The Bombay Stock Exchange 30-share gauge after opening on a better note, rose to touch a high of 20,890.48 points.
However, emergence of profit-taking shaved off gains and the index closed at 20,693.24 points, logging a fall of 94.06 points, or 0.45 per cent. This is its lowest closing since 20,612.14 on December 17, 2013.
Infosys (1.62 per cent), RIL (1.49 per cent) and TCS (1.4 per cent) contributed most to the decline in Sensex. Tata Steel, Tata Power and Hindalco led the 18 index stocks lower.
The barometer has lost over 477 points in five sessions.
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On the similar lines, the 50-share NSE index Nifty also moved down by 29.20 points, or 0.47 per cent, to 6,162.25, after touching the day's high of 6,221.50. Also, SX40 index, the flagship index of MCX-SX, closed 52.78 points down at 12,338.18.
Brokers said trading sentiment remained subdued for the major part of the session as cautious participants indulged in trimming their positions ahead of quarterly earnings season, beginning later this week.
"Stock specific action will be guided by upcoming quarterly result expectation and actual results," said Milan Bavishi, Head Research, Inventure Growth and Securities.
Among sectoral indices, the BSE Metal sector suffered the most by losing 1.68 per cent, followed by Realty index (1.65 per cent), Oil & Gas index (1.37 per cent) and IT index (1.29 per cent).