Showing metabocard for Tropic acid (BMDB0062117)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-06-25 21:51:56 UTC
Update Date2020-05-11 22:37:54 UTC
BMDB IDBMDB0062117
Secondary Accession Numbers
  • BMDB62117
Metabolite Identification
Common NameTropic acid
DescriptionTropic acid, also known as (+-)-tropate or (+-)-tropic acid, 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. Tropic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Tropic acid exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
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
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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 RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Milk
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Ruminal FluidDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0062590
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
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]