Coniferyl alcohol (CHEM030253)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:46:11 UTC
Update Date2016-11-09 01:19:02 UTC
Accession NumberCHEM030253
Identification
Common NameConiferyl alcohol
ClassSmall Molecule
DescriptionA phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(e)-ConiferolChEBI
4-(3-Hydroxy-1-propenyl)-2-methoxyphenolChEBI
4-[(1E)-3-Hydroxy-1-propenyl]-2-methoxyphenolChEBI
trans-ConiferolChEBI
trans-Coniferyl alcoholChEBI
ConiferolKegg
(e) 3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-olHMDB
3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-olHMDB
3-(4-Hydroxy-3-methoxyphenyl)allyl alcoholHMDB
4-((1E)-3-Hydroxy-1-propenyl)-2-methoxyphenolHMDB
4-(3-Hydroxy-1-propenyl)-2-methoxy-phenolHMDB
4-Hydroxy-3-methoxycinnamic alcoholHMDB
4-Hydroxy-3-methoxycinnamyl alcoholHMDB
4-[(1E)-3-Hydroxyprop-1-en-1-yl]-2-methoxyphenolHMDB
Coniferyl-alcoholHMDB
Coniferylic alcoholHMDB
e-Coniferyl alcoholHMDB
gamma-HydroxyisoeugenolHMDB
p-Hydroxy-m-methoxycinnamyl alcoholHMDB
(e)-4-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenolHMDB
(e)-Coniferyl alcoholHMDB
3-(4-Hydroxy-3-methoxyphenyl)-2-propenolHMDB
3-(p-Hydroxy-m-methoxyphenyl)-2-propen-1-olHMDB
4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenolHMDB
4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenolHMDB
4-[(e)-3-Hydroxy-1-propenyl]-2-methoxyphenolHMDB
trans-3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-olHMDB
Γ-hydroxyisoeugenolHMDB
Coniferyl alcoholChEBI
Chemical FormulaC10H12O3
Average Molecular Mass180.201 g/mol
Monoisotopic Mass180.079 g/mol
CAS Registry Number458-35-5
IUPAC Name4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol
Traditional Nameconiferyl alcohol
SMILESCOC1=C(O)C=CC(\C=C/CO)=C1
InChI IdentifierInChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2-
InChI KeyJMFRWRFFLBVWSI-IHWYPQMZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Cinnamyl alcohol
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.78 g/LALOGPS
logP1.51ALOGPS
logP1.35ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.98ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.64 m³·mol⁻¹ChemAxon
Polarizability19.28 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0udl-2892000000-8e09702bbe43408dea53Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udl-1971000000-58a2f40e1a35d994d8ceSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udl-2892000000-8e09702bbe43408dea53Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-1971000000-886be2fff2ae0775e29aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0w3a-0900000000-c3f5aeffcba96abe41daSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0kp0-8194000000-8bc8f9ae4a3bf62fa091Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-0900000000-f6bbbda70bec57d54aaeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ei-1900000000-3d071a468ccb93b13a93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059i-7900000000-90868b3f0a488e617d4dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-c729b8f0720bcdcdde7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-0900000000-4dbcd2c4d0c5f7bf5419Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-3900000000-4d122ceec54b7f8cab5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-074bf952f4105e8f10d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-494e5e2f6e97fd314483Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003r-2900000000-4533325c29a82a96f32bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001r-0900000000-e7b51828e724301da666Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-73c4d6f6f4b8b6f0cbb0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-6900000000-70c7e7ed6d9cf3dbdcbfSpectrum
MSMass Spectrum (Electron Ionization)splash10-0f80-9700000000-1f147bafa37d424b58e0Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0012915
FooDB IDFDB015496
Phenol Explorer IDNot Available
KNApSAcK IDC00000614
BiGG IDNot Available
BioCyc IDCONIFERYL-ALCOHOL
METLIN IDNot Available
PDB IDN7I
Wikipedia LinkConiferyl_alcohol
Chemspider ID1266063
ChEBI ID17745
PubChem Compound ID1549095
Kegg Compound IDC00590
YMDB IDNot Available
ECMDB IDM2MDB005701
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11430982
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11684179
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12676987
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20336005
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21319787
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22851762
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22920542
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23131896
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23159486
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23188459
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23448127
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23624856
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23633600
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23876147
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=31629237
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=6660881
17. Melchers LS, Regensburg-Tuink AJ, Schilperoort RA, Hooykaas PJ: Specificity of signal molecules in the activation of Agrobacterium virulence gene expression. Mol Microbiol. 1989 Jul;3(7):969-77.
18. Panossian A, Kocharian A, Matinian K, Amroyan E, Gabrielian E, Mayr C, Wagner H: Pharmacological activity of phenylpropanoids of the mistletoe, Viscum album L., host: Pyrus caucasica Fed. Phytomedicine. 1998 Mar;5(1):11-7. doi: 10.1016/S0944-7113(98)80053-6.