It appears that 4 of the missiles Russia aimed at Syria actually crashed in Iran. Iran and Russia have not admitted the full extent of Putin's failure.
Several hours ago a force of four Russian ships in the Caspian Sea fired 26 cruise missiles 1,500 km to hit 11 Islamic State targets in Syria. The ships were the Gepard class frigate Dagestan and Bauyan-M class corvettes, Grad Sviyazhsk, Uglich and Veliky Ustyug. The missiles they launched from their VLS were Klubs.
The firing of the Klubs a day ago represent a Russian gesture that Russia is now a major player in Middle East interventionist, power politics. The US, with its presumption that it controls how interventions go, is unnerved by the rapid escalation of Russian military force in the hithertoo US dominated Middle East.
Only a week ago it was the beginning of Russian fighter-bomber airstrikes over Syria. Now it is regional missile overflights - overflying the US client state of Iraq. Russia flying missiles over oil important Iran and Iraq presents quite a geo-political-economic headache for the US.
Russia is very much aligning itself with religiously Shiite (Islamic) dominated Iran, Assad's Syria and Iraq. This unnerves the Sunni (Islamic) states that the US protects, including Saudi Arabia, Kuwait, the UAE and also Turkey (a country less religious but still mainly Sunni). Meanwhile Israel may welcome Russia providing support to Assad's rule in Syria. Even though Israel doesn't like Assad Israel would see the anarchy of terrorist groups (including IS) "ruling" Syria as worse than Assad.
The missiles were launched from the Caspian Sea. Russia already had permission from Iran and Iraq to overfly their territory. The Assad government was pre-briefed by Russia about the missile strikes on IS. (Map courtesy RT)
Airstrikes by Russia and the US coalition as at October 5, 2015. Note both Russia and the US have targeted the IS headquarters at Raqqa and IS near Aleppo. (Map courtesy BBC).