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Table of Contents This preliminary prospectus supplement is not complete and may be changed. A registra on statement rela ng to these notes has beenfiled with the Securi es and ExchangeCommission and is effec ve. This preliminary prospectus supplement and the accompanying prospectus are not an offer to sell these notes and are not solici ng an offer to buy thesenotes in any jurisdic on where the offer or sale is not permi ed. Oracle Corpora on is offering $aggregate principal amount offloa ng rate notes due 2030 (the “Floa ng Rate Notes”), $aggregate principal amount of% notes due 2030 (the “2030 Fixed Rate Notes”), $aggregate principal amount of% notes due 2032 (the “2032 Fixed Rate Notes”), $aggregateprincipal amount of% notes due 2035 (the “2035 Fixed Rate Notes”), $aggregate principal amount of% notes due 2045 (the “2045 Fixed Rate Notes”),$aggregate principal amount of% notes due 2055 (the “2055 Fixed Rate Notes”) and $aggregate principal amount of% notes due 2065 (the “2065Fixed Rate Notes” and, together with the 2030 Fixed Rate Notes, the 2032 Fixed Rate Notes, the 2035 Fixed Rate Notes, the 2045 Fixed Rate Notes and the 2055 Fixed Rate Notes, the “FixedRate Notes”). We refer to the Floa ng Rate Notes and the Fixed Rate Notes collec vely as the “Notes.” The Floa ng Rate Notes will bear interest at afloa ng rate equal to Compounded SOFR (as defined herein), plus% per year. Interest on the Floa ng Rate Notes will bepayable quarterly on,,and, commencing,. The 2030 Fixed Rate Notes will bear interest at the rate of% per year, the 2032 Fixed Rate Notes will bear interest at the rate of% per year, the 2035 Fixed RateNotes will bear interest at the rate of% per year, the 2045 Fixed Rate Notes will bear interest at the rate of% per year, the 2055 Fixed Rate Notes will bear interest at therate of% per year and the 2065 Fixed Rate Notes will bear interest at the rate of% per year. Interest on the Fixed Rate Notes will be payable semi-annually onand, commencing,. The Floa ng Rate Notes will mature on, 2030, the 2030 Fixed Rate Notes will mature on, 2030, the 2032 Fixed Rate Notes will mature on, 2032, the2035 Fixed Rate Notes will mature on, 2035, the 2045 Fixed Rate Notes will mature on, 2045, the 2055 Fixed Rate Notes will mature on, 2055 and the 2065Fixed Rate Notes will mature on, 2065. We may not redeem the Floa ng Rate Notes prior to maturity. We may redeem the Fixed Rate Notes of any series, in whole or in part, at any me, each at the applicable redemp onprices indicated under the heading “Descrip on of the Notes—Op onal Redemp on” beginning on pageS-21of this prospectus supplement. The Notes will rank equally with all of ourother exis ng and future unsecured and unsubordinated indebtedness from me to me outstanding. Inves ng in the Notes involves risks. See “Risk Factors” beginning on pageS-5of this prospectus supplement and see Part I, Item 1A. “Risk Factors” of our Annual Report onForm10-Kfor thefiscal year ended May31, 2025, which is incorporated by reference herein, for a discussion of certain risks that should be considered in connec on with an investmentin the Notes. Neither the U.S. Securi es and Exchange Commission nor any state securi es commission has approved or disapproved of the Notes or determined if this prospectus supplement orthe accompanying prospectus is truthful or complete. Any representa on to the contrary is a criminal offense. The Notes will be issued in book-entry form only, in denomina ons of $2,000 and mul ples of $1,000 therea er. The Notes are new issues of securi es with no established tradingmarkets. We do not intend to apply for lis ng of the Notes on any securi es exchange. Table of Contents We have not, and the underwriters have not, authorized anyone to provide any informa on other than that contained or incorporated byreference in this prospectus supplement, the accompanying prospectus and any free wri ng prospectus prepared by or on behalf of us or to whichwe have referred you. We and the underwriters take no responsibility for, and can provide no assurance as to the reliability of, any otherinforma on that others may give you. We are not, and the underwriters are not, making an offer of these securi es in any jurisdic on where theoffer or sale of such securi es is not permi ed. You should assume that the informa on contained in this prospectus supplement, theaccompanying prospectus and the documents incorporated by reference herein or therein is accurate only as of their respec ve dates. Ourbusiness,financial condi on, results of opera ons and prospects may have changed since those dates. TABLE OF CONTENTS Prospectus Supplement About this Prospectus SupplementCau onary Note on Forward-Looking StatementsSummaryRisk FactorsUse of ProceedsCapitaliza onDescrip on of the NotesMaterial U.S. Federal Income Tax ConsequencesUnderwri ngValidity of Securi esExpertsWhere You Can Find More Informa on Prospectus Oracle Corpora onWhere You Can Find More Informa onC