CAS 303-34-4

(-)-Lasiocarpina

Descripción:

(-)-Lasiocarpina es un alcaloide que se encuentra de forma natural, derivado principalmente de varias especies de plantas, particularmente aquellas del género *Lasiocarpus*. Se clasifica como un alcaloide pirrolizidínico, que se caracteriza por una estructura bicíclica que contiene un átomo de nitrógeno. Este compuesto exhibe una variedad de actividades biológicas, incluyendo potencial hepatotoxicidad y carcinogenicidad, lo que ha generado preocupaciones sobre su seguridad en la exposición tanto humana como animal. (-)-Lasiocarpina es conocido por su capacidad para inhibir ciertos procesos celulares, lo que lo convierte en un tema de interés en la investigación farmacológica. El compuesto se encuentra típicamente en cantidades traza en varios materiales vegetales y puede ser extraído para su estudio. Sus propiedades químicas incluyen solubilidad en disolventes orgánicos, y puede sufrir transformaciones metabólicas en sistemas biológicos. Debido a su perfil toxicológico, (-)-Lasiocarpina se estudia a menudo en el contexto de la salud y seguridad ambiental, particularmente en relación con su presencia en remedios herbales y medicinas tradicionales.

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

Clave 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%

Forma y color: Colourless To Beige Crystalline Solid

Peso molecular: 411.49

Ref: TM-T20524

Lasiocarpine 100 µg/mL in Water

Producto controlado

CAS: 303-34-4

Fórmula: C₂₁H₃₃NO₇

Forma y color: Single Solution

Peso molecular: 411.4892

Ref: 04-A14593100WA-100

Pyrrolizidine alkaloids Mixture 661 100 µg/mL in Methanol

Producto 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

Forma y color: 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)

Forma y color: 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