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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2009-01-30 09:14:48 UTC
Update Date2022-03-07 02:51:12 UTC
HMDB IDHMDB0011624
Secondary Accession Numbers
  • HMDB11624
Metabolite Identification
Common NameDecyl alcohol
Description1-Decanol, or decyl alcohol, is a straight chain fatty alcohol with ten carbon atoms and the molecular formula CH3(CH2)9OH. It is a colorless viscous liquid that is insoluble in water. 1-Decanol has a strong odour. Decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Decanol causes a high irritability to skin and eyes, when splashed into the eyes it can cause permanent damage. Also inhalation and ingestion can be harmful, it can also function as a narcotic. It is also harmful to the environment.
Structure
Data?1582752930
Synonyms
ValueSource
1-DecanolChEBI
Capric alcoholChEBI
Caprinic alcoholChEBI
N-Decan-1-olChEBI
N-DecanolChEBI
N-Decyl alcoholChEBI
NonylcarbinolChEBI
1-Decanol (acd/name 4.0)HMDB
Agent 504HMDB
Alcohol C-10HMDB
Alcohol C10HMDB
Alfol 10HMDB
AntakHMDB
Decan-1-olHMDB
DecanolHMDB
Decanol-(1)HMDB
Decyl N- alcoholHMDB
Decylic alcoholHMDB
Epal 10HMDB
Lorol C10HMDB
N-Decatyl alcoholHMDB
Nonyl acarbinolHMDB
PanoramaHMDB
ParanolHMDB
Primary decyl alcoholHMDB
RoyaltacHMDB
Royaltac m-2HMDB
Royaltac-85HMDB
N-Decyl alcohol, titanium saltHMDB
N-Decyl alcohol, sodium saltHMDB
N-Decyl alcohol, aluminum saltHMDB
N-Decyl alcohol, magnesium saltHMDB
Decyl alcoholChEBI
Chemical FormulaC10H22O
Average Molecular Weight158.2811
Monoisotopic Molecular Weight158.167065326
IUPAC Namedecan-1-ol
Traditional Namedecanol
CAS Registry Number112-30-1
SMILES
CCCCCCCCCCO
InChI Identifier
InChI=1S/C10H22O/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3
InChI KeyMWKFXSUHUHTGQN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point6.9 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP4.57HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.049 g/LALOGPS
logP4.24ALOGPS
logP3.47ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity49.74 m³·mol⁻¹ChemAxon
Polarizability21.63 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]+138.55831661259
DarkChem[M-H]-136.57131661259
DeepCCS[M+H]+144.41830932474
DeepCCS[M-H]-141.43730932474
DeepCCS[M-2H]-178.17330932474
DeepCCS[M+Na]+153.39230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Decyl alcoholCCCCCCCCCCO1741.9Standard polar33892256
Decyl alcoholCCCCCCCCCCO1269.9Standard non polar33892256
Decyl alcoholCCCCCCCCCCO1274.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Decyl alcohol,1TMS,isomer #1CCCCCCCCCCO[Si](C)(C)C1379.9Semi standard non polar33892256
Decyl alcohol,1TBDMS,isomer #1CCCCCCCCCCO[Si](C)(C)C(C)(C)C1586.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Decyl alcohol GC-MS (1 TMS)splash10-014i-9550000000-f65b23bed3c7332ceee02014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Decyl alcohol EI-B (Non-derivatized)splash10-0a4l-9000000000-977ade63abeaf44185e12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Decyl alcohol CI-B (Non-derivatized)splash10-0006-4900000000-330dbcd21a1b1614fd5c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Decyl alcohol EI-B (Non-derivatized)splash10-0a4l-9000000000-9be0ff3e4ab1ad4e0e732017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Decyl alcohol EI-B (Non-derivatized)splash10-0a4l-9000000000-c952708ac925d4cc26ee2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Decyl alcohol GC-MS (Non-derivatized)splash10-014i-9550000000-f65b23bed3c7332ceee02017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Decyl alcohol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-9300000000-4f25974761a05f07fb5b2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Decyl alcohol GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9300000000-a0ff161ecca9705cccf82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Decyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Decyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a5c-9000000000-272f50a180ec299d0ec72015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-014i-0900000000-22d5c1bf7e2f98f12a5d2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-066r-1900000000-2a2cfd23706a056627342012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0aor-1900000000-b5a1bff81d20fca506fa2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol EI-B (HITACHI RMU-7M) , Positive-QTOFsplash10-0a4l-9000000000-94ae00dedd4b2c0e14702012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol CI-B (HITACHI M-80) , Positive-QTOFsplash10-0006-4900000000-46512c8da212f02c45202012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol EI-B (HITACHI M-80B) , Positive-QTOFsplash10-0a4l-9000000000-30ef9f97c51d859228de2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Decyl alcohol EI-B (HITACHI RMU-6M) , Positive-QTOFsplash10-0a4l-9000000000-809358e8e81b71b6637c2012-08-31HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 10V, Positive-QTOFsplash10-052f-0900000000-1d90a5292f22c4b6647f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 20V, Positive-QTOFsplash10-0006-5900000000-87aff9ba820066d5eecd2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 40V, Positive-QTOFsplash10-052f-9100000000-bfa5e6b3603e54d852e62016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 10V, Negative-QTOFsplash10-0a4i-0900000000-8715d4ce9ae4d38e61fa2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 20V, Negative-QTOFsplash10-0a4i-1900000000-525584847451aad5b7202016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 40V, Negative-QTOFsplash10-002p-9500000000-716f14aed4e58223fa3a2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 10V, Positive-QTOFsplash10-0abc-9100000000-2f897fafba3e3f2158d02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 20V, Positive-QTOFsplash10-0abc-9000000000-38aa5bf5b02583ded1cf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 40V, Positive-QTOFsplash10-0006-9000000000-d43ed4e45d2bc52056c52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 10V, Negative-QTOFsplash10-0a4i-0900000000-bd409bb26135f37b4c812021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 20V, Negative-QTOFsplash10-0a4i-0900000000-d4baf00602259714506d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Decyl alcohol 40V, Negative-QTOFsplash10-0a4i-9200000000-ad40a15e127bab4769cb2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
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 IDFDB012351
KNApSAcK IDC00030100
Chemspider ID7882
KEGG Compound IDC01633
BioCyc IDCPD-7867
BiGG IDNot Available
Wikipedia Link1-Decanol
METLIN IDNot Available
PubChem Compound8174
PDB IDDE1
ChEBI ID28903
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
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

General function:
Involved in catalytic activity
Specific function:
1-acyl-glycerone 3-phosphate + a long-chain alcohol = an alkyl-glycerone 3-phosphate + a long-chain acid anion
Gene Name:
AGPS
Uniprot ID:
O00116
Molecular weight:
72911.2
General function:
Involved in catalytic activity
Specific function:
Catalyzes the reduction of saturated fatty acyl-CoA with chain length C16 or C18 to fatty alcohols.
Gene Name:
FAR1
Uniprot ID:
Q8WVX9
Molecular weight:
59356.25
General function:
Involved in catalytic activity
Specific function:
Catalyzes the reduction of fatty acyl-CoA to fatty alcohols. The preferred substrates are C16, C18, C18:1 and C18:2 but low activity can be observed with C10-C14 substrates.
Gene Name:
FAR2
Uniprot ID:
Q96K12
Molecular weight:
59437.92
General function:
Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:
Acyltransferase that predominantly esterify long chain (wax) alcohols with acyl-CoA-derived fatty acids to produce wax esters. Wax esters are enriched in sebum, suggesting that it plays a central role in lipid metabolism in skin. Has a preference for arachidyl alcohol as well as decyl alcohol, demonstrating its relatively poor activity using saturated long chain alcohols (C16, C18, and C20).
Gene Name:
AWAT1
Uniprot ID:
Q58HT5
Molecular weight:
37758.815
General function:
Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:
Acyltransferase that predominantly esterify long chain (wax) alcohols with acyl-CoA-derived fatty acids to produce wax esters. Wax esters are enriched in sebum, suggesting that it plays a central role in lipid metabolism in skin. Has no activity using decyl alcohol and significantly prefers the C16 and C18 alcohols. May also have 2-acylglycerol O-acyltransferase (MGAT) and acyl-CoA:retinol acyltransferase (ARAT) activities, to catalyze the synthesis of diacylglycerols and retinyl esters; however this activity is unclear in vivo.
Gene Name:
AWAT2
Uniprot ID:
Q6E213
Molecular weight:
38093.25