Lasiocarpine

For research use only. Not for therapeutic Use.

  • CAT Number: I030517
  • CAS Number: 303-34-4
  • Molecular Formula: C21H33NO7
  • Molecular Weight: 411.5
  • Purity: 98%
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Lasiocarpine (Cat.No:I030517) is a natural compound derived from the Chinese medicinal herb Lasiocarpus schmidtii. It exhibits various pharmacological properties, including anti-inflammatory, analgesic, and antipyretic effects. Lasiocarpine has been studied for its potential therapeutic applications, particularly in the treatment of inflammatory and immune-related disorders. Further research is ongoing to explore its mechanism of action and potential medical uses.


Catalog Number I030517
CAS Number 303-34-4
Synonyms

(-)-Lasiocarpine, 7-Angelyleuropine, AI3-51770, Europine 7-angelate, Lasiocarpine

Molecular Formula C21H33NO7
Purity 98%
Target Endogenous Metabolite
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 2,3,5,7alphabeta-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol-1-angelate-7-(2,3-dihydroxy-2(1-methoxyethyl))-3-methyl-butyrate
InChI InChI=1S/C21H33NO7/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21-/m0/s1
InChIKey QHOZSLCIKHUPSU-LPLKQDONSA-N
SMILES O=C(/C(C)=CC)O[C@H]1CCN2[C@@H]1C(COC([C@@](C(C)(O)C)(O)[C@H](C)OC)=O)=CC2
Reference

1: Luckert C, Braeuning A, Lampen A, Hessel-Pras S. PXR: Structure-specific activation by hepatotoxic pyrrolizidine alkaloids. Chem Biol Interact. 2018 May 25;288:38-48. doi: 10.1016/j.cbi.2018.04.017. Epub 2018 Apr 14. PubMed PMID: 29665350.
2: Forsch K, Schöning V, Disch L, Siewert B, Unger M, Drewe J. Development of an in vitro screening method of acute cytotoxicity of the pyrrolizidine alkaloid lasiocarpine in human and rodent hepatic cell lines by increasing susceptibility. J Ethnopharmacol. 2018 May 10;217:134-139. doi: 10.1016/j.jep.2018.02.018. Epub 2018 Feb 14. PubMed PMID: 29454024.
3: Fashe MM, Juvonen RO, Petsalo A, Räsänen J, Pasanen M. Species-Specific Differences in the in Vitro Metabolism of Lasiocarpine. Chem Res Toxicol. 2015 Oct 19;28(10):2034-44. doi: 10.1021/acs.chemrestox.5b00253. Epub 2015 Oct 2. PubMed PMID: 26395423.
4: Xia Q, Zhao Y, Von Tungeln LS, Doerge DR, Lin G, Cai L, Fu PP. Pyrrolizidine alkaloid-derived DNA adducts as a common biological biomarker of pyrrolizidine alkaloid-induced tumorigenicity. Chem Res Toxicol. 2013 Sep 16;26(9):1384-96. doi: 10.1021/tx400241c. Epub 2013 Aug 26. PubMed PMID: 23937665.
5: Xia Q, Chou MW, Edgar JA, Doerge DR, Fu PP. Formation of DHP-derived DNA adducts from metabolic activation of the prototype heliotridine-type pyrrolizidine alkaloid, lasiocarpine. Cancer Lett. 2006 Jan 8;231(1):138-45. PubMed PMID: 16356839.

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