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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-08-13 14:54:10 UTC
Update Date2023-02-21 17:16:58 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
Thumb
Synonyms
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
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point483.60 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000 mg/mLNot Available
LogP-0.989 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
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 LinkDexpanthenol
METLIN IDNot Available
PubChem Compound131204
PDB IDNot Available
ChEBI ID27373
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1131321
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)Not Available
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 ]