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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:44:17 UTC
Update Date2022-03-07 02:53:02 UTC
HMDB IDHMDB0031599
Secondary Accession Numbers
  • HMDB31599
Metabolite Identification
Common Name2-Pentanol
Description2-Pentanol, also known as 1-methylbutanol or 2-hydroxypentane, belongs to the class of organic compounds known as secondary alcohols. A secondary alcohol that is pentane substituted at position 2 by a hydroxy group. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 2-Pentanol has been detected, but not quantified, in a few different foods, such as alcoholic beverages, fruits, and milk and milk products.
Structure
Data?1563862145
Synonyms
ValueSource
1-Methyl-1-butanolChEBI
1-MethylbutanolChEBI
2-HydroxypentaneChEBI
2-Pentyl alcoholChEBI
alpha-MethylbutanolChEBI
Methyl propyl carbinolChEBI
MethylpropylcarbinolChEBI
N-C3H7CH(OH)CH3ChEBI
Pentanol-2ChEBI
Sec-amyl alcoholChEBI
Sec-N-amyl alcoholChEBI
Sec-pentanolChEBI
Sec-pentyl alcoholChEBI
a-MethylbutanolGenerator
Α-methylbutanolGenerator
(+/-)-2-pentanolChEBI, HMDB
(R)-(-)-2-PentanolHMDB
(S)-(+)-2-PentanolHMDB
FEMA 3316HMDB
Isoamyl alcohol (primary/secondaryHMDB
Isoamyl alcohol, secondaryHMDB
Methyl butanolHMDB, MeSH
Methyl-butanolHMDB
Methylbutan-1-olHMDB
Pentan-2-olHMDB
Potassium t-amylateMeSH, HMDB
t-Amyl alcoholMeSH, HMDB
Tert-amyl alcoholMeSH, HMDB
2-Methyl-2-butanolMeSH, HMDB
2-PentanolChEBI
Chemical FormulaC5H12O
Average Molecular Weight88.1482
Monoisotopic Molecular Weight88.088815006
IUPAC Namepentan-2-ol
Traditional Name2-pentanol
CAS Registry Number6032-29-7
SMILES
CCCC(C)O
InChI Identifier
InChI=1S/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3
InChI KeyJYVLIDXNZAXMDK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentSecondary alcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-73 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility44.6 mg/mL at 25 °CNot Available
LogP1.19Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility59.7 g/LALOGPS
logP1.18ALOGPS
logP1.22ChemAxon
logS-0.17ALOGPS
pKa (Strongest Acidic)17.8ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.55 m³·mol⁻¹ChemAxon
Polarizability11.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.95531661259
DarkChem[M-H]-111.83631661259
DeepCCS[M+H]+127.73330932474
DeepCCS[M-H]-125.82330932474
DeepCCS[M-2H]-161.3430932474
DeepCCS[M+Na]+135.89630932474
AllCCS[M+H]+123.732859911
AllCCS[M+H-H2O]+119.232859911
AllCCS[M+NH4]+127.932859911
AllCCS[M+Na]+129.132859911
AllCCS[M-H]-130.832859911
AllCCS[M+Na-2H]-135.432859911
AllCCS[M+HCOO]-140.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-PentanolCCCC(C)O1078.1Standard polar33892256
2-PentanolCCCC(C)O664.7Standard non polar33892256
2-PentanolCCCC(C)O681.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Pentanol,1TMS,isomer #1CCCC(C)O[Si](C)(C)C854.1Semi standard non polar33892256
2-Pentanol,1TBDMS,isomer #1CCCC(C)O[Si](C)(C)C(C)(C)C1038.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0a4i-9000000000-19815e3dcbfcbbccaa402017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0002-9000000000-ee11af6c4a561b5c9bbd2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-052e-9000000000-f0deb638d3edc45dc66a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0002-9000000000-0ae80db19f0a4f6f52a02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0a4i-9000000000-19815e3dcbfcbbccaa402018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0002-9000000000-ee11af6c4a561b5c9bbd2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-052e-9000000000-f0deb638d3edc45dc66a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Pentanol EI-B (Non-derivatized)splash10-0002-9000000000-0ae80db19f0a4f6f52a02018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00bd-9000000000-a3bfc45a4f28beaf892a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentanol GC-MS (1 TMS) - 70eV, Positivesplash10-00fs-9300000000-baaea12ff9e62ed7bf432017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentanol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-2b92c1ebfce84d9a189e2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 10V, Positive-QTOFsplash10-00di-9000000000-cc4515b70c83fa4565c72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 20V, Positive-QTOFsplash10-00di-9000000000-df91948909c8c4143cb82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 40V, Positive-QTOFsplash10-00dl-9000000000-ea6d1efc64a3bd41a96d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 10V, Negative-QTOFsplash10-000i-9000000000-b0aeeb1eafd7d5f3272c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 20V, Negative-QTOFsplash10-00kr-9000000000-bb0d405de9c11645e9242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 40V, Negative-QTOFsplash10-00r6-9000000000-2de1088b9048aeb662d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 