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CAS 303-34-4

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(-)-Lasiocarpine

Description:
(-)-Lasiocarpine is a naturally occurring alkaloid primarily derived from various plant species, particularly those in the genus *Lasiocarpus*. It is classified as a pyrrolizidine alkaloid, which is characterized by a bicyclic structure containing a nitrogen atom. This compound exhibits a range of biological activities, including potential hepatotoxicity and carcinogenicity, which have raised concerns regarding its safety in both human and animal exposure. (-)-Lasiocarpine is known for its ability to inhibit certain cellular processes, making it a subject of interest in pharmacological research. The compound is typically found in trace amounts in various plant materials and can be extracted for study. Its chemical properties include solubility in organic solvents, and it may undergo metabolic transformations in biological systems. Due to its toxicological profile, (-)-Lasiocarpine is often studied in the context of environmental health and safety, particularly in relation to its presence in herbal remedies and traditional medicines.
Formula:C21H33NO7
InChI:InChI=1/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
InChI key:InChIKey=QHOZSLCIKHUPSU-GTZNJGJUSA-N
SMILES:C(OC([C@@]([C@H](OC)C)(C(C)(C)O)O)=O)C=1[C@]2(N(CC[C@@H]2OC(/C(=C\C)/C)=O)CC1)[H]
Synonyms:
  • (1S,7aR)-7-({[2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate (non-preferred name)
  • (1S,7aR)-7-[({(2R)-2,3-dihydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoyl}oxy)methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate (non-preferred name)
  • (1S,7aR)-7-[({(2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoyl}oxy)methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate (non-preferred name)
  • (1S,7aR)-7-[({(2S)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoyl}oxy)methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate (non-preferred name)
  • (1S,7aR)-7-[({2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoyl}oxy)methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methylbut-2-enoate (non-preferred name)
  • (7alpha-Angelyloxy-5,6,7,8alpha-tetrahydro-3H-pyrrolizin-1-yl)methyl-2,3-dihydroxy-2-(1'-methoxyethyl)-3-methylbutyrate
  • (Z)-2-Methylcrotonic acid, 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutyrate (ester)
  • 2,3,5,7alphabeta-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol-1-angelate-7-(2,3-dihydroxy-2(1-methoxyethyl))-3-methyl-butyrate
  • 2-Butenoic acid, 2-methyl-, (1S,7aR)-7-[[(2R)-2,3-dihydroxy-2-[(1R)-1-methoxyethyl]-3-methyl-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (2Z)-
  • 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3R*),7a alpha))-
  • See more synonyms
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