During our continuing investigation of Coccinellidae alkaloids [l, 2,3] about 20,000 specimens of Hippodamia convergens were collected in Central California in September 1971. Fractionation of the methanolic extract by solvent partitions and repeated column chromatography afforded two novel alkaloids, hippodamin (I) and convergin (11) in a ratio of about 1 : 2. 'The mass spectrum of hippodamin (I) indicates an empirical formula Cl3HZ3N and shows a fragmentation pattern nearly identical to that of the known alkaloid precoccinellin (111) [l] (that has been shown [2] to be 2-methyl-cis,trans,cis-perhydro9b-azaphenalene with the methyl group equatorial [4]) from which it is readily differentiated by TLC and minor features of the IR spectrum. The pmr spectra of 1 and I11 are likewise very similar, strongly suggesting that 1 is a stereoisomer of 111. The observation that hippodamin N-oxide and hippodamin hydrochloride are devoid of optical activity even at 300 nm establishes that I is either a symmetrical entity like 111 or a racemic mixture. The first hypothesis is excluded by the I3C NMR spectrum of hippodamin N-oxide, displaying chemical shifts very close to those observed for coccinellin (precoccinellin N-oxide) [2] but where the number of signals clearly establishes the lack of symmetry. We therefore propose that hippodamin is a 2-methyltrans, cis, cis-perhydro-9b-azaphenalene, found as a racemic mixture.The molecular weight of convergin (11) (M' = 209 by M.S.) is consistent with the formula C, ,Hz3N0. Its IR spectrum (5 % in chloroform) shows a prominent carbonyl band at 1680cm-' as well as a broad absorption at about 3200cm-I attributed to N-H stretching, as confirmed by acetylation of I1 to an N-acetyl derivative (~,=~1700, 1650 cm-I). The shift of the ketone carbonyl frequency implies the existence of a strong transannular interaction in 11. Convergin hydrochloride is devoid of carbonyl (by IR) and exists thus as the carbinolamine salt, a type of behaviour well documented by Leonard[5]. Treatment of convergin with LAH in refluxing THF affords in nearly quantitative yield an optically inactive derivative identical in all respects with natural hippodamin. The carbinolamine form of convergin is thus an hydroxyhippodamin with the OH function at a ring junction.