For research use only. Not for therapeutic Use.
<p>It is an alkaloid used for obtaining models of hepatitis and cirrhosis of the liver.</p><br />Pyrrolizidine alkaloid,<!–C<SUB>16</SUB>H<SUB>27</SUB>NO<SUB>5</SUB>–> from plants of the <I>Heliotropum</I> genus, Boraginaceae.</br><p>A single administration of 40 mg/100 g (s.c.) on rats causes an experimental hepatitis for 20 days. <br>Recommended doses for an experimental cirrhosis: <br>- 1st week: 20 mg/100 g every other day; <br>- 2nd week: 15 mg/100 g every other day; <br>- 3rd week: 10 mg/100 g every other day.</p></br>
| Catalog Number | R045434 |
| CAS Number | 303-33-3 |
| Synonyms | (2S)-2-Hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoic Acid [(1S,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl Ester; ?[1S-[1α,7[R*(S*)],7aα]]-2-Hydroxy-2-(1-methoxyethyl)-3-methylbutanoic Acid (2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrol |
| Molecular Formula | C16H27NO5 |
| Purity | ≥95% |
| Storage | Store at RT |
| IUPAC Name | [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate |
| InChI | InChI=1S/C16H27NO5/c1-10(2)16(20,11(3)21-4)15(19)22-9-12-5-7-17-8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+/m1/s1 |
| InChIKey | LMFKRLGHEKVMNT-UJDVCPFMSA-N |
| SMILES | CC(C)C(C(C)OC)(C(=O)OCC1=CCN2C1C(CC2)O)O |
| Reference | – Silvingham et al., Teratogenesis, Carcinogenesis and Mutagenesis (1988). 8:205<br /><br />- Bruggeman et al., /Induction of SCEs by some pyrrolizidine alkaloids in V79 Chinese Hamster cells co-cultured with chick embryo hepatocytes./ Mutation Res. (1985). 142:209-212<br /><br />- Schoental et al., /The effects of the pyrrolizidine alkaloid, heliotrine, and nicotinamide on the concentration of plasma insuline and blood glucose in the rat./ Biochem. Soc. Trans. (1976). 4(4):649-650<br /><br />- Schoental et al., Cancer Res. (1975). 35:2020-2024<br /><br />- Maltsev. /Study of enzyme oxidative-reducing activity in rat liver in heliotrine chronic intoxication./ Pharmacol. and Toxicol. (1971). 2:228-231<br /><br />- Bull et al., /The chronic pathological effects on the liver of the rat of the pyrrolizidine alkaloids heliotrine, lasiocarpine, and their N-oxides./ J. Path. Bact. (1959). 78:483-502<br /><br /><br /><br /> |
