We continued research on the chemical composition of Dracocephalum heterophyllum. In a previous communication, we reported the isolation of a triterpenoid (ursolic acid) and the flavonoids chrysosplenetin (4 ,5-dihydroxy-3,6,7,3 tetramethoxyflavone), diosmetin (5,7,3 -trihydroxy-4 -methoxyflavone), luteolin (5,7,3 ,4 -tetrahydroxyflavone), and linarin (acacetin 7-O-rutinoside) from the EtOAc fraction of the EtOH extract [1]. The eighth and ninth fractions obtained from separation of the EtOAc fraction [1] were re-chromatographed over silica gel. Compounds were eluted by a gradient of EtOAc:MeOH (10:1–0:1) to afford four fractions. The second and third fractions were chromatographed over a column of LH-20 Sephadex with elution by MeOH:H2O (4:1) to afford 1 (7 mg) and 2 (8 mg). Column chromatography over silica gel with elution by a gradient of hexane:CHCl3 and recrystallization were used to separate and purify the CHCl3 fraction into compounds 3–6. The n-BuOH fraction (20 g) was separated using a column of D101 ion-exchange resin. Compounds were eluted successively by H2O and EtOH solutions (30 and 80%). The third fraction was chromatographed over an ODS column using MeOH:H2O (20, 35, 50, 65, and 80%) eluents to produce five fractions. The fifth fraction was also purified using pure MeOH over a column of LH-20 Sephadex to afford 7 (15 mg) and 8 (13 mg). The chemical composition of the hexane fraction was studied by dissolving it in petroleum ether [1]. The resulting extract was evaporated to half the volume and cooled. The resulting precipitate was filtered off and dried to constant mass. The filtrate was analyzed by GC-MS on an Agilent 7890A-5975C GC-MS using an HP-5MS column (30 m 0.25 mm 0.25 m). Samples (1 L) were injected at a 30:1 ratio. The GC operating parameters were as follows: ionization energy 70 eV, initial temperature 60°C for 2 min, increase to 260°C at 5°C/min and hold for 5 min, increase to 300°C at 5°C/min and hold for 8 min. Constituents were determined by comparing retention times and mass spectra with data in the NIST and Wiley electronic libraries. Table 1 presents the results for volatile compounds of the hexane fraction. The precipitate was chromatographed over a column of silica gel to afford three fractions. GC-MS analysis of the first fraction identified the following components: eicosane (65.8%); 2,2 -methylene-bis-6-(1,1-dimethylethyl)-4-methylphenol (17.8%); and 1,2-benzenedicarboxylic acid mono(ethylhexyl) ester (16.4%). Stigmasterol (4) and -sitosterol (5) were observed in the second and third fractions. The structures of 1–8 were elucidated using spectral data (1D NMR and ESI-MS) and comparisons with the literature [2–9]. TLC was used to monitor elution of compounds from the column using NH3 vapor and H2SO4 in EtOH solution (5%) as detectors. Diosmetin 7-O-glucopyranoside (1) and diosmetin-7-O-rutinoside (2) were isolated for the first time from the genus Dracocephalum. Stigmasterol (4), -sitosterol (5), quercetin (7), and kaempferol (8) were isolated for the first time from this plant.