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Record Information
Version3.6
Creation Date2012-09-11 23:03:00 UTC
Update Date2017-03-02 21:41:57 UTC
HMDB IDHMDB37790
Secondary Accession NumbersNone
Metabolite Identification
Common NamePolyethylene glycol
DescriptionPolyethylene glycol (PEG) is a polyether compound with many applications from industrial manufacturing to medicine. PEG is also known as polyethylene oxide (PEO) or polyoxyethylene (POE), depending on its molecular weight. PEG, PEO, or POE refers to an oligomer or polymer of ethylene oxide. Polyethylene glycol is produced by the interaction of ethylene oxide with water, ethylene glycol, or ethylene glycol oligomers. PEG is the basis of a number of laxatives (e.g., macrogol-containing products, such as Movicol and polyethylene glycol 3350, or SoftLax, MiraLAX, or GlycoLax). Whole bowel irrigation with polyethylene glycol and added electrolytes is used for bowel preparation before surgery or colonoscopy. PEG is used as an excipient in many pharmaceutical products. Lower-molecular-weight variants are used as solvents in oral liquids and soft capsules, whereas solid variants are used as ointment bases, tablet binders, film coatings, and lubricants. (Wikipedia)It has been shown that polyethylene glycol can improve healing of spinal injuries in dogs. Polyethylene glycol is one of the earlier findings that polyethylene glycol can aid in nerve repair came from the University of Texas (Krause and Bittner). Polyethylene glycol is commonly used to fuse B-cells with myeloma cells in monoclonal antibody production. PEG has recently been proved to give better results in constipation patients than tegaserod. Since PEG is a flexible, water-soluble polymer, it can be used to create very high osmotic pressures (tens of atmospheres). It also is unlikely to have specific interactions with biological chemicals. These properties make PEG one of the most useful molecules for applying osmotic pressure in biochemistry experiments, particularly when using the osmotic stress technique.[citation needed] Polyethylene glycol has been shown to exhibit excitant, anesthetic, radical scavenger, anti-microbial and laxative functions (PMID 10726226 , 9485637 , 11179847 , 19089178 , 20011352 ).
Structure
Thumb
Synonyms
ValueSource
8-amino-7-Oxononanoic acidKegg
7-keto-8-Aminopelargonic acidKegg
KAPAKegg
8-amino-7-OxononanoateGenerator
7-keto-8-AminopelargonateGenerator
1,2-EthanediolHMDB
a-hydro-W-Hydroxypoly(oxy-1,2-ethanediyl), 8ciHMDB
Ethane-1,2-diolHMDB
Ethylene alcoholHMDB
Ethylene glycolHMDB
Ethylene oxide polymerHMDB
GlycolHMDB
Glycol alcoholHMDB
L-GlycolHMDB
L-GlycolsHMDB
MiralaxHMDB
Monoethylene glycolHMDB
MXEHMDB
Poly(oxyethylene) glycolHMDB
Polyethylene glycol 6000HMDB
Polyethylene oxideHMDB
KAPA CPDMeSH
Chemical FormulaC9H17NO3
Average Molecular Weight187.2362
Monoisotopic Molecular Weight187.120843415
IUPAC Name8-amino-7-oxononanoic acid
Traditional Name8-amino-7-oxononanoic acid
CAS Registry Number25322-68-3
SMILES
CC(N)C(=O)CCCCCC(O)=O
InChI Identifier
InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13)
InChI KeyGUAHPAJOXVYFON-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Amino fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Alpha-aminoketone
  • Amino acid
  • Amino acid or derivatives
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Cosmetic
  • Drug
  • Food
Biofunction
  • Nutrient
  • anesthetic
  • anti-microbial
  • excitant
  • laxative
  • radical scavenger
Application
  • Dye / Coloring Agent
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point4 - 10 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.84 mg/mLALOGPS
logP-2ALOGPS
logP-1.3ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)4.45ChemAxon
pKa (Strongest Basic)8.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity48.74 m3·mol-1ChemAxon
Polarizability20.5 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-c0d0f13370273a3df977View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fml-4900000000-a1203fcd7273968a2bc8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-32231d9309b57c1759b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1900000000-61f02dfff7555912934fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-4900000000-35547c7e13e98cadcb2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-9200000000-a46fc341642be806eacaView in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid Locations
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB016934
KNApSAcK IDNot Available
Chemspider ID168
KEGG Compound IDC01092
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPolyethylene_glycol
NuGOwiki LinkHMDB37790
Metagene LinkHMDB37790
METLIN IDNot Available
PubChem Compound173
PDB IDNot Available
ChEBI ID15830
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tonini M: Polyethylene glycol as a non-absorbable prokinetic agent in the lower gastrointestinal tract. Ital J Gastroenterol Hepatol. 1999 Nov;31 Suppl 3:S238-41. [PubMed:10726226 ]
  2. Estrela C, Pesce HF: Chemical analysis of the formation of calcium carbonate and its influence on calcium hydroxide pastes in connective tissue of the dog--Part II. Braz Dent J. 1997;8(1):49-53. [PubMed:9485637 ]
  3. Armstead WM: Role of altered cyclooxygenase metabolism in impaired cerebrovasodilation to nociceptin/orphanin FQ following brain injury. Brain Res Bull. 2000 Dec;53(6):807-12. [PubMed:11179847 ]
  4. Carreira Cde M, dos Santos SS, Jorge AO, Lage-Marques JL: Antimicrobial effect of intracanal substances. J Appl Oral Sci. 2007 Oct;15(5):453-8. [PubMed:19089178 ]
  5. Pashankar DS: Childhood constipation: evaluation and management. Clin Colon Rectal Surg. 2005 May;18(2):120-7. doi: 10.1055/s-2005-870894. [PubMed:20011352 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .