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Human Metabolome Database Version 3.5

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Showing metabocard for 1-Pentanol (HMDB13036)

Record Information
Version 3.5
Creation Date 2009-07-24 18:12:04 -0600
Update Date 2013-02-08 17:29:42 -0700
HMDB ID HMDB13036
Secondary Accession Numbers None
Metabolite Identification
Common Name 1-Pentanol
Description Amyl 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
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C5H12O
Average Molecular Weight 88.1482
Monoisotopic Molecular Weight 88.088815006
IUPAC Name pentan-1-ol
Traditional IUPAC Name amyl alcohol
CAS Registry Number 71-41-0
SMILES CCCCCO
InChI Identifier InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
InChI Key AMQJEAYHLZJPGS-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Alcohols and Polyols
Sub Class Primary Alcohols
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Fatty alcohols(Lipidmaps)
  • a small molecule(Cyc)
  • alkyl alcohol(ChEBI)
  • primary alcohol(ChEBI)
Substituents
  • N/A
Direct Parent Primary Alcohols
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -78.9 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 22 mg/mL at 25 °C Not Available
LogP 1.51 SANGSTER (1994)
Predicted Properties
Property Value Source
Water Solubility 37.2 g/L ALOGPS
LogP 1.47 ALOGPS
LogP 1.25 ChemAxon
LogS -0.37 ALOGPS
pKa (strongest acidic) 16.84 ChemAxon
pKa (strongest basic) -2 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 3 ChemAxon
Refractivity 26.74 ChemAxon
Polarizability 11.23 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB008230
KNApSAcK ID C00035784 Link_out
Chemspider ID 6040 Link_out
KEGG Compound ID C16834 Link_out
BioCyc ID CPD-7032 Link_out
BiGG ID Not Available
Wikipedia Link pentanol Link_out
NuGOwiki Link HMDB13036 Link_out
Metagene Link HMDB13036 Link_out
METLIN ID Not Available
PubChem Compound 6276 Link_out
PDB ID PE9 Link_out
ChEBI ID 44884 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References Not Available
Enzymes
Name: Serum paraoxonase/lactonase 3
Reactions:
  • an aryl dialkyl phosphate + H2O = dialkyl phosphate + an aryl alcohol [RN:R03979]
Gene Name: PON3
Uniprot ID: Q15166 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serum paraoxonase/arylesterase 1
Reactions:
  • an aryl dialkyl phosphate + H2O = dialkyl phosphate + an aryl alcohol [RN:R03979]
Gene Name: PON1
Uniprot ID: P27169 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serum paraoxonase/arylesterase 2
Reactions:
  • an N-acyl-L-homoserine lactone + H2O = an N-acyl-L-homoserine [RN:R08970]
Gene Name: PON2
Uniprot ID: Q15165 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Intestinal-type alkaline phosphatase
Reactions:
  • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
Gene Name: ALPI
Uniprot ID: P09923 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lysosomal acid phosphatase
Reactions:
  • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
Gene Name: ACP2
Uniprot ID: P11117 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline phosphatase, tissue-nonspecific isozyme
Reactions:
  • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
Gene Name: ALPL
Uniprot ID: P05186 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Tartrate-resistant acid phosphatase type 5
Reactions:
  • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
Gene Name: ACP5
Uniprot ID: P13686 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline phosphatase, placental-like
Reactions:
  • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
Gene Name: ALPPL2
Uniprot ID: P10696 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase X, mitochondrial
Reactions:
  • an aldehyde + NAD+ + H2O = an acid + NADH + H+ [RN:R00538]
Gene Name: ALDH1B1
Uniprot ID: P30837 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sulfotransferase family cytosolic 2B member 1
Reactions:
  • 3'-phosphoadenylyl sulfate + an alcohol = adenosine 3',5'-bisphosphate + an alkyl sulfate [RN:R00629]
Gene Name: SULT2B1
Uniprot ID: O00204 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sorbitol dehydrogenase
Reactions:
  • L-iditol + NAD+ = L-sorbose + NADH + H+ [RN:R07145]
Gene Name: SORD
Uniprot ID: Q00796 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase [NADP+]
