Dexpanthenol
Explore a selection of our essential drug information below, or:
Identification
- Summary
Dexpanthenol is an alcoholic analogue of D-pantothenic acid that is used as a supplement or application to support a healthy epithelium and is also used to prevent vitamin deficiency in patients receiving total parenteral nutrition (TPN).
- Brand Names
- Fortaplex, Infuvite, Infuvite Pediatric, Mvi Pediatric, Neo-bex
- Generic Name
- Dexpanthenol
- DrugBank Accession Number
- DB09357
- Background
Dexpanthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Dexpanthenol is enzymatically cleaved to form pantothenic acid, which is an essential component of Coenzyme A, which acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium2.
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 3.
Dexpanthenol is also available as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol) as Panthenol. While pantothenic acid is optically active, only the dextrorotatory form (dexpanthenol) is biologically active.
- Type
- Small Molecule
- Groups
- Approved
- Structure
- Weight
- Average: 205.2515
Monoisotopic: 205.131408101 - Chemical Formula
- C9H19NO4
- Synonyms
- (+)-Panthenol
- (2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
- Bepanthen
- Bepanthene
- Bepantol
- D-panthenol
- D-panthenol 50
- D-Pantothenol
- D-Pantothenyl alcohol
- D(+)-Panthenol
- Dexpantenol
- Dexpanthenol
- Dexpanthenolum
- Pantol
- Pantothenyl alcohol
- Provitamin B
- External IDs
- 201-327-3
- BAY 81-2996
- NSC-302962
Pharmacology
- Indication
Injection: Prophylactic use immediately after major abdominal surgery to minimize the possibility of paralytic ileus. Intestinal atony causing abdominal distention; postoperative or postpartum retention of flatus, or postoperative delay in resumption of intestinal motility; paralytic ileus.
Topical: This medication is used as a moisturizer to treat or prevent dry, rough, scaly, itchy skin and minor skin irritations (e.g., diaper rash, skin burns from radiation therapy).
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Conditions
Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination for symptomatic treatment of Allergic rhinitis (ar) Combination Product in combination with: Xylometazoline (DB06694) •••••••••••• ••••••••• •••••• ••••••• Used in combination for symptomatic treatment of Bursitis Combination Product in combination with: Heparin (DB01109), Dimethyl sulfoxide (DB01093) ••• ••• ••• Treatment of Canker sore •••••••••••• ••••••• Used in combination for symptomatic treatment of Contusions Combination Product in combination with: Dimethyl sulfoxide (DB01093), Heparin (DB01109) ••• ••• ••• Treatment of Dermabrasion ••• ••• ••••• - Associated Therapies
- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- 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
Dexpanthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Dexpanthenol is enzymatically cleaved to form pantothenic acid, which is an essential component of Coenzyme A, which acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium2.
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 3.
- Absorption
Dexpanthenol is soluble in water and alcohol, although insoluble in fats and oil based substances. With the appropriate vehicle, Dexpanthenol is easily penetrated into the skin. Rate of penetration and absorption is reduced when Dexpanthenol is administered as an oil/water formula.
- Volume of distribution
Dexpanthenol is readily converted to pantothenic acid which is widely distributed into body tissues, mainly as coenzyme A. Highest concentrations are found in the liver, adrenal glands, heart, and kidneys.
- Protein binding
Plasma protein binding have not been reported.
- Metabolism
Dexpanthenol is readily converted to pantothenic acid which is widely distributed into body tissues, mainly as coenzyme A.
Hover over products below to view reaction partners
- Route of elimination
Milk of nursing mothers receiving a normal diet contains about 2 ug of pantothenic acid per mL. About 70% of an oral dose of pantothenic acid is excreted unchanged in urine and about 30% in feces.
- Half-life
Half life have not been reported
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Mouse LD50 : 9gm/kg (Intraperitoneal) Mouse: LD50 7gm/kg (Intravenous) Mouse: LD50 15gm/kg (Oral) Rabbit LD50 4gm/kg (Oral)
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbacavir Abacavir may decrease the excretion rate of Dexpanthenol which could result in a higher serum level. Aceclofenac Aceclofenac may decrease the excretion rate of Dexpanthenol which could result in a higher serum level. Acemetacin Acemetacin may decrease the excretion rate of Dexpanthenol which could result in a higher serum level. Acetaminophen Acetaminophen may decrease the excretion rate of Dexpanthenol which could result in a higher serum level. Acetazolamide Acetazolamide may increase the excretion rate of Dexpanthenol which could result in a lower serum level and potentially a reduction in efficacy. - Food Interactions
- No interactions found.
