CAS 303-34-4

(-)-Lasiocarpina

Descrizione:

(-)-Lasiocarpina è un alcaloide che si verifica naturalmente, derivato principalmente da varie specie vegetali, in particolare quelle del genere *Lasiocarpus*. È classificato come un alcaloide pirrolizidinico, caratterizzato da una struttura biciclica contenente un atomo di azoto. Questo composto mostra una gamma di attività biologiche, inclusa la potenziale epatotossicità e carcinogenicità, che hanno sollevato preoccupazioni riguardo alla sua sicurezza nell'esposizione umana e animale. (-)-Lasiocarpina è noto per la sua capacità di inibire determinati processi cellulari, rendendolo un argomento di interesse nella ricerca farmacologica. Il composto si trova tipicamente in quantità traccia in vari materiali vegetali e può essere estratto per studio. Le sue proprietà chimiche includono la solubilità in solventi organici e può subire trasformazioni metaboliche nei sistemi biologici. A causa del suo profilo tossicologico, (-)-Lasiocarpina è spesso studiato nel contesto della salute e sicurezza ambientale, in particolare in relazione alla sua presenza in rimedi erboristici e medicine tradizionali.

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]

Sinonimi:

• (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.

Formula: C₂₁H₃₃NO₇

Purezza: 98%

Colore e forma: Colourless To Beige Crystalline Solid

Peso molecolare: 411.49

Ref: TM-T20524

Lasiocarpine 100 µg/mL in Water

Prodotto controllato

CAS: 303-34-4

Formula: C₂₁H₃₃NO₇

Colore e forma: Single Solution

Peso molecolare: 411.4892

Ref: 04-A14593100WA-100

Pyrrolizidine alkaloids Mixture 661 100 µg/mL in Methanol

Prodotto controllato

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

Colore e forma: Mixture

Ref: 04-A50000661ME

Lasiocarpine

CAS: 303-34-4

Formula: C₂₁H₃₃NO₇

Purezza: 95%~99%

Peso molecolare: 411.495

Ref: BP-BP0845

Lasiocarpine

CAS: 303-34-4

Formula: C₂₁H₃₃NO₇

Peso molecolare: 411.50

Ref: 4Z-L-151001

Lasiocarpine-d3

CAS: 303-34-4

Formula: C₂₁H₃₀D₃NO₇

Peso molecolare: 414.51

Ref: 4Z-L-151003

Lasiocarpine

CAS: 303-34-4

Natural alkaloid

Formula: C₂₁H₃₃NO₇

Purezza: ≥ 95.0 % (HPLC)

Colore e forma: Powder

Peso molecolare: 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.

Formula: C₂₁H₃₃NO₇

Purezza: Min. 95%

Peso molecolare: 411.49 g/mol

Ref: 3D-FL168452