4970. Indospicine

Nomenclature

CAS number: 16377-00-7
(2S)-2,7-Diamino-7-iminoheptanoic acid; l-6-amidinonorleucine; l-2-amino-6-amidinohexanoic acid; l-α-amino-ε-amidinocaproic acid.
C7H15N3O2; mol wt 173.21.
C 48.54%, H 8.73%, N 24.26%, O 18.47%.

Description and references

Naturally occurring analog of arginine. Teratogenic and hepatotoxic factor found in extracts of Indigofera spicata Forsk (Indogofera endecaphylla Jacq.), Leguminosae. Isoln: M. P. Hegarty, A. W. Pound, Nature 217, 354 (1968). Isoln, structure and biological studies: eidem, Aust. J. Biol. Sci. 23, 831 (1970). Total synthesis: Culvenor et al., Aust. J. Chem. 24, 371 (1971). Review: M. P. Hegarty, Australas. J. Dermatol. 14, 35-38 (1973).

Chemical structure

Derivative

Monohydrochloride monohydrate.

Nomenclature

CAS number: 76467-71-5
C7H15N3O2.HCl.H2O; mol wt 227.69.
C 36.93%, H 7.97%, N 18.45%, O 21.08%, Cl 15.57%.

Properties

Needle-like crystals from aq ethanol, mp 131-134°. [α]D22 +18° (c = 1.1 in 5N HCl).