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- Active Moieties
Name Kind UNII CAS InChI Key Pantothenic acid unknown 19F5HK2737 79-83-4 GHOKWGTUZJEAQD-ZETCQYMHSA-N - International/Other Brands
- Cozyme / Ilopan / Motilyn / Panadon / Panthoderm / Synapan / Thenalton / Zentinic
- Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Dexpanthenol Injection, solution 250 mg/1mL Intramuscular; Intravenous AMERICAN REGENT, INC. 1993-08-20 2016-11-09 US - Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Babysons Ointment 50 mg/1g Topical Laboratorios Química Son S, S. A. De C. V. 2020-06-15 Not applicable US BEPANTHEN OINTMENT Ointment Topical BAYER CO. (MALAYSIA) SDN. BHD. 2020-09-08 Not applicable Malaysia Eros Aqua Sensations and Care Woman Gel 0.5 g/100mL Topical MEGASOL COSMETIC GMBH 2012-10-01 2018-01-17 US MAR PLUS 5% NASAL SPRAY Solution; Spray 50 mg/1mL Nasal บริษัท สตาดา (ประเทศไทย) จำกัด 2014-08-21 Not applicable Thailand Perfect Pore Clean I Liquid 0.001 g/1mL Topical Ami Cosmetic Co.,Ltd. 2014-04-14 2019-01-15 US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Adult Infuvite Multiple Vitamins Dexpanthenol (15 mg/10mL) + Ascorbic acid (200 mg/10mL) + Biotin (60 ug/10mL) + Cholecalciferol (200 [iU]/10mL) + Cyanocobalamin (5 ug/10mL) + Riboflavin-5'-phosphate sodium salt dihydrate (3.6 mg/10mL) + Folic acid (600 ug/10mL) + Nicotinamide (40 mg/10mL) + Phylloquinone (150 ug/10mL) + Pyridoxine hydrochloride (6 mg/10mL) + Thiamine hydrochloride (6 mg/10mL) + Vitamin A palmitate (3300 [iU]/10mL) + alpha-Tocopherol acetate (10 [iU]/10mL) Injection, solution Intravenous Sandoz S.P.A. 2005-05-18 Not applicable US Adult Infuvite Multiple Vitamins Dexpanthenol (15 mg/10mL) + Ascorbic acid (200 mg/10mL) + Biotin (60 ug/10mL) + Cholecalciferol (200 [iU]/10mL) + Cyanocobalamin (5 ug/10mL) + Riboflavin-5'-phosphate sodium salt dihydrate (3.6 mg/10mL) + Folic acid (600 ug/10mL) + Nicotinamide (40 mg/10mL) + Phylloquinone (150 ug/10mL) + Pyridoxine hydrochloride (6 mg/10mL) + Thiamine hydrochloride (6 mg/10mL) + Vitamin A palmitate (3300 [iU]/10mL) + alpha-Tocopherol acetate (10 [iU]/10mL) Injection, solution Intravenous Sandoz S.P.A. 2005-05-18 Not applicable US Adult Infuvite Multiple Vitamins Dexpanthenol (15 mg/10mL) + Ascorbic acid (200 mg/10mL) + Biotin (60 ug/10mL) + Cholecalciferol (200 [iU]/10mL) + Cyanocobalamin (5 ug/10mL) + Riboflavin-5'-phosphate sodium salt dihydrate (3.6 mg/10mL) + Folic acid (600 ug/10mL) + Nicotinamide (40 mg/10mL) + Phylloquinone (150 ug/10mL) + Pyridoxine hydrochloride (6 mg/10mL) + Thiamine hydrochloride (6 mg/10mL) + Vitamin A palmitate (3300 [iU]/10mL) + alpha-Tocopherol acetate (10 [iU]/10mL) Injection, solution Intravenous Sandoz S.P.A. 2003-06-16 Not applicable US Adult Infuvite Multiple Vitamins Dexpanthenol (15 mg/10mL) + Ascorbic acid (200 mg/10mL) + Biotin (60 ug/10mL) + Cholecalciferol (200 [iU]/10mL) + Cyanocobalamin (5 ug/10mL) + Riboflavin-5'-phosphate sodium salt dihydrate (3.6 mg/10mL) + Folic acid (600 ug/10mL) + Nicotinamide (40 mg/10mL) + Phylloquinone (150 ug/10mL) + Pyridoxine hydrochloride (6 mg/10mL) + Thiamine hydrochloride (6 mg/10mL) + Vitamin A palmitate (3300 [iU]/10mL) + alpha-Tocopherol acetate (10 [iU]/10mL) Injection, solution Intravenous Sandoz S.P.A. 2003-06-16 Not applicable US Alsimine W Vitamins A D Dexpanthenol (5 mg / amp) + Dexpanthenol (400 unit / amp) + Calcium glycerophosphate (13 mg / amp) + Cyanocobalamin (10 mcg / amp) + Ferrous gluconate (16 mg / amp) + Riboflavin-5'-phosphate sodium salt dihydrate (2 mg / amp) + Nicotinamide (40 mg / amp) + Pyridoxine hydrochloride (3 mg / amp) + Thiamine hydrochloride (4.5 mg / amp) + Vitamin A (10000 unit / amp) Capsule; Liquid Oral Alsi Cie Ltee 1978-12-31 2003-05-21 Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Atomy Herbal Hair Tonic Dexpanthenol (0.4 mL/200mL) + Levomenthol (0.6 mL/200mL) + Salicylic acid (0.5 mL/200mL) Liquid Topical Atomy Co., Ltd. 2010-04-29 Not applicable US B-Combo Dexpanthenol (1 mg/1mL) + Mecobalamin (1 mg/1mL) + Nicotinamide (1 mg/1mL) + Pyridoxine (1 mg/1mL) + Riboflavin (1 mg/1mL) + Thiamine chloride (1 mg/1mL) Injection Intramuscular Perdido Key Health And Wellness Inc 2015-11-23 Not applicable US B-plex 100 Dexpanthenol (2 mg/1mL) + Riboflavin-5'-phosphate sodium salt dihydrate (2 mg/1mL) + Nicotinamide (100 mg/1mL) + Pyridoxine hydrochloride (2 mg/1mL) + Thiamine hydrochloride (100 mg/1mL) Injection, solution Intramuscular; Intravenous Merit Pharmaceutical 2012-01-01 2024-07-05 US Black Repair Hair Boosting Tonic Dexpanthenol (0.2 g/100mL) + Menthol (0.3 g/100mL) + Salicylic acid (0.25 g/100mL) Liquid Topical DERMA CENTRIC INC 2021-03-28 Not applicable US Ch6 Greenol Herb Aloforthya Deep Forest Dexpanthenol (0.2 g/100mL) + Nicotinamide (0.1 g/100mL) + Salicylic acid (0.2 g/100mL) Shampoo Topical Rea Company 2022-10-01 Not applicable US
Categories
- ATC Codes
- D03AX03 — Dexpanthenol
- D03AX — Other cicatrizants
- D03A — CICATRIZANTS
- D03 — PREPARATIONS FOR TREATMENT OF WOUNDS AND ULCERS
- D — DERMATOLOGICALS
- S01XA — Other ophthalmologicals
- S01X — OTHER OPHTHALMOLOGICALS
- S01 — OPHTHALMOLOGICALS
- S — SENSORY ORGANS
- Drug Categories
- Alanine
- Alimentary Tract and Metabolism
- Amino Acids
- Amino Acids, Peptides, and Proteins
- Cicatrizants
- Dermatologicals
- Drugs that are Mainly Renally Excreted
- Imides
- Ophthalmologicals
- Preparations for Treatment of Wounds and Ulcers
- Sensory Organs
- Vitamin B Complex
- Vitamin D and Analogues
- Vitamins
- Vitamins (Fat Soluble)
- Wound Healing
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Alcohols and polyols
- Direct Parent
- Secondary alcohols
- Alternative Parents
- Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids / Alkanolamines / Primary alcohols / Organopnictogen compounds / Hydrocarbon derivatives
- Substituents
- Aliphatic acyclic compound / Alkanolamine / Carboximidic acid / Carboximidic acid derivative / Hydrocarbon derivative / Organic 1,3-dipolar compound / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Primary alcohol
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- monocarboxylic acid amide, amino alcohol (CHEBI:27373)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 1O6C93RI7Z
- CAS number
- 81-13-0
- InChI Key
- SNPLKNRPJHDVJA-ZETCQYMHSA-N
- InChI
- 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
- IUPAC Name
- (2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
- SMILES
- CC(C)(CO)[C@@H](O)C(=O)NCCCO
References
- General References
- Slyshenkov VS, Dymkowska D, Wojtczak L: Pantothenic acid and pantothenol increase biosynthesis of glutathione by boosting cell energetics. FEBS Lett. 2004 Jul 2;569(1-3):169-72. [Article]
- Proksch E, de Bony R, Trapp S, Boudon S: Topical use of dexpanthenol: a 70th anniversary article. J Dermatolog Treat. 2017 Dec;28(8):766-773. doi: 10.1080/09546634.2017.1325310. Epub 2017 May 14. [Article]
- Biro K, Thaci D, Ochsendorf FR, Kaufmann R, Boehncke WH: Efficacy of dexpanthenol in skin protection against irritation: a double-blind, placebo-controlled study. Contact Dermatitis. 2003 Aug;49(2):80-4. [Article]
- DRUGS.COM [Link]
- Webmd [Link]
- Pubchem [Link]
- ChemIDplus [Link]
- BASG Product Information: Dolobene (DMSO/heparin sodium/dexpanthenol) topical gel [Link]
- External Links
- KEGG Drug
- D00193
- KEGG Compound
- C05944
- PubChem Compound
- 131204
- PubChem Substance
- 347827835
- ChemSpider
- 115991
- 22701
- ChEMBL
- CHEMBL1200979
- ZINC
- ZINC000001530303
- RxList
- RxList Drug Page
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Panthenol
