Dexpanthenol Racemic Impurity

Chemical Information
Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Panthenol exists as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol). While pantothenic acid is optically active, only the dextrorotatory form ([DB09357]) is biologically active. Dexpanthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium. Due to its good penetration and high local concentrations, dexpanthanol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.
| CAS Number | 16485-10-2 |
| PubChem CID | 4678 |
| IUPAC Name | 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide |
| Molecular Formula | C9H19NO4 |
| Molecular Weight | 205.25 |
| XLogP | -0.9 |
| Topological Polar Surface Area | 89.8 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 182 |
| Property | Value |
|---|---|
| Molecular Weight | 205.25 |
| XLogP3 | -0.9 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Exact Mass | 205.13140809 |
| Monoisotopic Mass | 205.13140809 |
| Topological Polar Surface Area | 89.8 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 182 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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