DL-panthenol
Grundinformationen
- CAS
50584-68-4- Standard-SMILES
CC(C)(CO)C(O)C(=O)NCCCO- InChIKey
SNPLKNRPJHDVJA-UHFFFAOYSA-N- Summenformel
- C9H19NO4
- Durchschnittliche Molmasse
- 205,25 g/mol
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- DL-panthenol
- IUPAC
- 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
- Englischer Name
- Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (+)- (9CI)
- Molmasse
- 0
Namen und Synonyme
DL-Panthenolpanthenol16485-10-2DL-PantothenolDL-Pantothenyl alcoholPantenolPanthenolumPantenoloPanthenol, racemicDTXSID30445982,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideWV9CM0O67Z
Weitere Namen anzeigen
Roota Re F TonicNSC-759899DTXCID1024598Purple TonerELF PermRoota Re V TonicMannitol, PanthenolAAPE Hair Ampoule
Datenbank-Bezeichner
- CAS
50584-68-4- ChEMBL
CHEMBL1371937- UNII
- WV9CM0O67Z
- EC Number
- 240-540-6
- Nikkaji
- J321.113D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,9
- Polarare Oberfläche (TPSA)
- 89,8 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 182
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceutical
Pharmaceuticals
Cosmetics
Cosmetic ingredients (Panthenol) -> CIR (Cosmetic Ingredient Review)
Hair conditioning; Skin conditioning; Antistatic
FragrancesFragrance Ingredient (Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-) -> IFRA transparency List
Solubility>30.8 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section150.7 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3044598]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (356 of 356) of all reports.
Not Classified
Aggregated GHS information provided per 356 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (.+-.)-
Status: Active Update: 22-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12624
Panthenol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
EPA Safer ChemicalChemical: DL-Panthenol
Hazard Classes and CategoriesNot Classified
Toxikologische Informationen
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Pantothenic acid is a precursor of coenzyme A, which serves as a cofactor for a variety of enzyme-catalyzed reactions involving transfer of acetyl groups. The final step in the synthesis of acetylcholine consists of the choline acetylase transfer of acetyl group from acetylcoenzyme A to choline. Acetylcholine is the neurohumoral transmitter in the parasympathetic system and as such maintains the normal functions of the intestine. Decrease in acetylcholine content would result in decreased peristalsis and in extreme cases adynamic ileus.
Mechanism of Action
Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. 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. 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.
Verwendung und Herstellung
UsesCIR ingredient: Panthenol
Household Products
Information on 893 consumer products that contain Panthenol in the following categories is provided:
Information on 9 consumer products that contain Panthenol, DL-form in the following categories is provided:
Use Classification
EPA Safer Chemical Functional Use Classes -> Skin Conditioning Agents
Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern
Fragrance Ingredients
Cosmetics -> Hair conditioning; Skin conditioning; Antistatic
Zugehörige Reaktionen
0
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
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