CAS No 303-34-4 , 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)-

Name: 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)-
Synonyms: 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)-; 7-Angelyleuropine; NSC 30625;2-Butenoicacid, 2-methyl-,7-[[2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ylester, [1S-[1a(Z),7[S*(R*)],7aa]]-;(-)-Lasiocarpine; Lasiocarpine (6CI,7CI,8CI); Europine 7-angelate;
CAS Registry Number:303-34-4
Melting Point: 97 C
Flash Point: 268.1°C
Boiling Point: 519.8°Cat760mmHg
Density: 1.21g/cm³
Refractive index: 1.544
Safety Statements: Suspected carcinogen with experimental carcinogenic data. Poison by ingestion, intravenous, intraperitoneal, and parenteral routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.
Flash Point: 268.1°C
Molecular Weight: 411.55
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
Molecular Formula: C21H33 N O7
Molecular Structure:

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References of 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)-

Title: Lasiocarpine
CAS Registry Number: 303-34-4
CAS Name: (2Z)-2-Methyl-2-butenoic acid (1S,7aR)-7-[[(2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methyl-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester
Molecular Formula: C21H33NO7
Molecular Weight: 411.49
Percent Composition: C 61.30%, H 8.08%, N 3.40%, O 27.22%
Literature References: Hepatotoxic pyrrolizidine alkaloid isolated from Heliotropium lasiocarpum Fish. et C. Mey. Boraginaceae: G. Menschikoff, Ber. 65, 974 (1932), C.A. 26, 48183 (1932), G. Menschikoff, J. Schdanowitsch, Ber. 69, 1110 (1936), C.A. 30, 52279 (1936). Structure: L. J. Drummond, Nature 167, 41 (1951); R. Adams, B. L. VanDuvren, J. Am. Chem. Soc. 76, 6379 (1954). Review and evaluation of studies of carcinogenicity and toxicity in laboratory animals: IARC Monographs 10, 281-290, 333-342 (1976). Comprehensive reviews: L. Bull et al., The Pyrrolizidine Alkaloids (North-Holland, Amsterdam, 1965) 293 pp; F. L. Warren in The Alkaloids vol. 12, R. H. F. Manske, Ed. (Academic Press, New York, 1970) pp 245-331; D. J. Robins, Fortschr. Chem. Org. Naturst. 41, 115-203 (1982).
Properties: Colorless leaflets from petr ether. mp 94-95.5°. [a]D -4° (10% alc). Sol on ether, alc, benzene; difficultly sol in water.
Melting point: mp 94-95.5°
Optical Rotation: [a]D -4° (10% alc)