Disclosed herein is an information processing apparatus which arithmetically operates a characteristic amount of content data, including: first arithmetic operation means for using a low level characteristic amount extraction expression to arithmetically operate the low level characteristic amount; second arithmetic operation means for using a high level characteristic amount extraction expression to arithmetically operate the high level characteristic amount; calculation means for calculating an error between the high level characteristic amount and a high level characteristic amount obtained in advance and corresponding to the content data; production means for producing an error estimation expression by learning wherein the error calculated by the calculation means is used as teacher data; and arithmetic operation control means for applying, when the high level characteristic amount corresponding to the content data is to be acquired, the low level characteristic amount to the error estimation expression.