Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 14

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 14
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 $1.0512 per share of common stock. This represents an immediate increase in the as adjusted pro forma historical net tangible book value of $1.0512 per share to our existing stockholders and an immediate and substantial dilution in net tangible book value of $1.1388 per share to new investors. The following table illustrates this hypothetical per share dilution:

| Offering price per share of Common Stock Underlying the Series A Preferred Stock and Accompanying Warrant 
 Pro forma net tangible book value per share as of June 30, 2025 after giving effect to the Pro            
 Forma Adjustments                                                                                         |     |   |    2.19 
 (0.0002 | ) |
|:----------------------------------------------------------------------------------------------------------|:----|:--|--------:|:--|
| Increase in pro forma net tangible book value per share attributable to the offering                      |     | $ |  1.0512 |   |
| As adjusted pro forma net tangible book value per share after giving effect to this offering              |     | $ |  1.0512 |   |
| Dilution per share to new investors participating in the offering                                         |     | $ |  1.1388 |   |

The table above is based on 458,650 shares of common stock outstanding as of June 30, 2025, and an additional 3,322,842 shares issued from zero exercise price warrant exercises through August 22, 2025, and excludes the following:

| ● | 2,758,954                                                                                                                              
 warrants to purchase an equal number of shares of common stock at an exercise price of $1.97 per share, and also that allow the holder 
 of such warrants to also effect an alternative form of cashless exercise on or after the initial exercise date whereby the aggregate   
 number of shares of common stock issuable in such alternative form of cashless exercise pursuant to any given notice of exercise       
 shall equal the product of (x) the aggregate number of shares of common stock that would be issuable upon exercise of the warrant      
 in accordance with the terms of the warrant if such exercise were by means of a cash exercise rather than a cashless exercise and      
 (y) 2.0 (a “Zero Exercise Price Exercise”). A Zero Exercise Price Exercise for the warrants will result in the issuance                
 of two (2) shares for no additional consideration.                                                                                     |
| ● | 22,430                                                                                                                                 
 warrants to purchase an equal number of shares of