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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:36:46 UTC
Update Date2022-03-07 02:53:52 UTC
HMDB IDHMDB0033839
Secondary Accession Numbers
  • HMDB33839
Metabolite Identification
Common 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. Eudesmic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Eudesmic acid.
Structure
Data?1563862468
Synonyms
ValueSource
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
Chemical FormulaC10H12O5
Average Molecular Weight212.1993
Monoisotopic Molecular Weight212.068473494
IUPAC Name3,4,5-trimethoxybenzoic acid
Traditional Name3,4,5-trimethoxybenzoic acid
CAS Registry Number118-41-2
SMILES
COC1=CC(=CC(OC)=C1OC)C(O)=O
InChI Identifier
InChI=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
Chemical Taxonomy
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

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point171 - 172 °CNot Available
Boiling Point376.26 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility2482 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.900 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.12731661259
DarkChem[M-H]-148.89831661259
DeepCCS[M+H]+145.35330932474
DeepCCS[M-H]-141.52630932474
DeepCCS[M-2H]-178.70530932474
DeepCCS[M+Na]+154.24330932474
AllCCS[M+H]+146.432859911
AllCCS[M+H-H2O]+142.432859911
AllCCS[M+NH4]+150.132859911
AllCCS[M+Na]+151.232859911
AllCCS[M-H]-145.432859911
AllCCS[M+Na-2H]-146.032859911
AllCCS[M+HCOO]-146.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Eudesmic acidCOC1=CC(=CC(OC)=C1OC)C(O)=O2868.0Standard polar33892256
Eudesmic acidCOC1=CC(=CC(OC)=C1OC)C(O)=O1738.3Standard non polar33892256
Eudesmic acidCOC1=CC(=CC(OC)=C1OC)C(O)=O1808.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Eudesmic acid,1TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC(OC)=C1OC1817.0Semi standard non polar33892256
Eudesmic acid,1TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1OC2059.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Eudesmic acid EI-B (Non-derivatized)splash10-03di-2980000000-afb090eb7ad8965361eb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Eudesmic acid EI-B (Non-derivatized)splash10-03di-2980000000-afb090eb7ad8965361eb2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eudesmic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-029t-1910000000-51e01b0aba39ed5d92602017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eudesmic acid GC-MS (1 TMS) - 70eV, Positivesplash10-01b9-9580000000-85aa6d4b7970e0da98b22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Eudesmic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Eudesmic acid LC-ESI-qTof , Positive-QTOFsplash10-000i-1900000000-51dd23095eb0a8f6acd92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Eudesmic acid , positive-QTOFsplash10-000i-1900000000-51dd23095eb0a8f6acd92017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 10V, Positive-QTOFsplash10-03di-0090000000-8d2127f2f4f3bed042362015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 20V, Positive-QTOFsplash10-03di-0290000000-0d99c705c693ea3859302015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 40V, Positive-QTOFsplash10-00lr-4900000000-20972d8d5d3f46ef643c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 10V, Negative-QTOFsplash10-03di-0390000000-cd0ea5cfdee7f476543e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 20V, Negative-QTOFsplash10-03xr-0940000000-3e0ef17967c14438cf9c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 40V, Negative-QTOFsplash10-004i-9600000000-5187cf2706f3f4e4f76b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 10V, Positive-QTOFsplash10-03di-0590000000-deee1962242fb78f182b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 20V, Positive-QTOFsplash10-03xr-0980000000-52e34473df91d994216d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 40V, Positive-QTOFsplash10-02cr-9300000000-d30765e812a3e28635f12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 10V, Negative-QTOFsplash10-03xr-0690000000-64f9ab63acd4fc890db02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 20V, Negative-QTOFsplash10-02t9-0950000000-ba3e78416d83199a20302021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Eudesmic acid 40V, Negative-QTOFsplash10-00ri-0900000000-599b03ea5a852d30ff592021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB012013
KNApSAcK IDC00029476
Chemspider ID8054
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEudesmic_acid
METLIN IDNot Available
PubChem Compound8357
PDB IDNot Available
ChEBI ID454991
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1182631
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .