Identification
NamePropylene glycol
Accession NumberDB01839  (EXPT02572, DB11078)
TypeSmall Molecule
GroupsInvestigational
Description

A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations.

Structure
Thumb
Synonyms
1,2-dihydroxypropane
1,2-Propanediol
1,2-Propylenglykol
2-hydroxypropanol
isopropylene glycol
methyl glycol
methylethyl glycol
methylethylene glycol
monopropylene glycol
PPD
Propane-1,2-diol
propane-1,2-diol
α-propyleneglycol
External IDs E-1520 / INS NO.1520 / INS-1520 / NSC-69860
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Opti-freeEmulsion.06 mg/mLOphthalmicAlcon, Inc.2010-07-27Not applicableUs
Walgreen Sterile LubricantSolution / drops.06 mg/mLOphthalmicWalgreen2015-07-27Not applicableUs
Unapproved/Other Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Msm (mosaengmo)Liquid23.85 mL/150mLTopicalHandock Cosmetics Inc2011-08-30Not applicableUs
Msm (mosaengmo)Liquid23.85 mL/150mLTopicalHandock Cosmetics Inc2011-11-11Not applicableUs
Msm (mosaengmo)Liquid23.85 mL/150mLTopicalHandock Cosmetics Inc2011-11-11Not applicableUs
Vitabrid Scalp CareShampoo10 g/500mLTopicalHyundai Ibt Co., Ltd.2016-11-01Not applicableUs
International BrandsNot Available
Brand mixtures
NameLabellerIngredients
Advanced Eye Relief Dry Eye RejuvenationBauch & Lomb Incorporated
Aloe Vera GelNINGBO JIANGBEI OCEAN STAR TRADING CO.,LTD
Artifical TearsRite Aid
Artificial Tears Lubricant Eye DropsCvs Health
Careone LubricantAmerican Sales Company
Careone Ultra LubricantFoodhold U.S.A.
Cvs Long Lasting Lubricant EyeCvs Health
Cvs Long Lasting Lubricant Eye Twin PackCvs Health
Cvs Single Use Lubricant Eye DropsUnited Exchange Corporation
Dg Lubricant Eye DropsHANLIM PHARM. CO., LTD.
Dry Eye TherapyWestern Family Foods
Equate Lubricant EyeWalmart Stores
Equate Support Advanced LubricantWalmart Stores
Extreme Relief LubricantTarget Corporation.
Eye Drops SyKc Pharmaceuticals, Inc.
Eye LubricantWalgreen
Eyewash Station Additive ConcentrateNiagara Pharmaceuticals, Inc.
Family Care Lubricant EyeUnited Exchange Corporation
Family Care Preservative Free Single UseUnited Exchange Corporation
Family Care Single-use EyeUnited Exchange Corporation
Gnp Lubricant EyeAmerisource Bergen
Gnp Lubricating Relief EyeAmerisource Bergen
Good Neighbor Pharmacy Lubricant Eye DropsHANLIM PHARM. CO., LTD.
Good Sense Lubricant EyeL. Perrigo Company
Goodsense Lubricant Eye DropsHANLIM PHARM. CO., LTD.
Goodsense Ultra LubricantGeiss, Destin, & Dunn
Health Mart Lubricating TearsMc Kesson
Leader Lubricant EyeCardinal Health
Leader Lubricant Eye DropsHANLIM PHARM. CO., LTD.
Leader Sterile Ultra Lubricating EyeCardinal Health
Lidl Ultra Lubricant EyeLidl Us, Llc
Lubricant EyeWalgreens
Lubricant Eye DropsChain Drug Consortium
Lubricant Eye Drops UltraDiscount Drug Mart
Lubricant Eye Drops/ Artificial TearsBausch & Lomb Inc
Lubricating Nasal GelPharmascience Inc
Lubricating Nasal MistPharmascience Inc
Lubricating ReliefKroger
Meijer Lubricant Dry EyeMeijer
Meijer Ultra Lubricant EyeMeijer
Peg-phen Lubricant Eye DropsAmerisource Bergen
Peg-phen Ultra Lubricant Eye DropsAmerisource Bergen
Physicianscare Eyewash Station Additive ConcentrateAcme United Corporation
Qc Ultra Lubricant EyeChain Drug Marketing Association
Quality Choice Lubricant EyeChain Drug Marketing Association
Rhinaris Nasal GelPendopharm Division Of De Pharmascience Inc
Rhinaris Nasal MistPendopharm Division Of De Pharmascience Inc
Rhinedrine Lubricant Nasal GelJamieson Laboratories Ltd
Rhinedrine Moisturizing Nasal Mist -liq NasJamieson Laboratories Ltd
Rite Aid Eye Care LubricantRite Aid
Rugby Lubricant EyeRugby
Rugby Ultra Lubricant EyeRugby
Salinex Nasal LubricantSandoz Canada Incorporated
Salinex Nasal Lubricant GelSandoz Canada Incorporated
Salinol Sol 160mgLaboratoires Charton Laboratories
SecarisPendopharm Division Of De Pharmascience Inc
Secret Key Tattoo Cover Cushion Spf50 Plus (21 Light Beige)Zenpia
Secret Key Tattoo Cover Cushion Spf50 Plus (23 Natural Beige)Zenpia
SootheBauch & Lomb Incorporated
Soothe Dry EyesBausch & Lomb Inc
Soundbody Long Lasting LubricantUnited Exchange Corporation
Sunmark Lubricant Eye DropsMc Kesson
Sunmark Lubricating TearsMc Kesson
SystaneAlcon, Inc.
