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Showing metabocard for Polyethylene glycol (HMDB0037790)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 23:03:00 UTC
Update Date2023-02-21 17:26:04 UTC
HMDB IDHMDB0037790
Secondary Accession Numbers
  • HMDB0240255
  • HMDB0240256
  • HMDB37790
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. 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 proven 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. Polyethylene glycol has been shown to exhibit excitant, anesthetic, radical scavenger, anti-microbial, and laxative functions (PMID: 10726226 , 9485637 , 11179847 , 19089178 , 20011352 ).
Structure
Data?1677000364
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0037790 (Polyethylene glycol)


  Mrv1652305271900262D          

  6  5  0  0  0  0            999 V2000
   12.6438   -8.4689    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3583   -8.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0727   -8.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7872   -8.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5018   -8.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2162   -8.0564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1  3   2   3   4
M  SDI   1  4   13.0010   -8.8814   13.0010   -7.6439
M  SDI   1  4   15.1445   -7.6439   15.1445   -8.8814
M  SBL   1  2   1   4
M  SMT   1 n
M  END
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3D MOL for HMDB0037790 (Polyethylene glycol)

HMDB0037790
     RDKit          3D
Polyethylene glycol
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.0833    1.0040    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205   -0.1467   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.5041    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703    0.6114   -0.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.7865    1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335    0.2048   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500   -0.9390   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058   -1.3651   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -0.6997    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171    1.0480    0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
M  END
Download

3D SDF for HMDB0037790 (Polyethylene glycol)


  Mrv1652305271900262D          

  6  5  0  0  0  0            999 V2000
   12.6438   -8.4689    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3583   -8.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0727   -8.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7872   -8.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5018   -8.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2162   -8.0564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1  3   2   3   4
M  SDI   1  4   13.0010   -8.8814   13.0010   -7.6439
M  SDI   1  4   15.1445   -7.6439   15.1445   -8.8814
M  SBL   1  2   1   4
M  SMT   1 n
M  END
> <DATABASE_ID>
HMDB0037790

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]OCCO[H]

> <INCHI_IDENTIFIER>
InChI=1S/C2H6O2/c3-1-2-4/h3-4H,1-2H2

> <INCHI_KEY>
LYCAIKOWRPUZTN-UHFFFAOYSA-N

> <FORMULA>
C2H6O2

> <MOLECULAR_WEIGHT>
62.0678

> <EXACT_MASS>
62.036779436

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
-1.53

> <ALOGPS_LOGS>
1.18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.50e+02 g/l

$$$$
Download

3D-SDF for HMDB0037790 (Polyethylene glycol)

HMDB0037790
     RDKit          3D
Polyethylene glycol
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.0833    1.0040    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205   -0.1467   -0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.5041    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703    0.6114   -0.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.7865    1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335    0.2048   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500   -0.9390   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058   -1.3651   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -0.6997    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171    1.0480    0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
M  END
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PDB for HMDB0037790 (Polyethylene glycol)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  H   UNK     0      23.602 -15.809   0.000  0.00  0.00           H+0
HETATM    2  O     n     1      24.935 -15.039   0.000  0.00  0.00           O+0
HETATM    3  C     n     1      26.269 -15.809   0.000  0.00  0.00           C+0
HETATM    4  C     n     1      27.603 -15.039   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      28.937 -15.809   0.000  0.00  0.00           O+0
HETATM    6  H   UNK     0      30.270 -15.039   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0037790 (Polyethylene glycol)

COMPND    HMDB0037790
HETATM    1  O1  UNL     1      -1.083   1.004   0.241  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.721  -0.147  -0.494  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.660  -0.504   0.047  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.470   0.611  -0.214  1.00  0.00           O  
HETATM    5  H1  UNL     1      -1.622   0.786   1.013  1.00  0.00           H  
HETATM    6  H2  UNL     1      -0.633   0.205  -1.557  1.00  0.00           H  
HETATM    7  H3  UNL     1      -1.450  -0.939  -0.364  1.00  0.00           H  
HETATM    8  H4  UNL     1       1.106  -1.365  -0.447  1.00  0.00           H  
HETATM    9  H5  UNL     1       0.556  -0.700   1.131  1.00  0.00           H  
HETATM   10  H6  UNL     1       1.717   1.048   0.645  1.00  0.00           H  
CONECT    1    2    5
CONECT    2    3    6    7
CONECT    3    4    8    9
CONECT    4   10
END
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SMILES for HMDB0037790 (Polyethylene glycol)

[H]OCCO[H]
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INCHI for HMDB0037790 (Polyethylene glycol)

InChI=1S/C2H6O2/c3-1-2-4/h3-4H,1-2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,2-DihydroxyethaneChEBI
1,2-EthanediolChEBI
2-HydroxyethanolChEBI
EthanediolChEBI
GlycolChEBI
HO-CH2-CH2-OHChEBI
Monoethylene glycolChEBI
1,2 EthanediolHMDB
Glycol, monoethyleneHMDB
2 HydroxyethanolHMDB
Glycol, ethyleneHMDB
Poly(ethylene glycol)HMDB
Polyethylene oxideHMDB
Poly(ethylene oxide)HMDB
PolyoxyethyleneHMDB
Poly(oxyethylene)HMDB
PEGHMDB
PEOHMDB
POEHMDB
AlkoxHMDB
CarbowaxHMDB
Carbowax sentryHMDB
MacrogolHMDB
MiraLaxHMDB
Α,ω-hydroxypoly(ethylene oxide)HMDB
Α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl)HMDB
Α-hydro-ω-hydroxypoly(oxyethylene)HMDB
alpha,Omega-hydroxypoly(ethylene oxide)HMDB
alpha-Hydro-omega-hydroxypoly(oxy-1,2-ethanediyl)HMDB
alpha-Hydro-omega-hydroxypoly(oxyethylene)HMDB
Ethylene glycol homopolymerHMDB
Ethylene glycol polymerHMDB
Ethylene oxide polymerHMDB
Ethylene polyoxideHMDB
Ethylene glycolHMDB
Polyethylene glycolHMDB
Chemical FormulaC2H6O2
Average Molecular Weight62.0678
Monoisotopic Molecular Weight62.036779436
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number25322-68-3
SMILES
[H]OCCO[H]
InChI Identifier
InChI=1S/C2H6O2/c3-1-2-4/h3-4H,1-2H2
InChI KeyLYCAIKOWRPUZTN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct Parent1,2-diols
Alternative Parents
Substituents
  • 1,2-diol
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point4 - 10 °CNot Available
Boiling Point197.00 to 198.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-1.688 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.84 g/LALOGPS
logP-1.5ALOGPS
logS1.18ALOGPS
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+121.00230932474
DeepCCS[M-H]-118.36530932474
DeepCCS[M-2H]-154.57530932474
DeepCCS[M+Na]+129.11130932474
AllCCS[M+H]+121.732859911
AllCCS[M+H-H2O]+117.132859911
AllCCS[M+NH4]+125.932859911
AllCCS[M+Na]+127.132859911
AllCCS[M-H]-141.632859911
AllCCS[M+Na-2H]-148.432859911
AllCCS[M+HCOO]-155.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.0.13 minutes32390414
Predicted by Siyang on May 30, 20228.5342 minutes33406817
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid262.3 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid618.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid354.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid81.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid258.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid89.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid272.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid247.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)631.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid563.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid41.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid733.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid293.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate619.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA333.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water273.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Polyethylene glycol[H]OCCO[H]1353.6Standard polar33892256
Polyethylene glycol[H]OCCO[H]462.7Standard non polar33892256
Polyethylene glycol[H]OCCO[H]550.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Polyethylene glycol,1TMS,isomer #1C[Si](C)(C)OCCO847.1Semi standard non polar33892256
Polyethylene glycol,2TMS,isomer #1C[Si](C)(C)OCCO[Si](C)(C)C989.7Semi standard non polar33892256
Polyethylene glycol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCO1058.0Semi standard non polar33892256
Polyethylene glycol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCO[Si](C)(C)C(C)(C)C1384.5Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>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
Phenol Explorer Compound IDNot Available
FooDB IDFDB009379
KNApSAcK IDC00007409
Chemspider ID13835235
KEGG Compound IDC15588
BioCyc IDGLYCOL
BiGG IDNot Available
Wikipedia LinkEthylene_Glycol
METLIN IDNot Available
PubChem Compound174
PDB IDEDO
ChEBI ID30742
Food Biomarker OntologyNot Available
VMH ID12ETHD
MarkerDB IDNot Available
Good Scents IDrw1246181
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. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  7. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  8. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  9. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  10. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  11. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.