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Human Metabolome Database Version 3.5

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Showing metabocard for 1-Hexanol (HMDB12971)

Record Information
Version 3.5
Creation Date 2009-07-24 18:10:50 -0600
Update Date 2013-02-08 17:29:36 -0700
HMDB ID HMDB12971
Secondary Accession Numbers None
Metabolite Identification
Common Name 1-Hexanol
Description 1-Hexanol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-hexanol is believed to be a component of the odour of freshly mown grass. It is used in the perfume industry.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1-Hexanol
  2. 1-Hexyl alcohol
  3. 1-Hydroxyhexane
  4. Alcohol C-6
  5. Alcohol(C6)
  6. Amylcarbinol
  7. BHL
  8. C6 alcohol
  9. Caproic alcohol
  10. Caproyl alcohol
  11. Cyclohexan-1-ol
  12. Cyclohexanol
  13. Epal 6
  14. Exxal 6
  15. Fatty alcohol(C6)
  16. HEX
  17. Hexahydrophenol
  18. Hexalin
  19. Hexan-1-ol
  20. Hexanol (van)
  21. Hexanol-(1)
  22. Hexanol-CMPD
  23. Hexyl alcohol
  24. Hexyl alcohol (natural)
  25. Hexyl alcohol, active
  26. N-Hexan-1-ol
  27. N-Hexanol
  28. N-Hexenol
  29. N-Hexyl alcohol
  30. Pentylcarbinol
Chemical Formula C6H14O
Average Molecular Weight 102.1748
Monoisotopic Molecular Weight 102.10446507
IUPAC Name hexan-1-ol
Traditional IUPAC Name 1-hexanol
CAS Registry Number 111-27-3
SMILES CCCCCCO
InChI Identifier InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
InChI Key ZSIAUFGUXNUGDI-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Alcohols
Sub Class N/A
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Fatty alcohols(Lipidmaps)
  • a small molecule(Cyc)
Substituents
  • Primary Alcohol
Direct Parent Fatty Alcohols
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -44.6 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP 2.03 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 8.22 g/L ALOGPS
LogP 2.03 ALOGPS
LogP 1.69 ChemAxon
LogS -1.09 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 4 ChemAxon
Refractivity 31.34 ChemAxon
Polarizability 13.27 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 FDB008072
KNApSAcK ID C00000358 Link_out
Chemspider ID 7812 Link_out
KEGG Compound ID C00854 Link_out
BioCyc ID CPD-883 Link_out
BiGG ID Not Available
Wikipedia Link 1-hexanol Link_out
NuGOwiki Link HMDB12971 Link_out
Metagene Link HMDB12971 Link_out
METLIN ID Not Available
PubChem Compound 8103 Link_out
PDB ID HE2 Link_out
ChEBI ID 113441 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