Systane LubricantAlcon, Inc.
Systane Lubricant Eye DropsNovartis
Systane SportAlcon, Inc.
Systane UltraAlcon, Inc.
Topcare Lubricant EyeTopco Associates
Topcare Ultra LubricantTopco Associates
Ultra Lubricant Eye DropsChain Drug Consortium
Walgreens Lubricant EyeWalgreen
Walgreens Lubricant Eye DropsWalgreen
Categories
UNII6DC9Q167V3
CAS number57-55-6
WeightAverage: 76.0944
Monoisotopic: 76.0524295
Chemical FormulaC3H8O2
InChI KeyDNIAPMSPPWPWGF-UHFFFAOYSA-N
InChI
InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3
IUPAC Name
propane-1,2-diol
SMILES
CC(O)CO
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Coagulation factor XIII A chainProteinunknownNot AvailableHumanP00488 details
Haloalkane dehalogenaseProteinunknownNot AvailablePseudomonas paucimobilisP51698 details
Clavaminate synthase 1ProteinunknownNot AvailableStreptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)Q05581 details
Lactaldehyde reductaseProteinunknownNot AvailableEscherichia coli (strain K12)P0A9S1 details
B12-independent glycerol dehydrataseProteinunknownNot AvailableClostridium butyricumQ8GEZ8 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Pyruvate Dehydrogenase Complex DeficiencyDiseaseSMP00212
Primary hyperoxaluria II, PH2DiseaseSMP00558
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)DiseaseSMP00334
Leigh SyndromeDiseaseSMP00196
Pyruvate MetabolismMetabolicSMP00060
Pyruvate kinase deficiencyDiseaseSMP00559
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Rudolf Huettinger, Ulrich Holtschmidt, "Polyoxyalkylene ethers of glycerin or 1,2-propanediol, esterified with fatty acid and/or isostearic acid, their synthesis and use as thickening or solubilizing agents." U.S. Patent US4614622, issued June, 1968.

US4614622
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
1, 2Not Yet RecruitingTreatmentDeficiency, Vitamin D / Orthopedic Disorders / Polytrauma1
2CompletedDiagnosticTuberculosis2
2CompletedTreatmentEye Dryness1
2CompletedTreatmentMacular Edema (ME) / Retinopathy, Diabetic1
2WithdrawnTreatmentLacrimation increased1
3CompletedPreventionRadiation Dermatitis1
3CompletedTreatmentBacterial blepharitis / Xerophthalmia1
3Unknown StatusTreatmentEye Dryness1
4CompletedNot AvailableEye Dryness2
4CompletedNot AvailableMyopia1
4CompletedBasic ScienceEye Dryness1
4CompletedTreatmentDry Eye Syndromes3
4CompletedTreatmentDry Eye Syndromes / Eye Dryness1
4CompletedTreatmentEye Dryness2
4Unknown StatusTreatmentEye Dryness1
Not AvailableCompletedBasic ScienceDry Eye Syndrome (DES)1
Not AvailableCompletedPreventionCataracts1
Not AvailableCompletedTreatmentDry Eye Syndrome (DES)4
Not AvailableCompletedTreatmentKeratoconjunctivitis Sicca1
Not AvailableUnknown StatusTreatmentIntraocular Pressure1
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
GelTopical
LiquidOphthalmic
SolutionOphthalmic
Solution, gel forming / dropsOphthalmic
GelNasal
Aerosol, meteredNasal
LiquidTopical23.85 mL/150mL
EmulsionOphthalmic.06 mg/mL
Spray, meteredNasal
LiquidNasal
SprayNasal
LiquidTopical
GelOphthalmic
Solution / dropsOphthalmic
ShampooTopical10 g/500mL
Solution / dropsOphthalmic.06 mg/mL
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)-60 °CPhysProp
boiling point (°C)187.6 °CPhysProp
water solubility1E+006 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-0.92HANSCH,C ET AL. (1995)
pKa14.9SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
Water Solubility952.0 mg/mLALOGPS
logP-1.1ALOGPS
logP-0.79ChemAxon
logS1.1ALOGPS
pKa (Strongest Acidic)14.47ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity18.97 m3·mol-1ChemAxon
Polarizability8.01 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9832
Blood Brain Barrier+0.7184
Caco-2 permeable-0.6594
P-glycoprotein substrateNon-substrate0.7162
P-glycoprotein inhibitor INon-inhibitor0.9157
P-glycoprotein inhibitor IINon-inhibitor0.944
Renal organic cation transporterNon-inhibitor0.9401
CYP450 2C9 substrateNon-substrate0.832
CYP450 2D6 substrateNon-substrate0.8739
CYP450 3A4 substrateNon-substrate0.7434
