(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate
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(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate
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CAS No:
6029-84-1
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Formula:
C15H25NO5
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Chemical Name:
(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate
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Synonyms:
(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate;(2S,3R)-2,3-Dihydroxy-2-(1-methylethyl)butanoic acid [(1S)-2,3,5,7aβ-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester;Rinderine;Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-;Rinderine-RM;Rinderine (Standard)
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CAS No:
Description
Rinderine is a member of pyrrolizines.
An alkaloid, also belonging to the pyrrolizidine group, this base has been found in Rindera baldshuanica Kusn. It forms colourless crystals from Me2CO and has [α]20D+ 24.62° (EtOH). Three non-phenolic hydroxyl groups are present and the alkaloid forms well crystalline salts with mineral acids, e.g. the hydrochloride, m.p. 152-3°C; hydrobromide, m.p. 123-4°C and the hydriodide, m.p. 118- 9°e. The structure may be deduced from the hydrolysis products which are heliotridine and (+ )-trachelanthic acid.
(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate Basic Attributes
299.36
299.36
17O052O4FA
Safety Information
REFERENCE CONCERNING THE PYRROLIZIDINE ALKALOIDS.[BULL LB ET AL; THE PYRROLIZIDINE ALKALOIDS; NORTH-HOLLAND, AMSTERDAM (1968)]|REFERENCE CONCERNING THE PYRROLIZIDINE ALKALOIDS.[SMITH LW, CULVENOR CJ; PLANT SOURCES OF HEPATO TOXIC PYRROLIZIDINE ALKALOIDS; J NAT PROD (LLOYDIA) 44(2) 129 (1981)]
(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1 -hydroxyethyl)-3-methyl-butanoate Use and Manufacturing
Rinderine is a pyrrolizidine alkaloid which are a class of compounds used as defense mechanisms in several plant families. Rinderine may be used by other insects, sequestered from food in use for their own defense and may also be found in some medicinal herb preparations.
...ANALYSIS OF PLANT MATERIAL FOR PYRROLIZIDINE ALKALOIDS IS BASED ON A GENERAL PROCEDURE FOR EXTRACTION OF THE TERTIARY BASE ALKALOIDS BEFORE AND AFTER REDUCTION OF THE ALKALOID N-OXIDES WHICH ARE ALSO USUALLY PRESENT. CULVENOR CCJ, SMITH LW; THE ALKALOIDS OF ERECTITES QUADRIDENTATA DC; AUSTR J CHEM 8: 556-561 (1955).|A (13)C NMR DATA BASE ON 30 PYRROLIZIDINE ALKALOIDS OF THE CROTALANE AND SENECANE SERIES AND A GROUP OF ALKALOIDS CONTAINING NON-CYCLIC ESTER FUNCTIONS IS PRESENTED.
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