10V, Negative-QTOFsplash10-000i-9000000000-dd8f1f11d4928285c04e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 20V, Negative-QTOFsplash10-000i-9000000000-f1a24274609e9756e7f52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 40V, Negative-QTOFsplash10-0a4l-9000000000-12883dab736685ea1ad22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 10V, Positive-QTOFsplash10-006x-9000000000-cf94ca13278156b9ade02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 20V, Positive-QTOFsplash10-0006-9000000000-f09a556f6ed79c51a8332021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentanol 40V, Positive-QTOFsplash10-0006-9000000000-bf2500ef794fea0a76ad2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011151
KNApSAcK IDC00035493
Chemspider ID21011
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Pentanol
METLIN IDNot Available
PubChem Compound22386
PDB IDNot Available
ChEBI ID77518
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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  2. Ziadi M, Wathelet JP, Marlier M, Hamdi M, Thonart P: Analysis of volatile compounds produced by 2 strains of Lactococcus lactis isolated from leben (Tunisian fermented milk) using solid-phase microextraction-gas chromatography. J Food Sci. 2008 Aug;73(6):S247-52. [PubMed:19241567 ]
  3. Afzal MI, Boulahya KA, Paris C, Delaunay S, Cailliez-Grimal C: Effect of oxygen on the biosynthesis of flavor compound 3-methylbutanal from leucine catabolism during batch culture in Carnobacterium maltaromaticum LMA 28. J Dairy Sci. 2013 Jan;96(1):352-9. doi: 10.3168/jds.2012-6088. Epub 2012 Nov 22. [PubMed:23182362 ]
  4. Fall PA, Pilet MF, Leduc F, Cardinal M, Duflos G, Guerin C, Joffraud JJ, Leroi F: Sensory and physicochemical evolution of tropical cooked peeled shrimp inoculated by Brochothrix thermosphacta and Lactococcus piscium CNCM I-4031 during storage at 8 degrees C. Int J Food Microbiol. 2012 Jan 16;152(3):82-90. doi: 10.1016/j.ijfoodmicro.2011.07.015. Epub 2011 Jul 23. [PubMed:21835482 ]
  5. Mo X, Xu Y, Fan W: Characterization of aroma compounds in Chinese rice wine Qu by solvent-assisted flavor evaporation and headspace solid-phase microextraction. J Agric Food Chem. 2010 Feb 24;58(4):2462-9. doi: 10.1021/jf903631w. [PubMed:20088505 ]
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  7. Jary E, Bee T, Walker SR, Chung SK, Seo KC, Morris JC, Don AS: Elimination of a hydroxyl group in FTY720 dramatically improves the phosphorylation rate. Mol Pharmacol. 2010 Oct;78(4):685-92. doi: 10.1124/mol.110.064873. Epub 2010 Jul 7. [PubMed:20610734 ]
  8. Garcia-Cayuela T, Gomez de Cadinanos LP, Pelaez C, Requena T: Expression in Lactococcus lactis of functional genes related to amino acid catabolism and cheese aroma formation is influenced by branched chain amino acids. Int J Food Microbiol. 2012 Oct 15;159(3):207-13. doi: 10.1016/j.ijfoodmicro.2012.09.002. Epub 2012 Sep 13. [PubMed:23107499 ]
  9. Rowan DD, Hunt MB, Dimouro A, Alspach PA, Weskett R, Volz RK, Gardiner SE, Chagne D: Profiling fruit volatiles in the progeny of a 'Royal Gala' x 'Granny Smith' apple (Malus x domestica) cross. J Agric Food Chem. 2009 Sep 9;57(17):7953-61. doi: 10.1021/jf901678v. [PubMed:19691320 ]
  10. Sun SY, Jiang WG, Zhao YP: Evaluation of different Saccharomyces cerevisiae strains on the profile of volatile compounds and polyphenols in cherry wines. Food Chem. 2011 Jul 15;127(2):547-55. doi: 10.1016/j.foodchem.2011.01.039. Epub 2011 Jan 19. [PubMed:23140699 ]
  11. McGinty D, Scognamiglio J, Letizia CS, Api AM: Fragrance material review on 2-methylbutanol. Food Chem Toxicol. 2010 Jul;48 Suppl 4:S97-101. doi: 10.1016/j.fct.2010.05.039. [PubMed:20659647 ]
  12. Holm ES, Schafer A, Koch AG, Petersen MA: Investigation of spoilage in saveloy samples inoculated with four potential spoilage bacteria. Meat Sci. 2013 Mar;93(3):687-95. doi: 10.1016/j.meatsci.2012.11.016. Epub 2012 Nov 16. [PubMed:23261532 ]
  13. Andrade MA, Cordoba JJ, Casado EM, Cordoba MG, Rodriguez M: Effect of selected strains of Debaryomyces hansenii on the volatile compound production of dry fermented sausage "salchichon". Meat Sci. 2010 Jun;85(2):256-64. doi: 10.1016/j.meatsci.2010.01.009. Epub 2010 Jan 14. [PubMed:20374895 ]
  14. Van Lancker F, Adams A, Delmulle B, De Saeger S, Moretti A, Van Peteghem C, De Kimpe N: Use of headspace SPME-GC-MS for the analysis of the volatiles produced by indoor molds grown on different substrates. J Environ Monit. 2008 Oct;10(10):1127-33. doi: 10.1039/b808608g. [PubMed:18843388 ]
  15. Chou HH, Keasling JD: Synthetic pathway for production of five-carbon alcohols from isopentenyl diphosphate. Appl Environ Microbiol. 2012 Nov;78(22):7849-55. doi: 10.1128/AEM.01175-12. Epub 2012 Aug 31. [PubMed:22941086 ]
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