CAS 303-34-4

(-)-Lasiocarpina

Descrição:

(-)-Lasiocarpina é um alcaloide que ocorre naturalmente, derivado principalmente de várias espécies de plantas, particularmente aquelas do gênero *Lasiocarpus*. É classificado como um alcaloide pirrolizidínico, que é caracterizado por uma estrutura bicíclica contendo um átomo de nitrogênio. Este composto exibe uma variedade de atividades biológicas, incluindo potencial hepatotoxicidade e carcinogenicidade, o que levantou preocupações sobre sua segurança na exposição tanto humana quanto animal. (-)-Lasiocarpina é conhecido por sua capacidade de inibir certos processos celulares, tornando-se um assunto de interesse na pesquisa farmacológica. O composto é tipicamente encontrado em quantidades traço em vários materiais vegetais e pode ser extraído para estudo. Suas propriedades químicas incluem solubilidade em solventes orgânicos, e pode passar por transformações metabólicas em sistemas biológicos. Devido ao seu perfil toxicológico, (-)-Lasiocarpina é frequentemente estudado no contexto da saúde e segurança ambiental, particularmente em relação à sua presença em remédios herbais e medicamentos tradicionais.

Fórmula: 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

Chave InChI: 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]

Sinónimos:

• (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))-
• 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*),7aalpha))-
• 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-[1α(Z),7[S*(R*)],7aα]]-
• 2?Butenoic acid, 2-methy-,(1S,7aR)-7-(((2R)-2,3-dihydroxy-2-((1S)-1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-ester, (2Z)-
• 7-({[2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl 2-methylbut-2-enoate (non-preferred name)
• 7-Angelyleuropine
• Ai3-51770
• Ccris 355
• Europine 7-angelate
• Heliotridine ester with lasiocarpum and angelic acid
• Hsdb 6062
• Nci-C01478
• Nsc 30625
• RCRA waste no. U143
• RCRA waste number U143
• Lasiocarpine
• (-)-Lasiocarpine
• 2-Methyl-2-butenoic acid 7-[[2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy]methyl]-2,3,5,7A-tetrahydro-1H-pyrrolizin-1-yl ester
• Lasiocarpin
• Aids-002693
• (Z)-2-Methyl-2-butenoic acid (1S)-7-[[[(2R)-2,3-dihydroxy-2-[(S)-1-methoxyethyl]-3-methylbutanoyl]oxy]methyl]-2,3,5,7aβ-tetrahydro-1H-pyrrolizin-1-yl ester
• 2-Butenoic acid, 2-methyl-, 7[[(2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy] methyl]-2,3,5,7a-tetrahydro-1H-prrolizin-1-yl ester, [1S-[1alpha(Z), 7(2S*, 3R*), 7aalpha)]-
• Nsc30625

Lasiocarpine

CAS: 303-34-4

Lasiocarpine is a pyrrolizidine alkaloid, it has acute cytotoxicity in human and hepatic cell lines.

Fórmula: C₂₁H₃₃NO₇

Pureza: 98%

Cor e Forma: Colourless To Beige Crystalline Solid

Peso molecular: 411.49

Ref: TM-T20524

Lasiocarpine 100 µg/mL in Water

Produto Controlado

CAS: 303-34-4

Fórmula: C₂₁H₃₃NO₇

Cor e Forma: Single Solution

Peso molecular: 411.4892

Ref: 04-A14593100WA-100

Pyrrolizidine alkaloids Mixture 661 100 µg/mL in Methanol

Produto Controlado

CAS: 101687-28-9, 10285-06-0, 10285-07-1, 127-30-0, 130-01-8, 13268-67-2, 15503-86-3, 2318-18-5, 303-33-3, 303-34-4, 38710-26-8, 41093-89-4, 480-54-6, 480-81-9, 520-68-3, 570-19-4, 6209-65-0, 65582-53-8, 72755-25-0, 95462-14-9, 95462-15-0

Cor e Forma: Mixture

Ref: 04-A50000661ME

Lasiocarpine

CAS: 303-34-4

Fórmula: C₂₁H₃₃NO₇

Pureza: 95%~99%

Peso molecular: 411.495

Ref: BP-BP0845

Lasiocarpine

CAS: 303-34-4

Fórmula: C₂₁H₃₃NO₇

Peso molecular: 411.50

Ref: 4Z-L-151001

Lasiocarpine-d3

CAS: 303-34-4

Fórmula: C₂₁H₃₀D₃NO₇

Peso molecular: 414.51

Ref: 4Z-L-151003

Lasiocarpine

CAS: 303-34-4

Natural alkaloid

Fórmula: C₂₁H₃₃NO₇

Pureza: ≥ 95.0 % (HPLC)

Cor e Forma: Powder

Peso molecular: 411.5

Ref: 5G-80412

Lasiocarpine

CAS: 303-34-4

Lasiocarpine is a pyrrolizidine alkaloid, a naturally occurring chemical compound primarily found in certain plant families like Boraginaceae. It is derived from these plants as a secondary metabolite, typically as a defense mechanism against herbivores. The mode of action of Lasiocarpine involves the inhibition of nucleic acid synthesis. It undergoes metabolic bioactivation in the liver to form reactive intermediates that can alkylate DNA, leading to mutagenic and carcinogenic effects. This biochemical activity has been extensively studied due to its implications in toxicology.

Fórmula: C₂₁H₃₃NO₇

Pureza: Min. 95%

Peso molecular: 411.49 g/mol

Ref: 3D-FL168452