CYP450 1A2 substrateNon-inhibitor0.7858
CYP450 2C9 inhibitorNon-inhibitor0.9388
CYP450 2D6 inhibitorNon-inhibitor0.9526
CYP450 2C19 inhibitorNon-inhibitor0.8969
CYP450 3A4 inhibitorNon-inhibitor0.9599
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.958
Ames testNon AMES toxic0.9132
CarcinogenicityCarcinogens 0.5
BiodegradationReady biodegradable0.9505
Rat acute toxicity0.6112 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9568
hERG inhibition (predictor II)Non-inhibitor0.9008
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)splash10-014j-0900000000-d90655d5a614c4ddf998View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-014i-1900000000-ab4a1ff05d1275711170View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
GC-MSGC-MS Spectrum - EI-Bsplash10-0002-9000000000-a18bede40461dace657bView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0002-9000000000-6d2345a66e2cf8d2d379View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a7i-9000000000-6c96c59f8ba2e0e5353eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-005d-9000000000-ae07e4049d24341335ecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00aj-9000000000-f455f8f0f79f9970711aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0002-9000000000-c5bf57086deb14e12495View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0002-9000000000-6d2345a66e2cf8d2d379View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-cbc512db1a4c5510015eView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Taxonomy
DescriptionThis compound 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 ParentsSecondary alcohols / Primary alcohols / Hydrocarbon derivatives
SubstituentsSecondary alcohol / 1,2-diol / Hydrocarbon derivative / Primary alcohol / Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptorspropane-1,2-diols, glycol (CHEBI:16997 ) / DL-12-Propanediol (PROPANE-1-2-DIOL )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein-glutamine gamma-glutamyltransferase activity
Specific Function:
Factor XIII is activated by thrombin and calcium ion to a transglutaminase that catalyzes the formation of gamma-glutamyl-epsilon-lysine cross-links between fibrin chains, thus stabilizing the fibrin clot. Also cross-link alpha-2-plasmin inhibitor, or fibronectin, to the alpha chains of fibrin.
Gene Name:
F13A1
Uniprot ID:
P00488
Uniprot Name:
Coagulation factor XIII A chain
Molecular Weight:
83266.805 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Pseudomonas paucimobilis
Pharmacological action
unknown
General Function:
Haloalkane dehalogenase activity
Specific Function:
Catalyzes hydrolytic cleavage of carbon-halogen bonds in halogenated aliphatic compounds, leading to the formation of the corresponding primary alcohols, halide ions and protons. Has a broad substrate specificity since not only monochloroalkanes (C3 to C10) but also dichloroalkanes (> C3), bromoalkanes, and chlorinated aliphatic alcohols were good substrates. Shows almost no activity with 1,2-d...
Gene Name:
linB
Uniprot ID:
P51698
Uniprot Name:
Haloalkane dehalogenase
Molecular Weight:
33107.275 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Streptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)
Pharmacological action
unknown
General Function:
Iron ion binding
Specific Function:
Not Available
Gene Name:
cs1
Uniprot ID:
Q05581
Uniprot Name:
Clavaminate synthase 1
Molecular Weight:
35369.325 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
unknown
General Function:
Lactaldehyde reductase activity
Specific Function:
Not Available
Gene Name:
fucO
Uniprot ID:
P0A9S1
Uniprot Name:
Lactaldehyde reductase
Molecular Weight:
40513.025 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Clostridium butyricum
Pharmacological action
unknown
General Function:
Catalytic activity
Specific Function:
Not Available
Gene Name:
dhaB1
Uniprot ID:
Q8GEZ8
Uniprot Name:
B12-independent glycerol dehydratase
Molecular Weight:
88046.08 Da
Drug created on June 13, 2005 07:24 / Updated on July 18, 2017 17:03