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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2006-08-13 14:54:10 UTC
Update Date2019-01-11 19:17:59 UTC
HMDB IDHMDB0004231
Secondary Accession Numbers
  • HMDB04231
Metabolite Identification
Common NamePantothenol
DescriptionIn cosmetics, panthenol is a humectant, emollient and moisturizer. It binds to hair follicles readily and is a frequent component of shampoos and hair conditioners (in concentrations of 0.1-1%). It coats the hair and seals its surface, lubricating follicles and making strands appear shiny. Panthenol is the alcohol analog of pantothenic acid (vitamin B5), and is thus the provitamin of B5. In organisms it is quickly oxidized to pantothenate. Panthenol is a viscous transparent liquid at room temperature, but salts of pantothenic acid (for example sodium pantothenate) are powders (typically white). It is well soluble in water, alcohol and propylene glycol, soluble in ether and chloroform, and slightly soluble in glycerin.
Structure
Data?1547234279
Synonyms
ValueSource
DL-PanthenolKegg
CorneregelMeSH
D-PanthenolMeSH
Dexpanthenol heumannMeSH
NasicurMeSH
Panthenol lichtensteinMeSH
PanthodermMeSH
RhinoclirMeSH
Siozwo sanaMeSH
(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideMeSH
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamideMeSH
Panthenol jenapharmMeSH
Repa-ophtalMeSH
Ucee DMeSH
BepanthenMeSH
IlopanMeSH
Otriven dexpanthenolMeSH
Pan rhinolMeSH
Pan-ophtalMeSH
Panthenol lawMeSH
PanthogenatMeSH
Wund- und heilsalbe lawMeSH
MaroldermMeSH
NasenSpray ratiopharm panthenolMeSH
Panthenol braunMeSH
Panthenol-ratiopharmMeSH
UrupanMeSH
DexpanthenolMeSH
PanthenolMeSH
Panthenol von CTMeSH
(+)-PanthenolHMDB
(+-)-Pantothenyl alcoholHMDB
(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamideHMDB
Alcool DL-pantotenilicoHMDB
Alcopan-250HMDB
BepantheneHMDB
BepantolHMDB
Compnent OF ilopan-cholineHMDB
D(+)-PanthenolHMDB
D(+)-Pantothenyl alcoholHMDB
D-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideHMDB
D-(+)-PanthenolHMDB
D-(+)-Pantothenyl alcoholHMDB
D-P-a InjectionHMDB
D-Panthenol 50HMDB
D-PantothenolHMDB
D-Pantothenyl alcoholHMDB
DexpantenolHMDB
DexpanthenolumHMDB
dextro Pantothenyl alcoholHMDB
DL-PantothenolHMDB
DL-Pantothenyl alcoholHMDB
Fancol DLHMDB
IntrapanHMDB
MotilynHMDB
N-Pantoyl-3-propanolamineHMDB
N-Pantoyl-propanolamineHMDB
PanadonHMDB
PantenolHMDB
PantenoloHMDB
PantenylHMDB
PanthenolumHMDB
PantolHMDB
Pantothenyl alcoholHMDB
PantothenylolHMDB
PenthenolHMDB
Provitamin bHMDB
Provitamin b5HMDB
SynapanHMDB
ThenaltonHMDB
VaritanHMDB
ZentinicHMDB
Jones brand OF dexpanthenolMeSH, HMDB
Roche consumer health brand OF dexpanthenolMeSH, HMDB
Bioglan brand OF dexpanthenolMeSH, HMDB
Braun brand OF dexpanthenolMeSH, HMDB
Cassella-med brand OF dexpanthenolMeSH, HMDB
Febena brand OF dexpanthenolMeSH, HMDB
Jenapharm brand OF dexpanthenolMeSH, HMDB
Lichtenstein brand OF dexpanthenolMeSH, HMDB
Azupharma brand OF dexpanthenolMeSH, HMDB
Dermapharm brand OF dexpanthenolMeSH, HMDB
Heumann brand OF dexpanthenolMeSH, HMDB
Merck brand OF dexpanthenolMeSH, HMDB
Roche nicholas brand OF dexpanthenolMeSH, HMDB
Roche brand OF dexpanthenolMeSH, HMDB
Winzer brand OF dexpanthenolMeSH, HMDB
Artesan brand OF dexpanthenolMeSH, HMDB
LAW brand OF dexpanthenolMeSH, HMDB
Mann brand OF dexpanthenolMeSH, HMDB
Merckle brand OF dexpanthenolMeSH, HMDB
Novartis brand OF dexpanthenolMeSH, HMDB
Savage brand OF dexpanthenolMeSH, HMDB
CT-Arzneimittel brand OF dexpanthenolMeSH, HMDB
Ratiopharm brand OF dexpanthenolMeSH, HMDB
Chemical FormulaC9H19NO4
Average Molecular Weight205.2515
Monoisotopic Molecular Weight205.131408101
IUPAC Name2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Traditional Namepanthenol
CAS Registry Number81-13-0
SMILES
CC(C)(CO)C(O)C(=O)NCCCO
InChI Identifier
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)
InChI KeySNPLKNRPJHDVJA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentN-acyl amines
Alternative Parents
Substituents
  • Monosaccharide
  • N-acyl-amine
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Alkanolamine
  • Carboxylic acid derivative
  • Alcohol
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility121 g/LALOGPS
logP-1ALOGPS
logP-1.7ChemAxon
logS-0.23ALOGPS
pKa (Strongest Acidic)12.69ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area89.79 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity51.88 m³·mol⁻¹ChemAxon
Polarizability21.87 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f8a-0911000000-fee05c47b9c7217624f0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxr-0910000000-a8b75972916320313b23JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f8a-0911000000-fee05c47b9c7217624f0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxr-0910000000-a8b75972916320313b23JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0f8a-1921000000-f1d6cd175435f0634e26JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0ar9-0940000000-60184a3322815ca33b8cJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uk9-9800000000-8d98c51203986eae3367JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0kft-7972300000-9bb70f2e8bb63598a2d7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0290000000-3a41e17463410b272ba9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0910000000-f4e5bccdc9f16d066c3cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0c09-0940000000-957d784682c5b786cb11JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05g0-9510000000-d2d9fa108eddb07460c9JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9300000000-1f91c942e9bdd6b42509JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c8a05e05963f03822948JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2950000000-1783767ddbab04af52e8JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-5900000000-a70488ad2a04bfe4c1b2JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9200000000-09e799aa2d7432cd4670JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Feces
  • Saliva
Tissue Locations
  • Stratum Corneum
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
SalivaDetected but not Quantified Adult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008430
KNApSAcK IDNot Available
Chemspider ID4516
KEGG Compound IDC05944
BioCyc IDPANTOTHENOL
BiGG IDNot Available
Wikipedia LinkPanthenol
METLIN ID7032
PubChem Compound4678
PDB IDNot Available
ChEBI ID895821
References
Synthesis ReferenceSun, Zhihao; Guo, Xinfu; Wang, Jun. Preparation of D-pantothenol by microbial enzyme method. Faming Zhuanli Shenqing Gongkai Shuomingshu (2002), 6 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gobbels M, Gross D: [Clinical study of the effectiveness of a dexpanthenol containing artificial tears solution (Siccaprotect) in treatment of dry eyes]. Klin Monbl Augenheilkd. 1996 Aug-Sep;209(2-3):84-8. [PubMed:8992089 ]
  2. Gehring W, Gloor M: Effect of topically applied dexpanthenol on epidermal barrier function and stratum corneum hydration. Results of a human in vivo study. Arzneimittelforschung. 2000 Jul;50(7):659-63. [PubMed:10965426 ]
  3. Sachs M, Asskali F, Lanaras C, Forster H, Bockhorn H: [The metabolism of panthenol in patients with postoperative intestinal atony]. Z Ernahrungswiss. 1990 Dec;29(4):270-83. [PubMed:2080639 ]
  4. Ebner F, Heller A, Rippke F, Tausch I: Topical use of dexpanthenol in skin disorders. Am J Clin Dermatol. 2002;3(6):427-33. [PubMed:12113650 ]