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Showing metabocard for Tropate (HMDB0062590)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-03-23 04:36:01 UTC
Update Date2019-07-23 07:18:53 UTC
HMDB IDHMDB0062590
Secondary Accession Numbers
  • HMDB62590
Metabolite Identification
Common NameTropate
DescriptionTropate, also known as Tropic acid or alpha-(Hydroxymethyl)phenylacetic acid, is classified as a beta hydroxy acid or a Beta hydroxy acid derivative. Beta hydroxy acids are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Tropate is considered to be soluble (in water) and acidic. Tropate can be synthesized from hydratropic acid and propionic acid. Tropate can be synthesized into tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate
Structure
Data?1563866333
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-Tropic acidChEBI
2-Phenylhydracrylic acidChEBI
3-Hydroxy-2-phenylpropionic acidChEBI
alpha-(Hydroxymethyl)benzeneacetic acidChEBI
alpha-(Hydroxymethyl)phenylacetic acidChEBI
alpha-Phenyl-beta-hydroxypropionic acidChEBI
beta-Hydroxyhydratropic acidChEBI
Tropic acidKegg
(+-)-TropateGenerator
2-PhenylhydracrylateGenerator
3-Hydroxy-2-phenylpropionateGenerator
a-(Hydroxymethyl)benzeneacetateGenerator
a-(Hydroxymethyl)benzeneacetic acidGenerator
alpha-(Hydroxymethyl)benzeneacetateGenerator
Α-(hydroxymethyl)benzeneacetateGenerator
Α-(hydroxymethyl)benzeneacetic acidGenerator
a-(Hydroxymethyl)phenylacetateGenerator
a-(Hydroxymethyl)phenylacetic acidGenerator
alpha-(Hydroxymethyl)phenylacetateGenerator
Α-(hydroxymethyl)phenylacetateGenerator
Α-(hydroxymethyl)phenylacetic acidGenerator
a-Phenyl-b-hydroxypropionateGenerator
a-Phenyl-b-hydroxypropionic acidGenerator
alpha-Phenyl-beta-hydroxypropionateGenerator
Α-phenyl-β-hydroxypropionateGenerator
Α-phenyl-β-hydroxypropionic acidGenerator
b-HydroxyhydratropateGenerator
b-Hydroxyhydratropic acidGenerator
beta-HydroxyhydratropateGenerator
Β-hydroxyhydratropateGenerator
Β-hydroxyhydratropic acidGenerator
Tropic acid, monosodium saltHMDB
alpha-Phenylhydracrylic acidHMDB
Tropic acid, (+-)-isomerHMDB
Tropic acid, (S)-isomerHMDB
Tropic acid, (R)-isomerHMDB
TropateGenerator
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name3-hydroxy-2-phenylpropanoic acid
Traditional Name(+-)-tropic acid
CAS Registry Number552-63-6
SMILES
OCC(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
InChI KeyJACRWUWPXAESPB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility10.4 g/lALOGPS
LogP0.77ALOGPS
Predicted Properties
PropertyValueSource
logP0.77ALOGPS
logP0.87ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.3ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.71 m³·mol⁻¹ChemAxon
Polarizability16.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0uxr-2910000000-eb03fe76d8f5d3a25cd9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000l-4900000000-407edf8571758c0b7bb3Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxs-1900000000-1d90642eb8f8a6b95f7eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-7900000000-712333c0cffa31fde47dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9550000000-bef23817aef036613937Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-0900000000-0707a13c8d1b580bfed2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-1900000000-cf3d140f67eaa24f0ccbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udj-7900000000-495c56f61b6681befef5Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9100000000-a3bdb4b9197c51570d26Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00fr-9000000000-d651eae7756be6dbd3b7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0900000000-1d6ce743efa443e904c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f6t-1900000000-0491733b8847718c0161Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-1900000000-1c49c3ec65489e3596b7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-0900000000-3acc80a51dbeed08aaafSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fki-2900000000-4ec0b26cc564e5fb8354Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-555eba6b223be82ecb55Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDC00035885
Chemspider IDNot Available
KEGG Compound IDC01456
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTropic_acid
METLIN IDNot Available
PubChem Compound10726
PDB IDNot Available
ChEBI ID30765
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Sulfotransferase family cytosolic 2B member 1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:
SULT2B1
Uniprot ID:
O00204
Molecular weight:
39598.595
Reactions
Tropate → 2-phenyl-3-(sulfooxy)propanoic aciddetails
Enzyme Details
2. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Tropate → 6-(2-carboxy-2-phenylethoxy)-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
Tropate → 3,4,5-trihydroxy-6-[(3-hydroxy-2-phenylpropanoyl)oxy]oxane-2-carboxylic aciddetails