Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 21:53:20 UTC
Update Date2021-09-26 23:16:51 UTC
HMDB IDHMDB0259350
Secondary Accession NumbersNone
Metabolite Identification
Common NameTyropanoic acid
DescriptionTyropanoic acid, also known as tyropanoate, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Tyropanoic acid is a drug which is used for use in cholecystography (x-ray diagnosis/imaging of gallstones). Based on a literature review very few articles have been published on Tyropanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tyropanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tyropanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
TyropanoateGenerator
Sodium tyropanoateMeSH
Tyropanoate, sodiumMeSH
Sodium, tyropanoateMeSH
BilopaqueMeSH
Tyropanoate sodiumMeSH
Chemical FormulaC15H18I3NO3
Average Molecular Weight641.026
Monoisotopic Molecular Weight640.84208
IUPAC Name2-[(3-butanamido-2,4,6-triiodophenyl)methyl]butanoic acid
Traditional Nametyropanoic acid
CAS Registry NumberNot Available
SMILES
CCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I
InChI Identifier
InChI=1S/C15H18I3NO3/c1-3-5-12(20)19-14-11(17)7-10(16)9(13(14)18)6-8(4-2)15(21)22/h7-8H,3-6H2,1-2H3,(H,19,20)(H,21,22)
InChI KeyYMOXVLQZFAUUKI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids 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
  • Anilide
  • N-arylamide
  • Halobenzene
  • Iodobenzene
  • Aryl halide
  • Aryl iodide
  • Monocyclic benzene moiety
  • Fatty amide
  • Fatty acyl
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organohalogen compound
  • Organoiodide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.14ALOGPS
logP6.21ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)2.52ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity115.32 m³·mol⁻¹ChemAxon
Polarizability44.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+198.53730932474
DeepCCS[M-H]-195.78330932474
DeepCCS[M-2H]-231.06230932474
DeepCCS[M+Na]+207.35230932474
AllCCS[M+H]+204.132859911
AllCCS[M+H-H2O]+202.832859911
AllCCS[M+NH4]+205.332859911
AllCCS[M+Na]+205.732859911
AllCCS[M-H]-214.532859911
AllCCS[M+Na-2H]-216.932859911
AllCCS[M+HCOO]-219.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tyropanoic acidCCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I4463.6Standard polar33892256
Tyropanoic acidCCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I3171.4Standard non polar33892256
Tyropanoic acidCCCC(=O)NC1=C(I)C=C(I)C(CC(CC)C(O)=O)=C1I3346.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tyropanoic acid,2TMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C3040.4Semi standard non polar33892256
Tyropanoic acid,2TMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C2851.4Standard non polar33892256
Tyropanoic acid,2TMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C)=C1I)[Si](C)(C)C2593.8Standard polar33892256
Tyropanoic acid,2TBDMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C3492.6Semi standard non polar33892256
Tyropanoic acid,2TBDMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C3243.3Standard non polar33892256
Tyropanoic acid,2TBDMS,isomer #1CCCC(=O)N(C1=C(I)C=C(I)C(CC(CC)C(=O)O[Si](C)(C)C(C)(C)C)=C1I)[Si](C)(C)C(C)(C)C2879.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tyropanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01c0-2000191000-55ebf7c710684dfc19952017-09-07Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tyropanoic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tyropanoic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tyropanoic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tyropanoic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 10V, Positive-QTOFsplash10-0fxx-2100095000-fcdb0c0d3c3f645721ce2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 20V, Positive-QTOFsplash10-0gi3-3000091000-352d91209b3bedc1f62b2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 40V, Positive-QTOFsplash10-052g-9000040000-983d3b07c9c05cd5d3a92017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 10V, Negative-QTOFsplash10-000i-4000049000-960450cb0dba9b5d1dc22017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 20V, Negative-QTOFsplash10-000i-9000183000-e67706f2c9c05703127b2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tyropanoic acid 40V, Negative-QTOFsplash10-0006-9000120000-1f6bfbc35cd0901be72f2017-07-26Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB09340
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5409
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTyropanoic acid
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]