Record Information
Version1.0
Creation date2011-09-21 01:53:05 UTC
Update date2020-09-17 15:39:53 UTC
Primary IDFDB029281
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSinapyl alcohol
DescriptionSinapyl 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. Sinapyl alcohol is a precursor to lignin or lignans. Sinapyl alcohol is an organic compound derived from cinnamic acid. This phytochemical is one of the monolignols. Sinapyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Sinapyl alcohol has been detected, but not quantified in, several different foods, such as corn salad, dates, rapinis, oats, and black cabbages. This could make sinapyl alcohol a potential biomarker for the consumption of these foods. It is also a biosynthetic precursor to various stilbenes and coumarins. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde.
CAS Number537-33-7
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.15 g/LALOGPS
logP1.36ALOGPS
logP1.2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.92 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity58.1 m³·mol⁻¹ChemAxon
Polarizability22.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H14O4
IUPAC name4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol
InChI IdentifierInChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+
InChI KeyLZFOPEXOUVTGJS-ONEGZZNKSA-N
Isomeric SMILESCOC1=CC(\C=C\CO)=CC(OC)=C1O
Average Molecular Weight210.2265
Monoisotopic Molecular Weight210.089208936
Classification
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
  • Dimethoxybenzene
  • M-dimethoxybenzene
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Alcohol
  • Primary alcohol
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSSinapyl alcohol, 2 TMS, GC-MS Spectrumsplash10-0ul0-1498000000-f1ff8135d3d6a46d0d5fSpectrum
GC-MSSinapyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0ul0-1498000000-f1ff8135d3d6a46d0d5fSpectrum
GC-MSSinapyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0ff0-1963000000-a61969c3a51056cf2757Spectrum
GC-MSSinapyl alcohol, non-derivatized, GC-MS Spectrumsplash10-06rl-1591000000-cc313a08a2a4a462462cSpectrum
Predicted GC-MSSinapyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02c6-1910000000-483f5859b80c81006212Spectrum
Predicted GC-MSSinapyl alcohol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-9176000000-a74c5b86187073be58d2Spectrum
Predicted GC-MSSinapyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-0a4i-0090000000-602a2e14b33c30c3e91a2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, negativesplash10-00di-0009100000-36f51ff1821919e02dca2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, negativesplash10-0006-0900000000-3a73e5daddcd05b7914d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-03di-0900000000-be9c70dc000fe516c98e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-002b-0900000000-dd341f985c8717688c862020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0a4i-0390000000-23fd3e2b83322f5cbdf72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 3V, positivesplash10-03dl-0900000000-7590f4f1f32763b2765b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-03dl-0900000000-20d8d646de0bb37740902020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-03di-0900000000-caf158fef19ad3b6bb652020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-03di-0900000000-fb34fca92160edf417372020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-03e9-0900000000-1ab7dc6b13aeb403011b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0bu0-0900000000-e5d28e66343eef2876db2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0api-1900000000-a5be2f9ca060395b24fa2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-0api-1900000000-12d11ae51510e9082ac12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-069r-3900000000-b6fa51093a215d65de962020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-0690-3900000000-146837c3a0ceff99347f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-0lfu-6900000000-d563c428d1b44f2113772020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-00ou-9800000000-79fe37355291b2e02ae22020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-0fvl-9700000000-e9c1d0f950c1d92969342020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0960000000-05c3f14530ede23c5f4c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-1910000000-e9785ad5d3c4cf38a2952017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fri-6900000000-6d2245e76d3fd5d9892a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0390000000-5e2811f643e53b1ae5ba2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-0930000000-04bca1d7fd2e630f64762017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-3900000000-fe0913e64f24e42bd7732017-09-01View Spectrum
NMRNot Available
ChemSpider ID4444145
ChEMBL IDCHEMBL1800816
KEGG Compound IDC02325
Pubchem Compound ID5280507
Pubchem Substance IDNot Available
ChEBI ID28813
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB13070
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDSinapyl_alcohol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference