Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 00:53:46 UTC
Update Date2023-02-21 17:29:52 UTC
HMDB IDHMDB0060325
Secondary Accession Numbers
  • HMDB60325
Metabolite Identification
Common Name1-Naphthaldehyde
Description1-Naphthaldehyde, also known as alpha-naphthal or 1-formylnaphthalene, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1-Naphthaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). 1-Naphthaldehyde exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 1-Naphthaldehyde has been detected, but not quantified in, several different foods, such as hard wheats, roselles, globe artichokes, nopals, and red raspberries. This could make 1-naphthaldehyde a potential biomarker for the consumption of these foods. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Structure
Data?1677000592
Synonyms
ValueSource
1-FormylnaphthaleneChEBI
1-NaphthalenecarboxaldehydeChEBI
alpha-NaphthalChEBI
Alphaalpha-naphthaldehydeChEBI
a-NaphthalGenerator
Α-naphthalGenerator
Chemical FormulaC11H8O
Average Molecular Weight156.1806
Monoisotopic Molecular Weight156.057514878
IUPAC Namenaphthalene-1-carbaldehyde
Traditional Name1-naphthaldehyde
CAS Registry NumberNot Available
SMILES
O=CC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H
InChI KeySQAINHDHICKHLX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Aryl-aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aldehyde
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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 Solubility0.089 g/LALOGPS
logP2.96ALOGPS
logP2.68ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.09 m³·mol⁻¹ChemAxon
Polarizability16.7 ųChemAxon
Number of Rings2ChemAxon
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]+131.72631661259
DarkChem[M-H]-130.14931661259
DeepCCS[M-2H]-166.62630932474
DeepCCS[M+Na]+142.16430932474
AllCCS[M+H]+131.932859911
AllCCS[M+H-H2O]+127.332859911
AllCCS[M+NH4]+136.332859911
AllCCS[M+Na]+137.532859911
AllCCS[M-H]-131.132859911
AllCCS[M+Na-2H]-131.632859911
AllCCS[M+HCOO]-132.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-NaphthaldehydeO=CC1=CC=CC2=CC=CC=C122372.2Standard polar33892256
1-NaphthaldehydeO=CC1=CC=CC2=CC=CC=C121456.2Standard non polar33892256
1-NaphthaldehydeO=CC1=CC=CC2=CC=CC=C121512.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Naphthaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0900000000-c34f0ec8d35debcf0dcd2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Naphthaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Naphthaldehyde 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 - 1-Naphthaldehyde 10V, Positive-QTOFsplash10-0a4i-0900000000-82465453090d6f4782f72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 20V, Positive-QTOFsplash10-0a4i-0900000000-f7ea254b1c982828cd352017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 40V, Positive-QTOFsplash10-0gdl-3900000000-558dcd62a8548a8e808b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 10V, Negative-QTOFsplash10-0a4i-0900000000-78f55d504c82e60b3f1a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 20V, Negative-QTOFsplash10-0a4i-0900000000-f5ac65588d0f356d87fb2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 40V, Negative-QTOFsplash10-004i-0900000000-3d2b4b2870b06a2b4a7f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 10V, Positive-QTOFsplash10-004i-0900000000-9a9df12c08efee157bee2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 20V, Positive-QTOFsplash10-056r-0900000000-997018bc38d6f72b3f012021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 40V, Positive-QTOFsplash10-004i-1900000000-199e38b6fe7527c288e82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 10V, Negative-QTOFsplash10-004i-0900000000-ec6816397577a7beb93f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 20V, Negative-QTOFsplash10-004i-0900000000-ec6816397577a7beb93f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Naphthaldehyde 40V, Negative-QTOFsplash10-004i-0900000000-e9adbbfce9e1a5fe0fff2021-10-12Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDFDB030250
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC14090
BioCyc IDCPD-7614
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6195
PDB IDNot Available
ChEBI ID52367
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

General function:
Involved in zinc ion binding
Specific function:
Class-III ADH is remarkably ineffective in oxidizing ethanol, but it readily catalyzes the oxidation of long-chain primary alcohols and the oxidation of S-(hydroxymethyl) glutathione.
Gene Name:
ADH5
Uniprot ID:
P11766
Molecular weight:
39723.945
Reactions
1-Hydroxymethylnaphthalene + NAD → 1-Naphthaldehyde + NADH + Hydrogen Iondetails