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76200

Sigma-Aldrich

D-Panthenol

≥98.0% (NT)

Synonym(s):

(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide, (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide, D-Pantothenyl alcohol, Dexpanthenol, Provitamin B

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About This Item

Empirical Formula (Hill Notation):
C9H19NO4
CAS Number:
Molecular Weight:
205.25
Beilstein:
1724947
EC Number:
MDL number:
UNSPSC Code:
12352104
PubChem Substance ID:
NACRES:
NA.28

biological source

synthetic

Assay

≥98.0% (NT)

form

liquid

optical activity

[α]20/D +30±1°, c = 5% in H2O

impurities

≤0.002% heavy metals
≤0.5% 3-aminopropanol

ign. residue

≤0.1% (as SO4)

color

colorless

refractive index

n20/D 1.496-1.500

density

1.20 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(CO)[C@@H](O)C(=O)NCCCO

InChI

1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1

InChI key

SNPLKNRPJHDVJA-ZETCQYMHSA-N

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Application


  • The combination of allantoin, bisabolol, D-panthenol and dipotassium glycyrrhizinate mitigates UVB-induced PGE(2) synthesis by keratinocytes.: This study investigates the protective effects of D-panthenol, combined with other compounds, against UVB-induced inflammation in keratinocytes. The results highlight D-panthenol′s role in skin care formulations aimed at reducing UV-induced damage and inflammation (Tan et al., 2024).

  • Protective Effect of D-Panthenol in Rhabdomyolysis-Induced Acute Kidney Injury.: This research explores the protective properties of D-panthenol in mitigating acute kidney injury caused by rhabdomyolysis. The findings suggest potential therapeutic applications for D-panthenol in renal protection and recovery (Semenovich et al., 2022).

  • Alpha-Glycerylphosphorylcholine and D-Panthenol Eye Drops in Patients Undergoing Cataract Surgery.: This clinical study examines the efficacy of eye drops containing D-panthenol in patients undergoing cataract surgery, demonstrating its potential to enhance postoperative recovery and eye health (Martone et al., 2022).

  • Common Cosmetic Compounds Can Reduce Air Pollution-Induced Oxidative Stress and Pro-Inflammatory Response in the Skin.: This study highlights the role of D-panthenol in protecting the skin against oxidative stress and inflammation caused by air pollution, emphasizing its importance in cosmetic formulations for urban environments (Hergesell et al., 2022).

Biochem/physiol Actions

D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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X Hui et al.
International journal of cosmetic science, 29(4), 277-282 (2008-05-21)
The in vitro absorption of panthenol into and through the human nail was examined in this study. Panthenol, the alcohol form of pantothenic acid (vitamin B5), is believed to act as a humectant and improve the flexibility and strength of
C F Zanatta et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(1), 70-75 (2009-09-22)
Considering the belief that natural lipids are safer for topical applications and that carotenoids are able to protect cells against photooxidative damage, we have investigated whether topical creams and lotions, produced with Buriti oil and commercial surfactants, can exert photoprotective
Daisaku Kobayashi et al.
Journal of pharmacological sciences, 115(2), 230-234 (2011-01-25)
It has been reported that pantothenic acid (vitamin B5) and panthenol, an alcohol derivative of pantothenic acid, have beneficial moisturizing effects on the skin. However, few studies have investigated the mechanism of action of pantothenic acid on skin tissues. We
D Hoeller Obrigkeit et al.
Cutaneous and ocular toxicology, 25(1), 13-22 (2006-05-17)
To investigate the effect of cell growth-stimulating agents on human epidermal keratinocytes, we exposed monolayers of normal human keratinocytes derived from foreskin to different concentrations of the amino acid L-cystine, the member of the vitamin B family D-pantothenat, the phytosterol
Tonio Wiederholt et al.
Experimental dermatology, 18(11), 969-978 (2009-04-29)
Topical application of pantothenate is widely used in clinical practice for wound healing. Previous studies identified a positive effect of pantothenate on migration and proliferation of cultured fibroblasts. However, these studies were mainly descriptive with no molecular data supporting a

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