Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 13

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 13
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 Accordingly, we retain broad discretion over the use of the net proceeds from this offering. The precise amount and timing of the application of such proceeds will depend upon our liquidity needs and the availability and cost of other capital over which we have little or no control. As of the date of this prospectus supplement, we cannot specify with certainty all of the particular uses, and the respective amounts we may allocate to those uses, for the net proceeds we receive.

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<div align='center'>DILUTION</div>

If you invest in this offering, your ownership interest will be diluted immediately to the extent of the difference between the effective offering price per share of Common Stock underlying the Series A Preferred Stock and the as adjusted pro forma historical net tangible book value per share of our common stock after this offering.

Our historical net tangible book value as of June 30, 2025, was a deficit of $0.8 million, or ($0.0017) per share of common stock based on 458,650 shares of common stock outstanding as of June 30, 2025. Historical net tangible book value per share is calculated by subtracting our total liabilities from our total tangible assets, which is total assets less intangible assets, and dividing this amount by the number of shares of common stock outstanding as of such date.

After giving effect to the issuance of 3,322,842 shares of common stock issued from zero exercise price warrant exercises after June 30, 2025 through August 22, 2025, our pro forma net tangible book value as of June 30, 2025 was $0.8 million, or ($0.0002) per share of common stock (collectively, the “Pro Forma Adjustments”).

After giving effect to the issuance and sale of 10,650 shares of Series A convertible preferred stock, assuming the conversion in full of the 10,650 shares of Series A Preferred Stock into an aggregate of 4,863,013 shares of common stock immediately upon issuance at the initial conversion price of $2.19 per share, without giving effect to the limitations on issuance, including but not limited to the Beneficial Ownership Limitation, but no exercise of any related Warrants or placement agent warrants for aggregate net proceeds of $9.9 million, after deducting placement agent fees and estimated offering expenses payable by us, our as adjusted pro forma historical net tangible book value as of June 30, 2025 was $8.64 million, or