To study the chemical constituents of the viscera of Apostichopus japonicus,column chromatography,such as silica gel,ODS columns,semipreparative HPLC,and Sephadex LH-20 column chromatography,has been used to isolate the secondary metabolites.Their structures were characterized on the basis of multiple spectrometric and spectroscopic techniques,including ¹H NMR,¹³C NMR,HSQC,HMBC,¹H-¹H COSY,NOESY,and HR-ESI-MS.As a result,fourteen compounds were isolated from the 95% ethanol extract of the viscera of A. japonicus.These compounds were identified as (E)-dec-5-en-1-yl sulfate (1),(Z)-dec-5-en-1-yl sulfate (2),7-methyloctyl sulfate (3),(S)-2,6-dimethylheptyl sulfate (4),N-lactoyl-phenylalanine (5),(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (6),(1R,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (7),L-phenylalanine (8),tyramine (9),tryptamine (10),L-tryptophan (11),8-oxo-tryptamine (12),3-(2-aminoethyl)-3-hydroxyindolin-2-one (13),β-carboline (14).Compound 1 was a novel compound.Compounds 5-14 were obtained from A. japonicus for the first time.