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| IUPAC Name: | [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate |
| Description: | Intermedine is an unsaturated monoester pyrrolizidine alkaloid that is extracted from the seeds of Amsinckia intermedia, a tarweed that causes enzootic hepatic cirrhosis in horses and hard liver disease in cattle. Intermedine is also a diastereomer of Lycopsamine (L487525), a pyrrolizidine alkaloid that is found in honey and in comfrey (a topical anti-inflammatory agent used to treat patients with arthritis and gout). |
| Molecular Weight: | 299.36 |
| Molecular Formula: | C15H25NO5 |
| Canonical SMILES: | CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O |
| InChI: | InChI=1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12-,13-,15+/m1/s1 |
| InChI Key: | SFVVQRJOGUKCEG-OPQSFPLASA-N |
| Solubility: | Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly) |
| Appearance: | White to Pale Beige Low-Melting Solid |
| Storage: | -20°C, Hygroscopic |
| References: | Culvenor, C., et al. J. Agr. Food Chem., 29 958 (1981); Janes, D., et al. Nat. Prod. Comm., 7, 861 (2012); Li, Y. & Stermitz, F. J. Nat. Prod., 51, 1289 (1988); McCulloch, E. Am. Vet. Med. Assoc., 96, 5 (1940); Pawar, R., et al. J. Sep. Sci., 33, 200 (2010). |
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![2-amino-3-{pyrrolo[2,1-f][1,2,4]triazin-5-yl}propanenitrile](https://resource.bocsci.com/structure/2092670-62-5.gif)
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