Record Information
Version3.6
Creation Date2009-07-25 00:12:04 UTC
Update Date2013-02-09 00:29:42 UTC
HMDB IDHMDB13036
Secondary Accession NumbersNone
Metabolite Identification
Common Name1-Pentanol
DescriptionAmyl alcohol is an organic compound with the formula C5H12O. All eight isomers of amyl alcohol are known:; It is a colourless liquid of density 0.8247 g/cm3 (0 oC), boiling at 131.6 oC, slightly soluble in water, easily soluble in organic solvents. It possesses a characteristic strong smell and a sharp burning taste. When pure, it is nontoxic, while the impure product is toxic. On passing its vapour through a red-hot tube, it decomposes with production of acetylene, ethylene, propylene, and other compounds. It is oxidized by chromic acid to isovaleraldehyde, and it forms crystalline addition compounds with calcium chloride and tin(IV) chloride. The other amyl alcohols may be obtained synthetically. Of these, tertiary butyl carbinol has been the most difficult to obtain, its synthesis having first been reported in 1891, by L. Tissier (Comptes Rendus, 1891, 112, p. 1065) by the reduction of a mixture of trimethyl acetic acid and trimethylacetyl chloride with sodium amalgam. It is a solid that melts at 48 to 50 oC and boils at 112.3 oC.
Structure
Thumb
Synonyms
  1. 1-Pentanol
  2. 1-Pentol
  3. 1-Pentyl alcohol
  4. Alcool amylique
  5. Alcool amylique (french)
  6. Alcool amylique [french]
  7. Amyl alcohol
  8. Amyl alcohol (natural)
  9. Amyl alcohol normal
  10. Amylalkohol
  11. Amylol
  12. Butyl carbinol
  13. Butylcarbinol
  14. C5 alcohol
  15. N-Amyl alcohol
  16. N-Amylalkohol
  17. N-Amylalkohol (czech)
  18. N-Amylalkohol [czech]
  19. N-Butylcarbinol
  20. N-Pentan-1-ol
  21. N-Pentanol
  22. N-Pentyl alcohol
  23. N-Pentyl-alcohol
  24. Pentan-1-ol
  25. Pentanol (van)
  26. Pentanol-1
  27. Pentanols [UN1105] [Flammable liquid]
  28. Pentasol
  29. Pentyl alcohol
  30. Pentyl-alcohol
  31. Pentylalkohol
  32. Petan-1-ol
  33. Primary amyl alcohol
  34. Primary-N-amyl alcohol
Chemical FormulaC5H12O
Average Molecular Weight88.1482
Monoisotopic Molecular Weight88.088815006
IUPAC Namepentan-1-ol
Traditional IUPAC Nameamyl alcohol
CAS Registry Number71-41-0
SMILES
CCCCCO
InChI Identifier
InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
InChI KeyAMQJEAYHLZJPGS-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlcohols and Polyols
Sub ClassPrimary Alcohols
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Fatty alcohols(Lipidmaps)
  • a small molecule(Cyc)
  • alkyl alcohol(ChEBI)
  • primary alcohol(ChEBI)
Substituents
  • N/A
Direct ParentPrimary Alcohols
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-78.9 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility22 mg/mL at 25 °CNot Available
LogP1.51SANGSTER (1994)
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 area20.23ChemAxon
rotatable bond count3ChemAxon
refractivity26.74ChemAxon
polarizability11.23ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB008230
KNApSAcK IDC00035784
Chemspider ID6040
KEGG Compound IDC16834
BioCyc IDCPD-7032
BiGG IDNot Available
Wikipedia Linkpentanol
NuGOwiki LinkHMDB13036
Metagene LinkHMDB13036
METLIN IDNot Available
PubChem Compound6276
PDB IDPE9
ChEBI ID44884
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
PON3
Uniprot ID:
Q15166
Gene Name:
PON1
Uniprot ID:
P27169
Gene Name:
PON2
Uniprot ID:
Q15165
Gene Name:
ACP2
Uniprot ID:
P11117
Gene Name:
ALPPL2
Uniprot ID:
P10696
Gene Name:
ALDH1B1
Uniprot ID:
P30837
Gene Name:
CES1
Uniprot ID:
P23141
Reactions
Capecitabine + Water unknown 5'-Deoxy-5-fluorocytidine + 1-Pentanol + Carbon dioxidedetails
Gene Name:
CES2
Uniprot ID:
O00748
Reactions
Capecitabine + Water unknown 5'-Deoxy-5-fluorocytidine + 1-Pentanol + Carbon dioxidedetails
Gene Name:
SORD
Uniprot ID:
Q00796
Gene Name:
AKR1A1
Uniprot ID:
P14550
Gene Name:
ADH4
Uniprot ID:
P08319
Gene Name:
ADH1B
Uniprot ID:
P00325
Gene Name:
ADH1A
Uniprot ID:
P07327
Gene Name:
ADH6
Uniprot ID:
P28332
Gene Name:
GUSB
Uniprot ID:
P08236
Gene Name:
FUCA2
Uniprot ID:
Q9BTY2
Gene Name:
LRAT
Uniprot ID:
O95237
Gene Name:
FAR2
Uniprot ID:
Q96K12
Gene Name:
AWAT2
Uniprot ID:
Q6E213
28. Klotho
Gene Name:
KL
Uniprot ID:
Q9UEF7
Gene Name:
ACPT
Uniprot ID:
Q9BZG2
Gene Name:
CES5A
Uniprot ID:
Q6NT32
Gene Name:
ACPL2
Uniprot ID:
Q8TE99
Gene Name:
TP53I3
Uniprot ID:
Q53FA7