propylene glycol (YMDB01405)

Identification
YMDB IDYMDB01405
Namepropylene glycol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionPropylene glycol, also called 1,2-propanediol or propane-1,2-diol, is an organic compound (a diol or double alcohol) with formula C3H8O2 or HO-CH2-CHOH-CH3. It is a colorless, nearly odorless, clear, viscous liquid with a faintly sweet taste, hygroscopic and miscible with water, acetone, and chloroform. The compound is sometimes called α-propylene glycol to distinguish it from the isomer propane-1,3-diol HO-(CH2)3-OH, also called β-propylene glycol. [Wikipedia]
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • -Propylene glycol
  • (9Z)-Octadecenoic acid
  • (RS)-1,2-Propanediol
  • (Z)-Octadec-9-enoic acid
  • &alpha
  • 1,2-(RS)-Propanediol
  • 1,2-Dihydroxypropane
  • 1,2-Propandiol
  • 1,2-Propanediol
  • 1,2-propanediol (propylene glycol)
  • 1,2-Propylene glycol
  • 1,2-Propylenglykol
  • 18:1 n-9
  • 18:1Delta9cis
  • 2-Hydroxypropanol
  • 2,3-Propanediol
  • a-Propylene glycol
  • Aliphatic alcohol
  • alpha-Propylene glycol
  • C18:1 n-9
  • Chilisa FE
  • cis-9-octadecenoic acid
  • cis-Delta(9)-octadecenoic acid
  • cis-oleic acid
  • DL-1,2-Propanediol
  • dl-Propylene glycol
  • Dowfrost
  • glycol
  • Ilexan P
  • Inhibited 1,2-propylene glycol
  • Isopropylene glycol
  • Methyl glycol
  • Methylethyl glycol
  • Methylethylene glycol
  • Monopropylene glycol
  • Octadec-9-enoic acid
  • Oelsaeure
  • Oleic acid
  • Prolugen
  • Propane-1,2-diol
  • Propanediol
  • propylene glycol (1,2-propanediol)
  • Propylene glycol usp
  • propylenglycol
  • R-(-)-1,2-propanediol
  • Sentry Propylene Glycol
  • Sirlene
  • Solar Winter Ban
  • Solargard P
  • Trimethyl glycol
  • alpha-Propyleneglycol
  • CH3CH(OH)CH2OH
  • HOCH2CH(OH)CH3
  • HOCH2CH(OH)Me
  • MeCH(OH)CH2OH
  • PPD
  • a-Propyleneglycol
  • Α-propyleneglycol
  • Ucar 35
  • Propan-1,2-diol
  • Monohydrate, propylene glycol
  • Propylene glycol, (R)-isomer
  • Propylene glycol, (S)-isomer
  • 1,2 Propanediol
  • Glycol, propylene
  • Propylene glycol, (+-)-isomer
  • Propylene glycol monohydrate
  • Propylene glycol sodium salt
CAS number57-55-6
WeightAverage: 76.0944
Monoisotopic: 76.0524295
InChI KeyDNIAPMSPPWPWGF-UHFFFAOYSA-N
InChIInChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3
IUPAC Namepropane-1,2-diol
Traditional IUPAC Name1,2-propanediol
Chemical FormulaC3H8O2
SMILESCC(O)CO
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
  • Secondary alcohol
  • 1,2-diol
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-60 °C
Experimental Properties
PropertyValueReference
Water Solubility1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP-0.92 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility952 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity18.97 m³·mol⁻¹ChemAxon
Polarizability8.01 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
AlcoholicFDB008274
OdorlessFDB008274
Very slightFDB008274
SMPDB Pathways
Pyruvate metabolismPW002447 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Glycerolipid metabolismec00561 Map00561
Pyruvate metabolismec00620 Map00620
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-014j-0900000000-d90655d5a614c4ddf998JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-014i-1900000000-ab4a1ff05d1275711170JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9000000000-a18bede40461dace657bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9000000000-6d2345a66e2cf8d2d379JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014j-0900000000-d90655d5a614c4ddf998JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-1900000000-ab4a1ff05d1275711170JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-055g-9000000000-594a84f802409d0a8265JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0kp0-9520000000-ffe4848ba88742d1a4d6JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a7i-9000000000-6c96c59f8ba2e0e5353eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-005d-9000000000-ae07e4049d24341335ecJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00aj-9000000000-f455f8f0f79f9970711aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0002-9000000000-c5bf57086deb14e12495JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0002-9000000000-6d2345a66e2cf8d2d379JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-0a1a58ae50ca7bfbc92fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9000000000-0c246d88e88be8375dd1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-5e6c0456bbcc20afb607JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-5bf5d9d3c7cf604af9a3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-9000000000-3499fb432cd119926640JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-36c6bc6082b188beb665JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-cbc512db1a4c5510015eJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692
Synthesis Reference:Tuck, Michael William Marshall. Preparation of propylene glycol by hydrogenation of glycerol. PCT Int. Appl. (2008), 20pp.
External Links:
ResourceLink
CHEBI ID16997
HMDB IDHMDB01881
Pubchem Compound ID1030
Kegg IDC00583
ChemSpider ID13835224
FOODB IDFDB008274
Wikipedia1,2-Propanediol
BioCyc IDPROPANE-1,2-DIOL