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Record Information
Version1.0
Creation date2010-04-08 22:06:52 UTC
Update date2020-09-17 15:39:31 UTC
Primary IDFDB005841
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNaphthalen-1-ol
Description1-Naphthol, also known as alpha-naphthol or basf ursol ern, belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. A naphthol carrying a hydroxy group at position 1. 1-Naphthol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1-Naphthol is found, on average, in the highest concentration within black walnuts. This could make 1-naphthol a potential biomarker for the consumption of these foods. 1-Naphthol is a potentially toxic compound.
CAS Number90-15-3
Structure
Thumb
Synonyms
SynonymSource
1-HydroxynaphthaleneChEBI
1-NaphthalenolChEBI
alpha-HydroxynaphthaleneChEBI
alpha-NaphtholChEBI
a-HydroxynaphthaleneGenerator
Α-hydroxynaphthaleneGenerator
a-NaphtholGenerator
Α-naphtholGenerator
1-Naphthyl alcoholHMDB
alpha-Naphthyl alcoholHMDB
BASF ursol ernHMDB
Durafur developer DHMDB
Fouramine ernHMDB
Fourrine 99HMDB
Fourrine ernHMDB
Furro erHMDB
Nako TRBHMDB
Naphthol-1HMDB
Naphthyl-1-olHMDB
Tertral ernHMDB
Ursol ernHMDB
Zoba ernHMDB
1-Naphthol, 1-(14)C-labeledHMDB
1-Naphthol, 2-(13)C-labeledHMDB
1-Naphthol, ion(1+)HMDB
1-Naphthol, sodium saltHMDB
1-Naphthol, potassium saltHMDB
1-Naphthol, lithium saltHMDB
-naptholbiospider
α-hydroxynaphthalenebiospider
α-naphtholbiospider
1-Naphtholbiospider
1-naphthol, 1-(14)C-labeledbiospider
1-naphthol, 2-(13)C-labeledbiospider
1-naphthol, ion(1+)biospider
1-naphthol, lithium saltbiospider
1-naphthol, potassium saltbiospider
1-naphthol, sodium saltbiospider
1-Naptholbiospider
Alpha-hydroxynaphthalenebiospider
Alpha-naphtholbiospider
alpha-Naphthol, 1-Naphtholbiospider
Alpha-naphthyl alcoholbiospider
Basf ursol ernbiospider
C.I. Oxidation Base 33biospider
CI Oxidation Base 33biospider
Durafur developer dbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.95 g/LALOGPS
logP2.79ALOGPS
logP2.66ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)9.6ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.49 m³·mol⁻¹ChemAxon
Polarizability15.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H8O
IUPAC namenaphthalen-1-ol
InChI IdentifierInChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H
InChI KeyKJCVRFUGPWSIIH-UHFFFAOYSA-N
Isomeric SMILESOC1=C2C=CC=CC2=CC=C1
Average Molecular Weight144.1699
Monoisotopic Molecular Weight144.057514878
Classification
Description Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthols and derivatives
Direct ParentNaphthols and derivatives
Alternative Parents
Substituents
  • 1-naphthol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point95 oC
Boiling PointNot Available
Experimental Water Solubility0.866 mg/mL at 24 oCHASSETT,JJ et al. (1980)
Experimental logP2.85HANSCH,C ET AL. (1995)
Experimental pKa9.34
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00kf-2900000000-464e7ef19c6bd0e23869Spectrum
GC-MSNaphthalen-1-ol, non-derivatized, GC-MS Spectrumsplash10-014l-3900000000-61210a72d0e1913d7c72Spectrum
GC-MSNaphthalen-1-ol, non-derivatized, GC-MS Spectrumsplash10-014l-3900000000-61210a72d0e1913d7c72Spectrum
Predicted GC-MSNaphthalen-1-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00kf-0900000000-c0995f3a682409c43837Spectrum
Predicted GC-MSNaphthalen-1-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0g4i-9850000000-192f1a8f4045c6c2e6a6Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - APCI-ITFT , negativesplash10-0006-0900000000-4e151ced4980c51dbed0Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-014i-0900000000-8fc12807dac2f94e7abaSpectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-014i-0900000000-c536d76de8d3df4d5774Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-17872f169fc1a3b9a589Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-7ff94ab855e29de86608Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-2900000000-54aee2dee46145420c78Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-3cb1d47c2a60e27a99d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-027fc605a3ec221e62c9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-9d25f4653afbb98405fdSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC11714
Pubchem Compound ID7005
Pubchem Substance IDNot Available
ChEBI ID10319
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB12138
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNAPHTHALEN-1-OL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID1-naphthol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).