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Record Information
Version1.0
Created at2020-10-21 16:06:45 UTC
Updated at2021-08-19 23:59:11 UTC
NP-MRD IDNP0001752
Secondary Accession NumbersNone
Natural Product Identification
Common NameConiferyl alcohol
Provided ByNPAtlasNPAtlas Logo
DescriptionConiferyl alcohol, also known as (e)-coniferol or trans-coniferol, 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. Coniferyl alcohol exists in all living organisms, ranging from bacteria to humans. Coniferyl alcohol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Coniferyl alcohol is found in Artemisia alba, Artemisia xerophytica, Asparagus cochinchinensis, Bactrocera dorsalis, Broussonetia papyrifera, Carica papaya , Codonopsis pilosula, Coix lacryma-jobi, Coleogyne ramosissima, Echinacea purpurea, Eleutherococcus senticosus, Tabernaemontana divaricata, Fagus grandifolia, Hibiscus taiwanensis, Linum album, Linum flavum, Machilus thunbergii, Magnolia officinalis, Morus bombycis, Mus musculus, Ocimum sanctum , Paecilomyces fulvus, Picea abies, Pinus sylvestris, Pinus taeda, Pisum sativum, Populus tremuloides, Saccharum officinarum, Sambucus racemosa, Stemona collinsae, Vitis vinifera, Wedelia prostrata, Xanthium spinosum and Zea mays . It was first documented in 1989 (PMID: 2796734). Based on a literature review a significant number of articles have been published on Coniferyl alcohol (PMID: 10427706) (PMID: 23195693) (PMID: 11430982) (PMID: 11684179).
Structure
Data?1624573696
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
Coniferyl alcoholChEBI
(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
Chemical FormulaC10H12O3
Average Mass180.2005 Da
Monoisotopic Mass180.07864 Da
IUPAC Name4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenol
Traditional Nameconiferyl alcohol
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(\C=C\CO)=C1
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
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aeschynanthus bracteatusKNApSAcK Database
Arabidopsis thalianaKNApSAcK Database
Artemisia albaLOTUS Database
Artemisia xerophyticaLOTUS Database
Asparagus cochinchinensisLOTUS Database
Bactrocera dorsalisLOTUS Database
Broussonetia papyriferaLOTUS Database
Carica papayaKNApSAcK Database
Carica papaya L.Plant
Codonopsis pilosulaLOTUS Database
Coix lacryma-jobiLOTUS Database
Coleogyne ramosissimaLOTUS Database
Daucus carotaKNApSAcK Database
Echinacea purpureaLOTUS Database
Eleutherococcus senticosusLOTUS Database
Ervatamia coronariaLOTUS Database
Fagus grandifoliaLOTUS Database
Hedyotis lawsoniaeKNApSAcK Database
Helicteres angustifoliaKNApSAcK Database
Hibiscus taiwanensisLOTUS Database
Ilex paraguariensisKNApSAcK Database
Jacquemontia paniculataKNApSAcK Database
Linum albumLOTUS Database
Linum flavumLOTUS Database
Linum usitatissimumKNApSAcK Database
Machilus thunbergiiLOTUS Database
Magnolia officinalisLOTUS Database
Medicago sativaKNApSAcK Database
Morus bombycisLOTUS Database
Mus musculusLOTUS Database
Ocimum basilicumKNApSAcK Database
Ocimum sanctumKNApSAcK Database
Ocimum tenuiflorumPlant
Paecilomyces fulvusNPAtlas
Picea abiesLOTUS Database
Pinus radiataKNApSAcK Database
Pinus spp.KNApSAcK Database
Pinus strobusKNApSAcK Database
Pinus sylvestrisLOTUS Database
Pinus taedaLOTUS Database
Pisum sativumLOTUS Database
Populus spp.KNApSAcK Database
Populus tremuloidesLOTUS Database
Populus trichocarpaKNApSAcK Database
Saccharum officinarumLOTUS Database
Sambucus racemosaLOTUS Database
Stemona collinsaeKNApSAcK Database
Stemona collinsiaePlant
Vanilla mexicanaKNApSAcK Database
Vitis viniferaLOTUS Database
Wedelia prostrataLOTUS Database
Xanthium spinosumLOTUS Database
Zea maysKNApSAcK Database
Zea mays L.Plant
Species Where Detected
Species NameSourceReference
Melampsora liniKNApSAcK Database
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point74.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point332.00 to 333.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility17210 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.920 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA019705
HMDB IDHMDB0012915
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015496
KNApSAcK IDC00000614
Chemspider ID1266063
KEGG Compound IDC00590
BioCyc IDCONIFERYL-ALCOHOL
BiGG IDNot Available
Wikipedia LinkConiferyl_alcohol
METLIN IDNot Available
PubChem Compound1549095
PDB IDN7I
ChEBI ID17745
Good Scents IDrw1064641
References
General References
  1. Furukawa H, Wieser M, Morita H, Nagasawa T: Microbial synthesis of coniferyl alcohol by the fungus Byssochlamys fulva V107. Biosci Biotechnol Biochem. 1999 Jun;63(6):1141-2. doi: 10.1271/bbb.63.1141. [PubMed:10427706 ]
  2. 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. doi: 10.1111/j.1365-2958.1989.tb00246.x. [PubMed:2796734 ]
  3. 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 ]
  4. Savidge RA, Forster H: Coniferyl alcohol metabolism in conifers -- II. Coniferyl alcohol and dihydroconiferyl alcohol biosynthesis. Phytochemistry. 2001 Aug;57(7):1095-103. doi: 10.1016/s0031-9422(01)00142-x. [PubMed:11430982 ]
  5. Nagasaki T, Yasuda S, Imai T: Preparation of antibody against agatharesinol, a norlignan, using a hapten-carrier conjugate. Phytochemistry. 2001 Nov;58(6):833-40. doi: 10.1016/s0031-9422(01)00323-5. [PubMed:11684179 ]