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample data4 Completed Basic Science Cell Proliferation / Gene Expression / Promotion of wound healing 1 somestatus stop reason just information to hide 4 Completed Treatment Erythemas / Skin Recovery 1 somestatus stop reason just information to hide 4 Completed Treatment Promotion of wound healing 1 somestatus stop reason just information to hide 4 Completed Treatment Skin Recovery 2 somestatus stop reason just information to hide 4 Unknown Status Treatment Acute Kidney Injury (AKI) 1 somestatus stop reason just information to hide
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Capsule; liquid Oral Liquid Topical Solution Intravenous 1.914 mg Ointment Topical 50 mg/1g Cream 50 mg/g Tablet, coated Solution Solution 500 mg Elixir Oral Powder, for solution Intramuscular; Intravenous Powder, for solution Intravenous Injection, solution 500 MG/2ML Tablet 100 MG Ointment Cutaneous 5 mg Cream Topical Ointment Topical Lozenge 100 mg Ointment Nasal; Ophthalmic Solution Intramuscular; Intravenous; Subcutaneous 500 mg/2ml Ointment Nasal; Ophthalmic 50 mg/g Solution Oral 50 mg/g Spray Topical Ointment 50 mg/g Injection, powder, for solution Intramuscular; Intravenous Injection, powder, for solution Parenteral Injection, powder, for solution Intravenous Gel Ophthalmic Gel Ophthalmic 50 mg/g Gel Ophthalmic 120 mg/0.6mL Gel Ophthalmic 30 mg/0.6mL Gel Ophthalmic 60 mg/0.6mL Solution / drops; suspension / drops Ophthalmic 50 mg/mL Solution / drops; suspension / drops Ophthalmic 30 mg/0.6mL Solution / drops; suspension / drops Ophthalmic 60 mg/0.6mL Gel Topical Lozenge Oral Ointment Topical 5 % Injection, solution Intramuscular; Intravenous 250 mg/1mL Cream Cutaneous Cream Topical 50 mg/g Solution / drops; suspension / drops Ophthalmic Liquid Oral Gel Topical 0.5 g/100mL Liquid Intramuscular; Intravenous Solution Nasal Injection Intramuscular Injection, solution, concentrate; kit Intravenous Injection, powder, lyophilized, for solution Intravenous Kit Intravenous Solution; spray Nasal 50 mg/1mL Spray Nasal 10 mg/1ml Solution Intravenous Liquid Intravenous Solution Parenteral Solution / drops Oral Spray Nasal 50 mg/ml Shampoo Topical Powder, for solution Oral Solution Intramuscular; Intravenous Solution Buccal; Oropharyngeal Gel Buccal; Oral Solution / drops; suspension / drops Ophthalmic 50 mg Injection, solution Intramuscular; Intravenous 500 mg Ointment 5 % Solution Oral 5 % Ointment Ophthalmic 5 g Cream Topical 100 g Cream Topical 20 g Cream Topical 50 g Cream Nasal 50 mg/g Cream Topical 5 G/100G Cream Topical 5 % Injection, solution Intramuscular; Intravenous; Subcutaneous 500 mg Injection, solution; kit Intravenous Injection, solution Intravenous Solution Oral Patch Topical Liquid Topical 0.001 g/1mL Syrup Solution / drops Ophthalmic Solution / drops Ophthalmic Cream 5 % Liquid; tablet Oral Injection, powder, for solution Intravenous 100 mg Ointment Topical Syrup Oral Liquid Topical 0.0005 g/1mL Injection Intramuscular; Intravenous Injection Intravenous Injection, solution Intramuscular; Intravenous Spray Nasal Spray, metered Nasal Liquid Topical 0.2 g/100g Solution; spray Nasal Cream Topical - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 121.0 mg/mL ALOGPS logP -1 ALOGPS logP -1.7 Chemaxon logS -0.23 ALOGPS pKa (Strongest Acidic) 12.69 Chemaxon pKa (Strongest Basic) -2.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 89.79 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 51.88 m3·mol-1 Chemaxon Polarizability 21.87 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 147.2441028 predictedDarkChem Lite v0.1.0 [M-H]- 146.73924 predictedDeepCCS 1.0 (2019) [M+H]+ 149.1636028 predictedDarkChem Lite v0.1.0 [M+H]+ 149.13481 predictedDeepCCS 1.0 (2019) [M+Na]+ 148.2653028 predictedDarkChem Lite v0.1.0 [M+Na]+ 155.24326 predictedDeepCCS 1.0 (2019)
Drug created at November 30, 2015 19:10 / Updated at May 29, 2021 18:14