Record Information
Version1.0
Creation date2010-04-08 22:09:57 UTC
Update date2019-11-26 03:05:58 UTC
Primary IDFDB012013
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEudesmic acid
DescriptionEudesmic acid, also known as trimethylgallate or eudesmate, belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Eudesmic acid has been detected, but not quantified in, olives (Olea europaea). This could make eudesmic acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Eudesmic acid.
CAS Number118-41-2
Structure
Thumb
Synonyms
SynonymSource
5-Methoxy-veratric acidChEBI
Gallic acid trimethyl etherChEBI
Tri-O-methylgallic acidChEBI
Trimethylgallic acidChEBI
5-Methoxy-veratrateGenerator
Gallate trimethyl etherGenerator
Tri-O-methylgallateGenerator
TrimethylgallateGenerator
EudesmateGenerator
3,4,5-Trimethoxy-benzoic acidHMDB
3,4,5-Trimethoxybenzoic acidHMDB
3,4,5-Trimethoxybenzoic acid, potassium saltMeSH, HMDB
3,4,5-Trimethoxybenzoic acid, sodium saltMeSH, HMDB
Eudesmic acidChEBI
3,4,5-TrimethoxybenzoateGenerator
Benzoic acid, 3,4,5-trimethoxy-biospider
Tri-o-methylgallic acidbiospider
Veratric acid, 5-methoxy-biospider
Predicted Properties
PropertyValueSource
Water Solubility2.07 g/LALOGPS
logP1.34ALOGPS
logP1.16ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.92ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.7 m³·mol⁻¹ChemAxon
Polarizability20.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12O5
IUPAC name3,4,5-trimethoxybenzoic acid
InChI IdentifierInChI=1S/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12)
InChI KeySJSOFNCYXJUNBT-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(=CC(OC)=C1OC)C(O)=O
Average Molecular Weight212.1993
Monoisotopic Molecular Weight212.068473494
Classification
Description Belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentGallic acid and derivatives
Alternative Parents
Substituents
  • Gallic acid or derivatives
  • M-methoxybenzoic acid or derivatives
  • P-methoxybenzoic acid or derivatives
  • Benzoic acid
  • Anisole
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.60%; H 5.70%; O 37.70%DFC
Melting PointMp 171-172°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSEudesmic acid, non-derivatized, GC-MS Spectrumsplash10-03di-2980000000-afb090eb7ad8965361ebSpectrum
GC-MSEudesmic acid, non-derivatized, GC-MS Spectrumsplash10-03di-2980000000-afb090eb7ad8965361ebSpectrum
Predicted GC-MSEudesmic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-029t-1910000000-51e01b0aba39ed5d9260Spectrum
Predicted GC-MSEudesmic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01b9-9580000000-85aa6d4b7970e0da98b2Spectrum
Predicted GC-MSEudesmic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000i-1900000000-51dd23095eb0a8f6acd9Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-1900000000-51dd23095eb0a8f6acd9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-8d2127f2f4f3bed04236Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0290000000-0d99c705c693ea385930Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lr-4900000000-20972d8d5d3f46ef643cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0390000000-cd0ea5cfdee7f476543eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-0940000000-3e0ef17967c14438cf9cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-5187cf2706f3f4e4f76bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0590000000-deee1962242fb78f182bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03xr-0980000000-52e34473df91d994216dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02cr-9300000000-d30765e812a3e28635f1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0690000000-64f9ab63acd4fc890db0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0950000000-ba3e78416d83199a2030Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ri-0900000000-599b03ea5a852d30ff59Spectrum
NMRNot Available
ChemSpider ID8054
ChEMBL IDCHEMBL377172
KEGG Compound IDNot Available
Pubchem Compound ID8357
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33839
CRC / DFC (Dictionary of Food Compounds) IDBFL35-I:HCM72-P
EAFUS IDNot Available
Dr. Duke ID3,4,5-TRIMETHOXYBENZOIC-ACID
BIGG IDNot Available
KNApSAcK IDC00029476
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
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).