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Identification
YMDB IDYMDB01470
Name1-Pentanol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description1-Pentanol is an alcohol extracted from yeast and produced during fermentation of alcoholic beverages. It is a colorless liquid with an unpleasant aroma.
Structure
Thumb
Synonyms
  • 1-pentanol
  • 1-Pentol
  • 1-Pentyl alcohol
  • 2-Methyl-1-butanol
  • 2-Pentanol
  • Alcool amylique
  • Amyl alcohol
  • Amyl alcohol, n-
  • Amylalkohol
  • Amylol
  • Butyl carbinol
  • Butylcarbinol
  • C5 alcohol
  • n-Amyl alcohol
  • N-amylalkohol
  • N-butylcarbinol
  • n-Pentan-1-ol
  • N-pentanol
  • N-pentyl alcohol
  • N-pentyl-alcohol
  • Pentan-1-ol
  • Pentanol
  • Pentanol-1
  • Pentasol
  • Pentyl alcohol
  • Pentyl-alcohol
  • Pentylalkohol
  • Petan-1-ol
  • Primary amyl alcohol
  • Primary-n-amyl alcohol
  • Amyl alcohol, normal
  • N-C5H11OH
  • Amyl alcohol (natural)
  • Amyl alcohol normal
  • Pentanols
  • N-Pentanol, 1-(13)C-labeled CPD
  • N-Pentanol, barium salt
  • N-Pentanol, magnesium salt
  • N-Pentanol, titanium (4+) salt
  • N-Pentanol, aluminum salt
  • N-Pentanol, calcium salt
  • N-Pentanol, potassium salt
  • N-Pentanol, sodium salt
CAS number71-41-0
WeightAverage: 88.1482
Monoisotopic: 88.088815006
InChI KeyAMQJEAYHLZJPGS-UHFFFAOYSA-N
InChIInChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
IUPAC Namepentan-1-ol
Traditional IUPAC Nameamyl alcohol
Chemical FormulaC5H12O
SMILES[H]OC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as primary alcohols. These are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentPrimary alcohols
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-78.9 °C
Experimental Properties
PropertyValueReference
Water Solubility22 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP1.51 [SANGSTER (1994)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility37.2 g/LALOGPS
logP1.47ALOGPS
logP1.25ChemAxon
logS-0.37ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.74 m³·mol⁻¹ChemAxon
Polarizability11.23 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
BalsamFDB008230
BalsamicFDB008230
FuselFDB008230
OilFDB008230
SweetFDB008230
VanillaFDB008230
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Verstrepen, K. J., Van Laere, S. D., Vanderhaegen, B. M., Derdelinckx, G., Dufour, J. P., Pretorius, I. S., Winderickx, J., Thevelein, J. M., Delvaux, F. R. (2003). "Expression levels of the yeast alcohol acetyltransferase genes ATF1, Lg-ATF1, and ATF2 control the formation of a broad range of volatile esters." Appl Environ Microbiol 69:5228-5237.12957907
  • Antonelli, A., Castellari, L., Zambonelli, C., Carnacini, A. (1999). "Yeast influence on volatile composition of wines." J Agric Food Chem 47:1139-1144.10552428
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID44884
HMDB IDHMDB13036
Pubchem Compound ID6276
Kegg IDC16834
ChemSpider ID6040
FOODB IDFDB008230
Wikipedia1-Pentanol
BioCyc IDCPD-7032

Enzymes

General function:
Involved in alcohol O-acetyltransferase activity
Specific function:
Catalyzes the esterification of isoamyl alcohol and various other alcohols by acetyl-CoA
Gene Name:
ATF1
Uniprot ID:
P40353
Molecular weight:
61035.5
Reactions
Acetyl-CoA + an alcohol → CoA + an acetyl ester.
General function:
Involved in alcohol O-acetyltransferase activity
Specific function:
Acetyl-CoA + an alcohol = CoA + an acetyl ester
Gene Name:
ATF2
Uniprot ID:
P53296
Molecular weight:
61897.5
Reactions
Acetyl-CoA + an alcohol → CoA + an acetyl ester.