Intermedine

CAS: 10285-06-0

Ref. TR-I666660

Product Information

• Name: Intermedine
• Synonyms: Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, [1R-[1a,7(2S*,3R*),7aß]]-, Intermedine (7CI,8CI), 3'-epi-Lycopsamine, 3′-epi-Lycopsamine, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, [1R-[1α,7(2S*,3R*),7aβ]]-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-, Intermidine, [(1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R)-2,3-dihydroxy-2-(propan-2-yl)butanoate

Description

Stability Hygroscopic
Applications 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).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
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)

• Brand: TRC

Chemical properties

• Molecular weight: 299.36
• Formula: C₁₅H₂₅NO₅
• Color/Form: Neat
• 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: InChIKey=SFVVQRJOGUKCEG-OPQSFPLASA-N
• SMILES: CC(C)[C@@](O)(C(=O)OCC1=CCN2CC[C@@H](O)[C@@H]12)[C@@H](C)O