Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-05-22 14:17:29 UTC
Update Date2022-03-07 02:49:11 UTC
HMDB IDHMDB0001958
Secondary Accession Numbers
  • HMDB01958
Metabolite Identification
Common NamePristanal
DescriptionPristanal, also known as (2R)-pristanal or 2SPR-al, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, pristanal is considered to be an isoprenoid lipid molecule. Pristanal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1582752219
Synonyms
ValueSource
2,6,10,14-TetramethylpentadecanalChEBI
(2R)-PristanalHMDB
(2R,6R,10R)-2,6,10,14-TetramethylpentadecanalHMDB
(2S)-PristanalHMDB
(2S,6R,10R)-2,6,10,14-TetramethylpentadecanalHMDB
2(R)-PristanalHMDB
2(S)-PristanalHMDB
2RPR-Al (2R,6R,10R,14)-tetramethylpentadecanalHMDB
2SPR-AlHMDB
Chemical FormulaC19H38O
Average Molecular Weight282.5044
Monoisotopic Molecular Weight282.292265838
IUPAC Name2,6,10,14-tetramethylpentadecanal
Traditional Namepristanal
CAS Registry Number105373-75-9
SMILES
CC(C)CCCC(C)CCCC(C)CCCC(C)C=O
InChI Identifier
InChI=1S/C19H38O/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20/h15-19H,6-14H2,1-5H3
InChI KeyIZJRIIWUSIGEAJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAcyclic diterpenoids
Alternative Parents
Substituents
  • Acyclic diterpenoid
  • Fatty aldehyde
  • Fatty acyl
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.7e-05 g/LALOGPS
logP7.79ALOGPS
logP7.06ChemAxon
logS-7.2ALOGPS
pKa (Strongest Acidic)16.07ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity89.78 m³·mol⁻¹ChemAxon
Polarizability38.06 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]+170.82231661259
DarkChem[M-H]-168.80531661259
AllCCS[M+H]+183.98332859911
AllCCS[M-H]-180.61832859911
DeepCCS[M+H]+179.16130932474
DeepCCS[M-H]-176.67530932474
DeepCCS[M-2H]-210.9330932474
DeepCCS[M+Na]+186.90130932474
AllCCS[M+H]+184.032859911
AllCCS[M+H-H2O]+181.132859911
AllCCS[M+NH4]+186.632859911
AllCCS[M+Na]+187.432859911
AllCCS[M-H]-180.632859911
AllCCS[M+Na-2H]-182.432859911
AllCCS[M+HCOO]-184.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PristanalCC(C)CCCC(C)CCCC(C)CCCC(C)C=O2213.0Standard polar33892256
PristanalCC(C)CCCC(C)CCCC(C)CCCC(C)C=O1915.7Standard non polar33892256
PristanalCC(C)CCCC(C)CCCC(C)CCCC(C)C=O1907.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pristanal,1TMS,isomer #1CC(=CO[Si](C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2074.6Semi standard non polar33892256
Pristanal,1TMS,isomer #1CC(=CO[Si](C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2019.7Standard non polar33892256
Pristanal,1TMS,isomer #1CC(=CO[Si](C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2042.8Standard polar33892256
Pristanal,1TBDMS,isomer #1CC(=CO[Si](C)(C)C(C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2293.4Semi standard non polar33892256
Pristanal,1TBDMS,isomer #1CC(=CO[Si](C)(C)C(C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2168.1Standard non polar33892256
Pristanal,1TBDMS,isomer #1CC(=CO[Si](C)(C)C(C)(C)C)CCCC(C)CCCC(C)CCCC(C)C2178.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pristanal GC-MS (Non-derivatized) - 70eV, Positivesplash10-067l-6940000000-92eea11a4ee17a8684492017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pristanal 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 - Pristanal 10V, Positive-QTOFsplash10-001i-0190000000-e6bb3c75007615689c572017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 20V, Positive-QTOFsplash10-0ayi-9760000000-b0b1ff6d42edf755a92f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 40V, Positive-QTOFsplash10-0a4i-9310000000-97899f565140e079d0dd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 10V, Negative-QTOFsplash10-001i-0090000000-3c966a223d603742f3552017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 20V, Negative-QTOFsplash10-001i-0090000000-8eda93a79a842a9a37ca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 40V, Negative-QTOFsplash10-0a4i-9240000000-5e254cf1636165308b962017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 10V, Negative-QTOFsplash10-001i-0090000000-b6ba81f0eb58de0f80422021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 20V, Negative-QTOFsplash10-001i-0090000000-10382921dc6d5ef46e722021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 40V, Negative-QTOFsplash10-0kur-2590000000-2f74d39f42cf441c367e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 10V, Positive-QTOFsplash10-001i-3290000000-c34f796fefe80e7143712021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 20V, Positive-QTOFsplash10-08mr-9610000000-7a9564f8dcd28f76b8282021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pristanal 40V, Positive-QTOFsplash10-0a59-9000000000-69d4c995218aa5f3e55b2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
  • Peroxisome
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022765
KNApSAcK IDNot Available
Chemspider ID13628282
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2364547
Wikipedia LinkNot Available
METLIN ID6402
PubChem Compound14671060
PDB IDNot Available
ChEBI ID49189
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceJung, Michael E.; Liu, Ching Yang. Efficient synthesis of a head-to-head isoprenoid geochemical biomarker from phytol. Journal of Organic Chemistry (1986), 51(26), 5446-7.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
ALDH2
Uniprot ID:
P05091
Molecular weight:
56380.93
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes a carbon-carbon cleavage reaction; cleaves a 2-hydroxy-3-methylacyl-CoA into formyl-CoA and a 2-methyl-branched fatty aldehyde.
Gene Name:
HACL1
Uniprot ID:
Q9UJ83
Molecular weight:
63728.095
Reactions
2-Hydroxyphytanoyl-CoA → Pristanal + Formyl-CoAdetails