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trans-Cinnamyl alcohol (FDB000888)

Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2020-02-24 19:10:16 UTC
Primary IDFDB000888
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nametrans-Cinnamyl alcohol
Descriptiontrans-Cinnamyl alcohol, also known as 3-phenyl-2-propen-1-ol or styrylcarbinol, belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. trans-Cinnamyl alcohol is a sweet, balsam, and cinnamic tasting compound. trans-Cinnamyl alcohol is found, on average, in the highest concentration within highbush blueberries (Vaccinium corymbosum). trans-Cinnamyl alcohol has also been detected, but not quantified in, several different foods, such as garden tomato (var.), komatsunas (Brassica rapa var. perviridis), chinese broccolis (Brassica alboglabra), herbal tea, and mammee apples (Mammea americana). This could make trans-cinnamyl alcohol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on trans-Cinnamyl alcohol.
CAS Number4407-36-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.34 g/LALOGPS
logP1.93ALOGPS
logP1.82ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)15.62ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.19 m³·mol⁻¹ChemAxon
Polarizability15.41 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H10O
IUPAC name(2E)-3-phenylprop-2-en-1-ol
InChI IdentifierInChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+
InChI KeyOOCCDEMITAIZTP-QPJJXVBHSA-N
Isomeric SMILESOC\C=C\C1=CC=CC=C1
Average Molecular Weight134.1751
Monoisotopic Molecular Weight134.073164942
Classification
Description Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamyl alcohols
Sub ClassNot Available
Direct ParentCinnamyl alcohols
Alternative Parents
Substituents
  • Cinnamyl alcohol
  • Styrene
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 80.56%; H 7.51%; O 11.92%DFC
Melting PointMp 33°DFC
Boiling PointBp14 142-145°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.04DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-05qc-9700000000-718fd9691cbd38d42c60Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-001l-6900000000-44b04269b7d35e886fb9Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-002f-9400000000-da49ee491f3478b8fa96Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0036-9400000000-540e90374e70aac0f48bSpectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-014i-0931100000-d1566613e817621550baSpectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-014i-1910000000-f620d5e707e1170fdbb6Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-05qc-9700000000-718fd9691cbd38d42c60Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-001l-6900000000-44b04269b7d35e886fb9Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-002f-9400000000-da49ee491f3478b8fa96Spectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0036-9400000000-540e90374e70aac0f48bSpectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-014i-0931100000-d1566613e817621550baSpectrum
GC-MStrans-Cinnamyl alcohol, non-derivatized, GC-MS Spectrumsplash10-014i-1910000000-f620d5e707e1170fdbb6Spectrum
Predicted GC-MStrans-Cinnamyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uyl-4900000000-f5041423af8993736d98Spectrum
Predicted GC-MStrans-Cinnamyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-010c-9500000000-c3c6821e801767306100Spectrum
Predicted GC-MStrans-Cinnamyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-Cinnamyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-1900000000-09cdb433d6c848c26e892016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2900000000-c2a8b6fbde5be8d99b162016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9500000000-e0d0b2dcc1928d2290e32016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-4b79ccedfe3d5be75d782016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1900000000-71c55132d7ccd6582b5f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fr6-9600000000-ce4480c7ad782675bdaa2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-4900000000-2cab5f77bd64078bc3f82021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9600000000-06cea44318e246044cfd2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9100000000-e07a9637961c556fc4c52021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-27dd5aba23f62a0bb7742021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gbc-3900000000-3b0e7fa691549cea10172021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-016r-9200000000-ce8637df94824e2a6ed62021-09-24View Spectrum
NMRNot Available
ChemSpider ID21105870
ChEMBL IDCHEMBL324794
KEGG Compound IDC02394
Pubchem Compound ID5315892
Pubchem Substance IDNot Available
ChEBI ID33227
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29698
CRC / DFC (Dictionary of Food Compounds) IDBLR24-Y:BLR26-A
EAFUS IDNot Available
Dr. Duke IDTRANS-CINNAMYL-ALCOHOL|(E)-CINNAMYL-ALCOHOL
BIGG IDNot Available
KNApSAcK IDC00032375
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1040881
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hyacinth
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).