NISTC15503874 Chemical Properties

Melting point:

178-180℃

Boiling point:

583.2±50.0 °C(Predicted)

Density 

1.32±0.1 g/cm3 (20 ºC 760 Torr)

solubility 

DMF: insol; DMSO: 1 mg/ml; Ethanol: insol; PBS (pH 7.2): 5 mg/ml

form 

A solid

pka

12.00±0.40(Predicted)

color 

White to off-white

CAS DataBase Reference

15503-87-4

NISTC15503874 Usage And Synthesis

Description

A pyrrolizidine alkaloid first isolated from Crotalaria usararnoensis E. G. Baker, this base has more recently been found in C. brevifolia and C. rnucronata. The alkaloid has [α]²⁰_D + 6.1° (c 0.38, EtOH) or + 7.1° (c 1.83, EtOH). It yields a picrate, m.p. 230- 2°C (dec.); picrolonate, m.p. 148-150°C (dec.); reineckate, m.p. 190-2°C (dec.) and methiodide, m.p. 229-230°C (dec.). Alkaline hydrolysis furnishes retronecine and retronecic acid, m.p. 177-9°C. It has been suggested that the base may be identical with Mucronatine (q.v.).

Definition

ChEBI: LSM-2938 is a macrolide.

Hazard

A poison.

References

Culvenor, Smith., Austral. J. Chern., 19,2127 (1966)
Sawhney et al., Ind. J. Chern., 5, 655 (1967)

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