Intermedine - CAS 10285-06-0

Catalog: BB060736
Product Name: Intermedine
CAS: 10285-06-0
Synonyms: (2S,3R)-2,3-Dihydroxy-2-(1-methylethyl)butanoic Acid [(1R,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl Ester
Intermedine
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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