2-Propyn-1-ol (YMDB01377)

Identification
YMDB IDYMDB01377
Name2-Propyn-1-ol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description2-Propyn-1-ol, also known as prop-2-yne-1-ol or 3-propynol, belongs to the class of organic compounds known as acetylides. Acetylides are compounds arising by replacement of one or both hydrogen atoms of acetylene (ethyne) by a metal or other cationic group. E.g. NaC#CH monosodium acetylide. By extension, analogous compounds derived from terminal acetylenes, RC#CH. The class is limited here to derivatives of acetylene where the hydrogen atom is replaced with an element with similar or lower electronegativity that carbon. 2-Propyn-1-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 1-Hydroxy-2-propyne
  • 1-Propyn-3-ol
  • 1-Propyn-3-yl alcohol
  • 1-Propyne-3-ol
  • 2-Propyn-1-ol
  • 2-Propynol
  • 2-Propynyl alcohol
  • 3-Hydroxy-1-propyne
  • 3-Propynol
  • Acetylene carbinol
  • Acetylenylcarbinol
  • Ethynyl carbinol
  • Ethynylcarbinol
  • Methanol, ethynyl-
  • Prop-2-in-1-ol
  • prop-2-yn-1-ol
  • Prop-2-yne-1-ol
  • Propargyl alcohol
  • Propynyl alcohol
  • Ethynylmethanol
  • NA 1986
  • Propargyl alcohol, sodium salt
  • Propargyl alcohol, lithium salt
CAS number107-19-7
WeightAverage: 56.0633
Monoisotopic: 56.02621475
InChI KeyTVDSBUOJIPERQY-UHFFFAOYSA-N
InChIInChI=1S/C3H4O/c1-2-3-4/h1,4H,3H2
IUPAC Nameprop-2-yn-1-ol
Traditional IUPAC Namepropargyl alcohol
Chemical FormulaC3H4O
SMILESOCC#C
Chemical Taxonomy
Description belongs to the class of organic compounds known as acetylides. Acetylides are compounds arising by replacement of one or both hydrogen atoms of acetylene (ethyne) by a metal or other cationic group. E.g. NaC#CH monosodium acetylide. By extension, analogous compounds derived from terminal acetylenes, RC#CH. The class is limited here to derivatives of acetylene where the hydrogen atom is replaced with an element with similar or lower electronegativity that carbon.
KingdomOrganic compounds
Super ClassAcetylides
ClassNot Available
Sub ClassNot Available
Direct ParentAcetylides
Alternative Parents
Substituents
  • Acetylide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-50 °C
Experimental Properties
PropertyValueReference
Water Solubility1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP-0.38 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility1.86 g/LALOGPS
logP-0.7ALOGPS
logP-0.29ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)13.65ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity15.84 m³·mol⁻¹ChemAxon
Polarizability5.78 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Propanoate metabolismec00640 Map00640
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-a14d2bb55ce85fd99a7fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-3bbfdc0a768feb391952JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-f63e7b82abf75ec33c5bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-5af236c3d3ed55b73adeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-e578c9fb2097eb472d12JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-b6683fbefd94d0998dbaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-2e1373892804a80a0202JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). "A new process for wine production by penetration of yeast in uncrushed frozen grapes." Appl Biochem Biotechnol 162:1109-1121.20151225
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID28905
HMDB IDHMDB0180697
Pubchem Compound ID7859
Kegg IDC05986
ChemSpider ID21106466
FOODB IDNot Available
Wikipedia IDPropargyl_alcohol
BioCyc IDNot Available