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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-08-13 14:54:10 UTC
Update Date2021-09-14 15:46:28 UTC
HMDB IDHMDB0004231
Secondary Accession Numbers
  • HMDB04231
Metabolite Identification
Common NamePanthenol
DescriptionIn cosmetics, panthenol (also called pantothenol) 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 (specifically D-panthenol or dexpanthenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus the provitamin of B5. In organisms, it is quickly oxidized into 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 very soluble in water, alcohol, and propylene glycol, soluble in ether and chloroform, and only slightly soluble in glycerin.
Structure
Data?1599067206
Synonyms
ValueSource
(+)-PanthenolChEBI
(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamideChEBI
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamideChEBI
BepanthenChEBI
BepantheneChEBI
BepantolChEBI
CozymeChEBI
D(+)-PanthenolChEBI
D(+)-Pantothenyl alcoholChEBI
D-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideChEBI
D-p-a InjectionChEBI
D-PanthenolChEBI
D-PantothenolChEBI
D-Pantothenyl alcoholChEBI
IlopanChEBI
MotilynChEBI
N-Pantoyl-propanolamineChEBI
PanadonChEBI
PanthenolChEBI
PanthodermChEBI
PantolChEBI
Pantothenyl alcoholChEBI
Provitamin bChEBI
SynapanChEBI
ThenaltonChEBI
ZentinicChEBI
Artesan brand OF dexpanthenolMeSH
Azupharma brand OF dexpanthenolMeSH
Dermapharm brand OF dexpanthenolMeSH
Dexpanthenol heumannMeSH
Heumann brand OF dexpanthenolMeSH
LAW brand OF dexpanthenolMeSH
Mann brand OF dexpanthenolMeSH
MaroldermMeSH
NasicurMeSH
Panthenol braunMeSH
Panthenol lichtensteinMeSH
RhinoclirMeSH
Roche nicholas brand OF dexpanthenolMeSH
Savage brand OF dexpanthenolMeSH
Cassella-med brand OF dexpanthenolMeSH
Jenapharm brand OF dexpanthenolMeSH
Jones brand OF dexpanthenolMeSH
Lichtenstein brand OF dexpanthenolMeSH
Otriven dexpanthenolMeSH
Pan rhinolMeSH
Panthenol lawMeSH
PanthogenatMeSH
Bioglan brand OF dexpanthenolMeSH
Braun brand OF dexpanthenolMeSH
Febena brand OF dexpanthenolMeSH
Pan-ophtalMeSH
Panthenol jenapharmMeSH
Panthenol-ratiopharmMeSH
Repa-ophtalMeSH
Ucee DMeSH
Wund- und heilsalbe lawMeSH
PantothenolMeSH
CorneregelMeSH
Merck brand OF dexpanthenolMeSH
Merckle brand OF dexpanthenolMeSH
NasenSpray ratiopharm panthenolMeSH
Novartis brand OF dexpanthenolMeSH
Roche consumer health brand OF dexpanthenolMeSH
Roche brand OF dexpanthenolMeSH
siozwo SANAMeSH
UrupanMeSH
Winzer brand OF dexpanthenolMeSH
CT-Arzneimittel brand OF dexpanthenolMeSH
Panthenol von CTMeSH
Ratiopharm brand OF dexpanthenolMeSH
DexpanthenolChEBI
(2R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamideHMDB
D(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramideHMDB
D(+)-alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramideHMDB
D(+)-α,γ-Dihydroxy-N-(3-hydroxypropyl)-β,β-dimethylbutyramideHMDB
Chemical FormulaC9H19NO4
Average Molecular Weight205.2515
Monoisotopic Molecular Weight205.131408101
IUPAC Name(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Traditional Namedexpanthenol
CAS Registry Number81-13-0
SMILES
CC(C)(CO)[C@@H](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)/t7-/m0/s1
InChI KeySNPLKNRPJHDVJA-ZETCQYMHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentSecondary alcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Alkanolamine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organonitrogen 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
Polarizability21.93 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0f8a-1921000000-f1d6cd175435f0634e262014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0ar9-0940000000-60184a3322815ca33b8c2014-06-16View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ul0-6900000000-954514bfa59a23c86e492017-08-28View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0uk9-9800000000-8d98c51203986eae33672021-09-05View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0290000000-3a41e17463410b272ba92020-09-02View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0910000000-f4e5bccdc9f16d066c3c2020-09-02View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0c09-0940000000-957d784682c5b786cb112020-09-02View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05g0-9510000000-d2d9fa108eddb07460c92017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9300000000-1f91c942e9bdd6b425092017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c8a05e05963f038229482017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2950000000-1783767ddbab04af52e82017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-5900000000-a70488ad2a04bfe4c1b22017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9200000000-09e799aa2d7432cd46702017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3390000000-b4edf6f7542e2777ef5f2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9200000000-7b2930b3e311cd0b08c12021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-c9bed78704f02ea6f7ea2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3190000000-cf1eb0adc6af33ccd2112021-09-09View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dl-9100000000-ecfcc7613f38e39827192021-09-09View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9000000000-78f6619c4d8c33412f622021-09-09View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Feces
  • Saliva
Tissue Locations
  • Epidermis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>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 IDDB09357
Phenol Explorer Compound IDNot Available
FooDB IDFDB008430
KNApSAcK IDNot Available
Chemspider ID115991
KEGG Compound IDC05944
BioCyc IDPANTOTHENOL
BiGG IDNot Available
Wikipedia LinkPanthenol
METLIN IDNot Available
PubChem Compound131204
PDB IDNot Available
ChEBI ID27373
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
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 ]