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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 17:35:43 UTC
Update Date2019-07-23 06:06:00 UTC
HMDB IDHMDB0030254
Secondary Accession Numbers
  • HMDB30254
Metabolite Identification
Common Name3-(3,4,5-Trimethoxyphenyl)propanoic acid
Description3-(3,4,5-Trimethoxyphenyl)propanoic acid is found in herbs and spices. 3-(3,4,5-Trimethoxyphenyl)propanoic acid is a constituent of Piper longum (long pepper) and Piper retrofractum (Javanese long pepper)
Structure
Data?1563861960
Synonyms
ValueSource
3,4,5-Trimethoxyphenylpropionic acidChEBI
3-(3',4',5'-Trimethoxyphenyl)propionic acidChEBI
beta-(3,4,5-Trimethoxy phenyl)propionic acidChEBI
3,4,5-TrimethoxyphenylpropionateGenerator
3-(3,4,5-Trimethoxyphenyl)propanoateGenerator
3-(3',4',5'-Trimethoxyphenyl)propionateGenerator
b-(3,4,5-Trimethoxy phenyl)propionateGenerator
b-(3,4,5-Trimethoxy phenyl)propionic acidGenerator
beta-(3,4,5-Trimethoxy phenyl)propionateGenerator
β-(3,4,5-trimethoxy phenyl)propionateGenerator
β-(3,4,5-trimethoxy phenyl)propionic acidGenerator
3,4,5-Trimethoxy-benzenepropanoic acidHMDB
3,4,5-Trimethoxydihydrocinnamic acidHMDB
3,4,5-Trimethoxyhydrocinnamic acidHMDB
3-(3,4,5-Trimethoxyphenyl)propionic acidHMDB
beta -(3,4,5-Trimethoxy phenyl)propionic acidHMDB
Chemical FormulaC12H16O5
Average Molecular Weight240.2524
Monoisotopic Molecular Weight240.099773622
IUPAC Name3-(3,4,5-trimethoxyphenyl)propanoic acid
Traditional Name3-(3,4,5-trimethoxyphenyl)propanoic acid
CAS Registry Number25173-72-2
SMILES
COC1=CC(CCC(O)=O)=CC(OC)=C1OC
InChI Identifier
InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,4-5H2,1-3H3,(H,13,14)
InChI KeyZCYXGVJUZBKJAI-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point102 - 103 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.43 g/LALOGPS
logP1.75ALOGPS
logP1.58ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.87ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.36 m³·mol⁻¹ChemAxon
Polarizability24.78 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-1950000000-b83765763c2ed33155a3JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dj-9460000000-a2f2c504e72be5ac24c0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0900000000-d7c93539b5daf080cc55JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0900000000-c2fb48fff0b007806436JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0190000000-f4de48616a76a54c6466JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006w-1970000000-368b1ed727fe259cdea1JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ta-3900000000-69474a39417ab939b7a3JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0190000000-3dd53354628c85c0b378JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0690000000-fe0d7fe295fa93336008JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k96-2910000000-e20d1653d130986696aaJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.036 +/- 0.021 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.017 +/- 0.009 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.05 +/- 0.021 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.069 +/- 0.034 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.006 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.006 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.008 +/- 0.001 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.012 +/- 0.004 uMAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified0.003 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002078
KNApSAcK IDNot Available
Chemspider ID58390
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound64860
PDB IDNot Available
ChEBI ID583580
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.. .