 mL | 5.8582 mL | 11.7165 mL | 14.6456 mL |
| 10 mM | 0.2929 mL | 1.4646 mL | 2.9291 mL | 5.8582 mL | 7.3228 mL |
| 50 mM | 0.0586 mL | 0.2929 mL | 0.5858 mL | 1.1716 mL | 1.4646 mL |
| 100 mM | 0.0293 mL | 0.1465 mL | 0.2929 mL | 0.5858 mL | 0.7323 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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Pyrrolizidine alkaloids from Echium rauwolfii and Echium horridum (Boraginaceae).[Pubmed:10431383]
Z Naturforsch C. 1999 May-Jun;54(5-6):295-300.
Echimidine was isolated from Echium rauwolfii and Echium horridum and identified by MS, 1H- and 13C NMR as a major alkaloid. In addition, structures of 12 minor alkaloids were inferred from GLC and GLC-MS analyses: 7-angeloylretronecine, 7-tigloylretronecine, lycopsamine, 7-Acetyllycopsamine, uplandicine, 7-angeloyllycopsamine, 7-tigloyllycopsamine, tigloyl isomer of echimidine, 7-angeloyl-9-(2-methylbutyryl)retronecine, 7-tigloyl-9-(2-methylbutyryl)retronecine, 7-angeloyl-9-(2,3-dihydroxybutyryl)retronecine, and 7-tigloyl-9-(2,3-dihydroxybutyryl)retronecine. Both species had similar alkaloid profiles. Alkaloid extracts exhibited antibacterial effects with a MIC of 1.7 mg/ml in E. coli. Microscopic examination of E. coli treated with different subtoxic alkaloid concentrations (13-52 micrograms/ml) revealed extensive filamentation.
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.
