Showing Compound Card for Methoxybenzaldehyde (CDB005681)

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Record Information
Version1.0
Created at2020-04-27 16:45:03 UTC
Updated at2021-01-13 18:12:58 UTC
CannabisDB IDCDB005681
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMethoxybenzaldehyde
Description4-Methyl-2-quinolinone also known as 4-Methyl carbostyril is a methylated derivative of 2-quinolone. It belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group. 4-Methyl-2-quinolone is a quinolone that is quinolin-2(1H)-one substituted by a methyl group at position 4. 4-Methyl-2-quinolone is one of several structural isomers of methylquinolone wherein the methyl group is substituted at different positions of quinolone. 2-Quinolone is used as an isostere for peptides and other pharmaceutically inspired targets (PMID: 26112444 ). 4-Methyl-2-quinolone is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2(1H)-LepidinoneChEBI
4-Methyl-2-quinoloneChEBI
Chemical FormulaC10H9NO
Average Molecular Weight159.18
Monoisotopic Molecular Weight159.0684
IUPAC Name4-methylquinolin-2-ol
Traditional Name4-methyl-2-quinolinol
CAS Registry Number607-66-9
SMILES
CC1=CC(O)=NC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H9NO/c1-7-6-10(12)11-9-5-3-2-4-8(7)9/h2-6H,1H3,(H,11,12)
InChI KeyAPLVPBUBDFWWAD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinolones and derivatives
Direct ParentQuinolones and derivatives
Alternative Parents
Substituents
  • Quinolone
  • Methylpyridine
  • Hydroxypyridine
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point−1 °CWikipedia
Boiling Point248 °CWikipedia
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.56ALOGPS
logP2.94ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)11.99ChemAxon
pKa (Strongest Basic)0.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.12 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.31 m³·mol⁻¹ChemAxon
Polarizability17.01 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethoxybenzaldehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, negativesplash10-0a4i-0900000000-660d421ee13450a921ec2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, negativesplash10-0a4i-0900000000-6c2243d5ebf09df8f6412020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-0a4i-0900000000-08b4cc5fb8133db2aaf92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, negativesplash10-0a59-0900000000-f9efbae369d82985a31d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-0a59-0900000000-873aadc21d3e6908ee782020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-05o0-1900000000-2236ac1c6bbb8eb72cf42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-03di-0900000000-bb1b64cdac4ce553134e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-03di-0900000000-c5dda2bfd68065ed853c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-01ox-0900000000-fb4380ba58f3d9116dfa2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-014l-0900000000-e1ac35130d56f668580f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-014i-0900000000-01a66dd3eace16e71e4a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, positivesplash10-014i-1900000000-2d87f83140e4f0c4e9242020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-014r-7900000000-8e3c74d5ecaf216129762020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 11V, positivesplash10-0006-0900000000-b45f093d0d08110facd02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 11V, positivesplash10-014i-0900000000-89fefb61ab5c787c523c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0006-0900000000-e18e4dfb38ae8e0588f02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0006-0900000000-3a9d8e0e605d2ebbe1e02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0006-0900000000-a561718b065407bd66942020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-00kf-0900000000-d8b17d763dadcf09d6a52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-014l-0900000000-a2feaf1bb5e562752a652020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-014i-0900000000-12ac33b59602ca76d7dd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-014i-0900000000-bae1c6ee6543ee8e83282020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-014i-2900000000-58189a98920836ff47072020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-014r-6900000000-5e6a7f8dc67253ab4ad22020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, positivesplash10-029i-9300000000-ea6266646adc70381b022020-07-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound69088
PDB IDNot Available
ChEBI ID48986
References
General References
  1. Tashima T: The structural use of carbostyril in physiologically active substances. Bioorg Med Chem Lett. 2015 Sep 1;25(17):3415-9. doi: 10.1016/j.bmcl.2015.06.027. Epub 2015 Jun 14. [PubMed:26112444 ]