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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:09:47 UTC
Update Date2019-01-11 19:31:54 UTC
HMDB IDHMDB0012915
Secondary Accession Numbers
  • HMDB12915
Metabolite Identification
Common NameConiferyl alcohol
DescriptionConiferyl alcohol is an intermediate in biosynthesis of eugenol and of stilbene and coumarin. Gum benzoin contains significant amount of coniferyl alcohol and its esters. Coniferyl alcohol is an organic compound. This colourless crystalline solid is a phytochemical, one of the monolignols. It is synthetized via the phenylpropanoid biochemical pathway. When copolymerized with related aromatic compounds, coniferyl alcohol forms lignin or lignans.
Structure
Data?1547235114
Synonyms
ValueSource
(e)-ConiferolChEBI
4-(3-Hydroxy-1-propenyl)-2-methoxyphenolChEBI
4-[(1E)-3-Hydroxy-1-propenyl]-2-methoxyphenolChEBI
(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
ConiferolHMDB
Coniferyl-alcoholHMDB
Coniferylic alcoholHMDB
e-Coniferyl alcoholHMDB
epsilon-Coniferyl alcoholHMDB
gamma-HydroxyisoeugenolHMDB
P-Hydroxy-m-methoxycinnamyl alcoholHMDB
Chemical FormulaC10H12O3
Average Molecular Weight180.2005
Monoisotopic Molecular Weight180.07864425
IUPAC Name4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol
Traditional Nameconiferyl alcohol
CAS Registry Number458-35-5
SMILES
COC1=CC(\C=C\CO)=CC=C1O
InChI Identifier
InChI=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-NSCUHMNNSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as methoxyphenols. These 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
Ontology
Disposition

Route of exposure:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point74 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot 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 RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0udl-2892000000-8e09702bbe43408dea53JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udl-1971000000-58a2f40e1a35d994d8ceJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udl-2892000000-8e09702bbe43408dea53JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-1971000000-886be2fff2ae0775e29aJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0w3a-0900000000-c3f5aeffcba96abe41daJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0kp0-8194000000-8bc8f9ae4a3bf62fa091JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-0900000000-f6bbbda70bec57d54aaeJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ei-1900000000-3d071a468ccb93b13a93JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059i-7900000000-90868b3f0a488e617d4dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-c729b8f0720bcdcdde7dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-0900000000-4dbcd2c4d0c5f7bf5419JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-3900000000-4d122ceec54b7f8cab5dJSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0f80-9700000000-1f147bafa37d424b58e0JSpectraViewer | MoNA
Biological Properties
Cellular LocationsNot Available
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
FoodDB IDFDB015496
KNApSAcK IDC00000614
Chemspider ID1266063
KEGG Compound IDC00590
BioCyc ID5-HYDROXY-CONIFERYL-ALCOHOL
BiGG IDNot Available
Wikipedia LinkConiferyl_alcohol
METLIN IDNot Available
PubChem Compound1549095
PDB IDN7I
ChEBI ID17745
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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. [PubMed:2796734 ]
  2. 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. [PubMed:23195693 ]

Enzymes

General function:
Involved in antioxidant activity
Specific function:
Involved in redox regulation of the cell. Can reduce H(2)O(2) and short chain organic, fatty acid, and phospholipid hydroperoxides. May play a role in the regulation of phospholipid turnover as well as in protection against oxidative injury.
Gene Name:
PRDX6
Uniprot ID:
P30041
Molecular weight:
25034.715
Reactions
Coniferyl alcohol → Guaiacyl lignindetails