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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 00:59:35 UTC
Update Date2023-02-21 17:29:57 UTC
HMDB IDHMDB0060398
Secondary Accession Numbers
  • HMDB60398
Metabolite Identification
Common Name5-Hydroxyconiferyl alcohol
Description5-Hydroxyconiferyl alcohol 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. 5-Hydroxyconiferyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Hydroxyconiferyl alcohol exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 5-Hydroxyconiferyl alcohol has been detected, but not quantified in, several different foods, such as pepper (c. baccatum), cowpea, jackfruits, common verbena, and bayberries. This could make 5-hydroxyconiferyl alcohol a potential biomarker for the consumption of these foods. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
Structure
Data?1677000597
SynonymsNot Available
Chemical FormulaC10H12O4
Average Molecular Weight196.1999
Monoisotopic Molecular Weight196.073558872
IUPAC Name5-[(1E)-3-hydroxyprop-1-en-1-yl]-3-methoxybenzene-1,2-diol
Traditional Name5-hydroxyconiferyl alcohol
CAS Registry NumberNot Available
SMILES
COC1=CC(\C=C\CO)=CC(O)=C1O
InChI Identifier
InChI=1S/C10H12O4/c1-14-9-6-7(3-2-4-11)5-8(12)10(9)13/h2-3,5-6,11-13H,4H2,1H3/b3-2+
InChI KeyNPNAJGCZQBQWQZ-NSCUHMNNSA-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
  • Catechol
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organooxygen compound
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.74 g/LALOGPS
logP1.07ALOGPS
logP1.05ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.62 m³·mol⁻¹ChemAxon
Polarizability20.27 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+142.5830932474
DeepCCS[M-H]-140.22230932474
DeepCCS[M-2H]-175.22630932474
DeepCCS[M+Na]+150.63330932474
AllCCS[M+H]+143.332859911
AllCCS[M+H-H2O]+139.132859911
AllCCS[M+NH4]+147.232859911
AllCCS[M+Na]+148.332859911
AllCCS[M-H]-142.132859911
AllCCS[M+Na-2H]-142.832859911
AllCCS[M+HCOO]-143.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Hydroxyconiferyl alcoholCOC1=CC(\C=C\CO)=CC(O)=C1O3287.9Standard polar33892256
5-Hydroxyconiferyl alcoholCOC1=CC(\C=C\CO)=CC(O)=C1O1917.8Standard non polar33892256
5-Hydroxyconiferyl alcoholCOC1=CC(\C=C\CO)=CC(O)=C1O1934.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Hydroxyconiferyl alcohol,1TMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C)=CC(O)=C1O2091.3Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,1TMS,isomer #2COC1=CC(/C=C/CO)=CC(O[Si](C)(C)C)=C1O1993.7Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,1TMS,isomer #3COC1=CC(/C=C/CO)=CC(O)=C1O[Si](C)(C)C1940.4Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O2078.5Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TMS,isomer #2COC1=CC(/C=C/CO[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C2046.9Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TMS,isomer #3COC1=CC(/C=C/CO)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C1990.1Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,3TMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C2063.8Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,1TBDMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(O)=C1O2337.6Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,1TBDMS,isomer #2COC1=CC(/C=C/CO)=CC(O[Si](C)(C)C(C)(C)C)=C1O2250.6Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,1TBDMS,isomer #3COC1=CC(/C=C/CO)=CC(O)=C1O[Si](C)(C)C(C)(C)C2214.0Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TBDMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O2549.1Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TBDMS,isomer #2COC1=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C2537.2Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,2TBDMS,isomer #3COC1=CC(/C=C/CO)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2525.6Semi standard non polar33892256
5-Hydroxyconiferyl alcohol,3TBDMS,isomer #1COC1=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2788.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxyconiferyl alcohol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gdj-0900000000-8b9c9f41c5137f9e43762017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxyconiferyl alcohol GC-MS (3 TMS) - 70eV, Positivesplash10-006t-3019000000-5cb81b9c4f6c4375a7eb2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxyconiferyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Hydroxyconiferyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 10V, Positive-QTOFsplash10-004j-0900000000-37009ab07c41f3f3603f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 20V, Positive-QTOFsplash10-004j-1900000000-6f2cf7e6a3061bf614dd2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 40V, Positive-QTOFsplash10-0f79-5900000000-cd7b06f8b105c86c9de22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 10V, Negative-QTOFsplash10-0002-0900000000-41c0951f716f9d0001e92017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 20V, Negative-QTOFsplash10-002b-0900000000-d84afb7e3426e59adf312017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 40V, Negative-QTOFsplash10-006y-5900000000-2ba72850a3295f90a24f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 10V, Positive-QTOFsplash10-002b-0900000000-11f88a8150d41602d1ef2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 20V, Positive-QTOFsplash10-002b-0900000000-045fa8234f824965d4482021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 40V, Positive-QTOFsplash10-014i-8900000000-b802a78a26c9c032ba722021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 10V, Negative-QTOFsplash10-0002-0900000000-3fa6590d885bd13074802021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 20V, Negative-QTOFsplash10-0f6t-0900000000-fc649a0f8307796c5d462021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Hydroxyconiferyl alcohol 40V, Negative-QTOFsplash10-014i-8900000000-79394b54e11df71d8d662021-10-12Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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
FooDB IDFDB030571
KNApSAcK IDC00007337
Chemspider IDNot Available
KEGG Compound IDC12205
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282095
PDB IDNot Available
ChEBI ID31135
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

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
5-Hydroxyconiferyl alcohol → 5-Hydroxy-guaiacyl lignindetails