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lasiocarpine

lasiocarpine Property

Melting point 96.5-97.0℃
alpha D -4° (10% alc)
Boiling point 531.2°C (rough estimate)
Density 1.21±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 1.5614 (estimate)
pka 11.99±0.29(Predicted)
Water Solubility 6.754g/L(temperature not stated)
Stability Stable, but is readily hydrolyzed in basic solution and readily oxidized by oxidizing agents. Reacts slowly with atmospheric oxygen.
LogP 1.280
EWG's Food Scores 1
FDA UNII S770100Q96
Proposition 65 List Lasiocarpine
IARC 2B (Vol. 10, Sup 7) 1987
EPA Substance Registry System Lasiocarpine (303-34-4)

Safety

Hazard and Precautionary Statements (GHS)

lasiocarpine Chemical Properties,Usage,Production

Description A hepatotoxic alkaloid found in Heliotropiurn lasiocarpurn, the base forms colourless leaflets from petroleum ether and has [α]²⁰_D - 4° (EtOH). It is readily soluble in C6H6 or EtOH but only slightly so in H20. On alkaline hydrolysis it furnishes angelic acid and heliotridine, C8H1302N, m.p. 116.5-118°C, forming a hydrochloride, m.p. 122-4°C and the benzoyl derivative hydrochloride, m.p. 180°C. On catalytic hydrogenation it yields a base, C13H230 2N, b.p. 123-5°Cj 8 mm; [α]_D + 3.8° (EtOH), yielding a crystalline picrate, m.p. 157 _9°C, and lasiocarpic acid, C8H160 S, m.p. 95-7°C; [α]_D + 10.6° (EtOH). The structure is therefore angelyllasiocarpylheliotridine, both hydroxyls in heliotridine being es terifie d
Chemical Properties colourless to beige crystalline solid
Uses Lasiocarpine is a hepatotoxic and carcinogenic food contaminant.
General Description Colorless plates or beige crystalline solid.
Air & Water Reactions Decomposes slowly on standing in air at room temperature. Insoluble in water.
Reactivity Profile lasiocarpine is readily hydrolyzed by alkali. Reacts readily with oxidizing agents. Reacts slowly with atmospheric oxygen .
Health Hazard ACUTE/CHRONIC HAZARDS: When heated to decomposition lasiocarpine emits toxic fumes of nitrogen oxides.
Fire Hazard Flash point data for lasiocarpine are not available; however, lasiocarpine is probably combustible.
References Men'shikov., Ber., 65,974 (1932)

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分析试剂标准品
C21H33NO7
化合物 T20524
毛果天芥菜鹼
毛果天芥菜碱
303-34-4
Lasiocarpine-RM
Lasiocarpine in methanol
2-Butenoic acid,2-methyl-,(1S,7aR)-7-[[(2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methyl-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ylester, (2Z)-
Europine 7-angelate
AI3-51770
7-Angelyleuropine
(-)-Lasiocarpine
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)-
Lasiocarpin
Nsc30625
Aids-002693
Aids002693
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
(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)]-
lasiocarpine