Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-03-07 02:49:10 UTC
HMDB IDHMDB0001551
Secondary Accession Numbers
  • HMDB01551
Metabolite Identification
Common NamePalmitaldehyde
DescriptionPalmitaldehyde, also known as 1-hexadecanal, belongs to the class of organic compounds known as fatty aldehydes. These are long chain aldehydes with a chain of at least 12 carbon atoms. Thus, palmitaldehyde is considered to be a fatty aldehyde lipid molecule. Palmitaldehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1582752209
Synonyms
ValueSource
1-HexadecanalChEBI
16-HexadecanalChEBI
N-HexadecanalChEBI
Palmitoyl aldehydeHMDB
HexadecanalHMDB
Chemical FormulaC16H32O
Average Molecular Weight240.4247
Monoisotopic Molecular Weight240.245315646
IUPAC Namehexadecanal
Traditional Namepalmitoyl
CAS Registry Number629-80-1
SMILES
CCCCCCCCCCCCCCCC=O
InChI Identifier
InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h16H,2-15H2,1H3
InChI KeyNIOYUNMRJMEDGI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty aldehydes. These are long chain aldehydes with a chain of at least 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty aldehydes
Direct ParentFatty aldehydes
Alternative Parents
Substituents
  • Fatty aldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point35 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg163.36130932474
[M-H]-Not Available163.361http://allccs.zhulab.cn/database/detail?ID=AllCCS00000255
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.9e-05 g/LALOGPS
logP7.18ALOGPS
logP6.1ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)15.56ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity76.16 m³·mol⁻¹ChemAxon
Polarizability33.39 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+164.09331661259
DarkChem[M-H]-163.53631661259
AllCCS[M+H]+168.72232859911
AllCCS[M-H]-168.77932859911
DeepCCS[M+H]+165.98330932474
DeepCCS[M-H]-161.96430932474
DeepCCS[M-2H]-199.64930932474
DeepCCS[M+Na]+175.31230932474
AllCCS[M+H]+168.732859911
AllCCS[M+H-H2O]+165.532859911
AllCCS[M+NH4]+171.732859911
AllCCS[M+Na]+172.632859911
AllCCS[M-H]-168.832859911
AllCCS[M+Na-2H]-170.032859911
AllCCS[M+HCOO]-171.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PalmitaldehydeCCCCCCCCCCCCCCCC=O2157.3Standard polar33892256
PalmitaldehydeCCCCCCCCCCCCCCCC=O1793.0Standard non polar33892256
PalmitaldehydeCCCCCCCCCCCCCCCC=O1823.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Palmitaldehyde,1TMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C2016.8Semi standard non polar33892256
Palmitaldehyde,1TMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C1951.5Standard non polar33892256
Palmitaldehyde,1TMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C2010.8Standard polar33892256
Palmitaldehyde,1TBDMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C(C)(C)C2241.0Semi standard non polar33892256
Palmitaldehyde,1TBDMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C(C)(C)C2136.0Standard non polar33892256
Palmitaldehyde,1TBDMS,isomer #1CCCCCCCCCCCCCCC=CO[Si](C)(C)C(C)(C)C2132.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Palmitaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-004r-7910000000-db6a900287718c7585182016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Palmitaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Palmitaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 10V, Positive-QTOFsplash10-0006-0190000000-88e54e24615fc94485382015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 20V, Positive-QTOFsplash10-006x-9870000000-3679ce8f10212501edf52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 40V, Positive-QTOFsplash10-052f-9500000000-5eda4a41605088fce3d22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 10V, Negative-QTOFsplash10-000i-0090000000-316d73b64e71af6008852015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 20V, Negative-QTOFsplash10-000i-1090000000-a5b8781e35a4c0e0ef852015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 40V, Negative-QTOFsplash10-0006-9110000000-602590712b86442e21552015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 10V, Positive-QTOFsplash10-0006-9380000000-e88a7fd7a1fc2a87e46b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 20V, Positive-QTOFsplash10-0apj-9100000000-85d41c16b53beb7a5dbb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 40V, Positive-QTOFsplash10-0a4l-9000000000-44804a5b270a0a81233f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 10V, Negative-QTOFsplash10-000i-0090000000-e9cfd21030307afc8fbd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 20V, Negative-QTOFsplash10-000i-0090000000-07283cf79ee3fb6626082021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Palmitaldehyde 40V, Negative-QTOFsplash10-052o-9530000000-cb97755476c747cf51ec2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03381
Phenol Explorer Compound IDNot Available
FooDB IDFDB031083
KNApSAcK IDC00007542
Chemspider ID959
KEGG Compound IDC00517
BioCyc IDNot Available
BiGG ID35223
Wikipedia LinkNot Available
METLIN ID6317
PubChem Compound984
PDB IDNot Available
ChEBI ID17600
Food Biomarker OntologyNot Available
VMH IDHXDCAL
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceVignais, Pierce V.; Zabin, Irving. Formation of palmitaldehyde in rat brain. Biochem. Lipids Proc. 5th Intern. Conf. Vienna (1960), Volume Date 1958, 78-84.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in carboxy-lyase activity
Specific function:
Cleaves phosphorylated sphingoid bases (PSBs), such as sphingosine-1-phosphate, into fatty aldehydes and phosphoethanolamine. Elevates stress-induced ceramide production and apoptosis.
Gene Name:
SGPL1
Uniprot ID:
O95470
Molecular weight:
63523.265
Reactions
Sphinganine 1-phosphate → O-Phosphoethanolamine + Palmitaldehydedetails
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Photoreceptor required for image-forming vision at low light intensity. Required for photoreceptor cell viability after birth. Light-induced isomerization of 11-cis to all-trans retinal triggers a conformational change leading to G-protein activation and release of all-trans retinal
Gene Name:
RHO
Uniprot ID:
P08100
Molecular weight:
38892.3
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
General function:
Involved in acyl-CoA binding
Specific function:
Binds medium- and long-chain acyl-CoA esters with very high affinity and may function as an intracellular carrier of acyl-CoA esters. It is also able to displace diazepam from the benzodiazepine (BZD) recognition site located on the GABA type A receptor. It is therefore possible that this protein also acts as a neuropeptide to modulate the action of the GABA receptor
Gene Name:
DBI
Uniprot ID:
P07108
Molecular weight:
10044.4
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
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
Reactions
Palmitaldehyde + Coenzyme A + NADP → Palmityl-CoA + NADPHdetails
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
Reactions
Palmitaldehyde + Coenzyme A + NADP → Palmityl-CoA + NADPHdetails