“that from the going forth of the commandment.” Part of the problem with knowing the time frame that Gabriel is speaking about is that we today do not know when that commandment occurred. There were different commandments given, and the subject is hotly debated.
“the Anointed One, the ruler.” This refers to Jesus Christ (cp. C. F. Keil and F. Delitzsch, Commentary on the Old Testament: Daniel. See also Stephen Miller, The New American Commentary: Daniel). The Jews today, along with many other scholars, do not think that the Anointed One in Daniel 9:25 is the Messiah, and the evidence is that most of them at the time of Christ did not think that either, although some of the more spiritual among them certainly could have (cp. Alfred Edersheim, The Life and Times of Jesus the Messiah, Appendix IX, “List of Old Testament Passages Messianically Applied in Ancient Rabbinic Writings”). But the purpose of Scripture is to point to the Messiah, and many conservative scholars agree that the Anointed One is Jesus Christ.
“be 7 weeks, and 62 weeks.” The 7 weeks (49 years) and 62 weeks (434 years) add up to 69 weeks (483 years). But the angel had said “70 weeks” (Dan. 9:24), so in this counting the last “week” is missing. It is also important to note that the 69 weeks are broken into two periods, 7 weeks and 62 weeks, with the 62 weeks coming last. This verse is one of the great keys leading to the conclusion that the “weeks” are not just common 7-day weeks, but “weeks” of years, and thus the total time period is 483 years. The “Anointed One” is the Messiah, Jesus Christ. He will be “cut off,” killed, at the end of the 69th week.
The 70th “week” is the seven years of the Tribulation, and it is counted separately from the 69 weeks. There is no explanation for this separation given in the Old Testament, but we today know that between the year the Messiah was killed and the year that starts the 7 years of the Great Tribulation, God placed the “Administration of Grace,” which was a secret time (Eph. 3:2-6, 9). There is quite a bit of information about the Great Tribulation written in the Bible (see commentary on Dan. 12:1).