Earlier, the market traded positive most of the session on value buying in recently drubbed shares on the back of mixed Asian cues taking the index above 8,600-level, later succumbed to intense selling pressure following reports of unlikely passage of key GST bill amid stalled monsoon parliament sessions as the key index went down-hill to mark 8,497.80 during the trade.
Dismal earning results of key blue-chips and falling crude also added to the nervousness.
While, Realty and Financials garnered buying activity.
Elsewhere, Asian stocks ended mixed while the European market were trading lower.
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The broader 50-share Nifty opened higher at 8,577.00 and hovered between 8,621.55 and 8,497.80 before ending at 8,525.60, showing a fall of 39.00 points or 0.46 per cent.
Major losers were ONGC (2.76 per cent), M&M (2.20 per cent), Tata Motors (1.96 per cent), NTPC (1.87 per cent), IDEA (1.83 per cent), Coal India (1.63 per cent) and Reliance (1.57 per cent).
Turnover in the cash segment dropped to Rs 16,378.84 crore compared with Rs 17,508.76 crore last Friday.
A total of 9,456.99 lakh shares changed hands in 77,33,302 trades and the total market capitalisation of NSE stood at Rs 1,02,53,204 crore.