Forex dealers said bleeding domestic stocks and a weakening bond market firming up the dollar in turn, weighed upon the rupee.
Foreign institutional investors pulled out Rs 86.66 crore from local stocks today, as per provisional BSE data.
"The pressure on rupee was mainly built due to fag-end buying by some foreign banks and importers. Bond markets were seen slumping, which in turn pushed up the dollar and hit the local currency.
The rupee commenced weak today at 56.55, below Friday's close of 56.55 against the dollar at the Interbank Foreign Exchange (Forex) market.
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It hovered in a range of 56.40-56.83 before before settling at 56.76, a fall of 26 paise, or 0.46 per cent from its previous close. Rupee has fallen by nearly 120 paise in the last five days.
This comes precariously close to rupee's all time low of 57.32 touched last June-end.
The dollar index, a gauge of six major global rivals, was down by 0.18 per cent.
"In spite of dollar weakness and recovery in euro, rupee depreciated, showing internal demand pressure. The hawkish statement by the RBI Governor (D Subbarao) has turned the sentiment for rupee, helping it to touch 56.81 levels," consulting firm India Forex Advisors said in a statement.
Meanwhile, the BSE benchmark Sensex closed 149.82, or 0.76 per cent lower at 19,610.48 today.