Reactions:
  • an alcohol + NADP+ = an aldehyde + NADPH + H+ [RN:R07328]
Gene Name: AKR1A1
Uniprot ID: P14550 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 4
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH4
Uniprot ID: P08319 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1B
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH1B
Uniprot ID: P00325 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1A
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH1A
Uniprot ID: P07327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 6
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH6
Uniprot ID: P28332 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-glucuronidase
Reactions:
  • a beta-D-glucuronoside + H2O = D-glucuronate + an alcohol [RN:R01478]
Gene Name: GUSB
Uniprot ID: P08236 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Plasma alpha-L-fucosidase
Reactions:
  • an alpha-L-fucoside + H2O = L-fucose + an alcohol [RN:R03162]
Gene Name: FUCA2
Uniprot ID: Q9BTY2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Trans-2-enoyl-CoA reductase, mitochondrial
Reactions:
  • acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+ [RN:R07162]
Gene Name: MECR
Uniprot ID: Q9BV79 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lecithin retinol acyltransferase
Reactions:
  • phosphatidylcholine + retinol---[cellular-retinol-binding-protein] = 2-acylglycerophosphocholine + retinyl-ester---[cellular-retinol-binding-protein] [RN:R04514]
Gene Name: LRAT
Uniprot ID: O95237 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nuclear receptor subfamily 1 group I member 3
Reactions:
    Gene Name: NR1I3
    Uniprot ID: Q14994 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Zinc-binding alcohol dehydrogenase domain-containing protein 2
    Reactions:
      Gene Name: ZADH2
      Uniprot ID: Q8N4Q0 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Hydroxyacid-oxoacid transhydrogenase, mitochondrial
      Reactions:
      • (S)-3-hydroxybutanoate + 2-oxoglutarate = acetoacetate + (R)-2-hydroxyglutarate [RN:R03225]
      Gene Name: ADHFE1
      Uniprot ID: Q8IWW8 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Fatty acyl-CoA reductase 2
      Reactions:
        Gene Name: FAR2
        Uniprot ID: Q96K12 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Acyl-CoA wax alcohol acyltransferase 2
        Reactions:
        • acyl-CoA + a long-chain alcohol = CoA + a long-chain ester [RN:R01999]
        Gene Name: AWAT2
        Uniprot ID: Q6E213 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Klotho
        Reactions:
        • a beta-D-glucuronoside + H2O = D-glucuronate + an alcohol [RN:R01478]
        Gene Name: KL
        Uniprot ID: Q9UEF7 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Testicular acid phosphatase
        Reactions:
        • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
        Gene Name: ACPT
        Uniprot ID: Q9BZG2 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Carboxylesterase 7
        Reactions:
        • a carboxylic ester + H2O = an alcohol + a carboxylate [RN:R00630]
        Gene Name: CES7
        Uniprot ID: Q6NT32 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Acid phosphatase-like protein 2
        Reactions:
        • a phosphate monoester + H2O = an alcohol + phosphate [RN:R00626]
        Gene Name: ACPL2
        Uniprot ID: Q8TE99 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Synaptic vesicle membrane protein VAT-1 homolog-like
        Reactions:
          Gene Name: VAT1L
          Uniprot ID: Q9HCJ6 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Quinone oxidoreductase PIG3
          Reactions:
            Gene Name: TP53I3
            Uniprot ID: Q53FA7 Link_out
            Protein Sequence: FASTA
            Gene Sequence: FASTA
            Name: Synaptic vesicle membrane protein VAT-1 homolog
            Reactions:
              Gene Name: VAT1
              Uniprot ID: Q99536 Link_out
              Protein Sequence: FASTA
              Gene Sequence: FASTA
              Name: Reticulon-4-interacting protein 1, mitochondrial
              Reactions:
                Gene Name: RTN4IP1
                Uniprot ID: Q8WWV3 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA