| Identification | Back Directory | [Name]
LYCOPSAMINE | [CAS]
10285-07-1 | [Synonyms]
Ccirs 9199
Ccris 9199
Lycopsamin
LYCOPSAMINE
(+)-Lycopsamine
Discontinued, see L487545
(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(7R)-7β-hydroxy-5,6,7,7aα-tetrahydro-3H-pyrrolizine-1-yl]methyl ester
(2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizine-7-yl]methyl ester
(1R-(1alpha,7(2S*,3S*),7Abeta))-(2,3,5,7A-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl 2,3-dihydroxy-2-(1-methylethyl)butanoate
Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1R,7ar)-2,3,5,7A-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (2S,3S)-
Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7A-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (1R-(1alpha,7(2S*,3S*),7abeta))- | [Molecular Formula]
C15H25NO5 | [MDL Number]
MFCD09260181 | [MOL File]
10285-07-1.mol | [Molecular Weight]
299.36 |
| Chemical Properties | Back Directory | [Melting point ]
41-44°C | [Boiling point ]
463.3±45.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
-20°C | [solubility ]
Chloroform, Ethanol | [form ]
Solid | [pka]
12.59±0.29(Predicted) | [color ]
Off-White |
| Hazard Information | Back Directory | [Description]
This amorphous pyrrolizidine alkaloid has been isolated from Arnsinckia hispida
(Ruiz et Pav.) Johnst., A. interrnedia Fisch & Mey, and A. lycopsoides Lehm. It
is dextrorotatory having [α]20D + 3.1 ° (c 5.98, EtOH). Alkaline hydrolysis yields
retronecine and viridifloric acid. | [Uses]
(+)-Lycopsamine, occurs in pyrrolizidine alkaloid-containing plants, which are the most common poisonous plants affecting livestock, wildlife, and humans. Thye are being known as hepatotoxins and tumorigens.
It has been shown that pyrrolizidine Alkaloid-Derived DNA Adducts, are the common biological biomarker of pyrrolizidine alkaloid-induced liver tumor formation. | [Definition]
ChEBI: Lycopsamine is a member of pyrrolizines. | [General Description]
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | [References]
Cu1venor, Smith., Austral. 1. Chern., 19, 1955 (1966) |
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Sigma-Aldrich
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