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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:29:14 UTC
Update Date2021-09-26 23:12:51 UTC
HMDB IDHMDB0256869
Secondary Accession NumbersNone
Metabolite Identification
Common NameProtionamide
DescriptionProtionamide, also known as trevintix or abbr pto, belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. Based on a literature review very few articles have been published on Protionamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Protionamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Protionamide 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
TrevintixKegg
ABBR ptoKegg
ProthionamideMeSH
Sanavita brand OF prothionamideMeSH
Fatol brand OF prothionamideMeSH
PetehaMeSH
Wernigerode brand OF prothionamideMeSH
EktebinMeSH
ProtionamideKEGG
2-Propylpyridine-4-carboimidothioateGenerator
Chemical FormulaC9H12N2S
Average Molecular Weight180.27
Monoisotopic Molecular Weight180.072119568
IUPAC Name2-propylpyridine-4-carboimidothioic acid
Traditional Nametuberex
CAS Registry NumberNot Available
SMILES
CCCC1=NC=CC(=C1)C(S)=N
InChI Identifier
InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
InChI KeyVRDIULHPQTYCLN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassNot Available
Direct ParentPyridines and derivatives
Alternative Parents
Substituents
  • Pyridine
  • Heteroaromatic compound
  • Thioamide
  • Azacycle
  • Thiocarboxylic acid amide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Thiocarbonyl group
  • Organosulfur compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP2.38ALOGPS
logP2.22ChemAxon
logS-3.3ALOGPS
pKa (Strongest Basic)7.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area36.74 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity63.86 m³·mol⁻¹ChemAxon
Polarizability20.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+143.27930932474
DeepCCS[M-H]-140.74230932474
DeepCCS[M-2H]-176.87330932474
DeepCCS[M+Na]+152.2130932474
AllCCS[M+H]+138.332859911
AllCCS[M+H-H2O]+133.932859911
AllCCS[M+NH4]+142.332859911
AllCCS[M+Na]+143.532859911
AllCCS[M-H]-140.732859911
AllCCS[M+Na-2H]-141.932859911
AllCCS[M+HCOO]-143.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ProtionamideCCCC1=NC=CC(=C1)C(S)=N2583.1Standard polar33892256
ProtionamideCCCC1=NC=CC(=C1)C(S)=N1713.4Standard non polar33892256
ProtionamideCCCC1=NC=CC(=C1)C(S)=N1871.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Protionamide,1TMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C)=CC=N11899.1Semi standard non polar33892256
Protionamide,1TMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C)=CC=N11694.6Standard non polar33892256
Protionamide,1TMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C)=CC=N12400.2Standard polar33892256
Protionamide,1TMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C)=CC=N11852.1Semi standard non polar33892256
Protionamide,1TMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C)=CC=N11641.2Standard non polar33892256
Protionamide,1TMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C)=CC=N12220.9Standard polar33892256
Protionamide,2TMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C)S[Si](C)(C)C)=CC=N11883.2Semi standard non polar33892256
Protionamide,2TMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C)S[Si](C)(C)C)=CC=N11758.5Standard non polar33892256
Protionamide,2TMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C)S[Si](C)(C)C)=CC=N12180.7Standard polar33892256
Protionamide,1TBDMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C(C)(C)C)=CC=N12142.8Semi standard non polar33892256
Protionamide,1TBDMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C(C)(C)C)=CC=N11938.3Standard non polar33892256
Protionamide,1TBDMS,isomer #1CCCC1=CC(C(=N)S[Si](C)(C)C(C)(C)C)=CC=N12455.8Standard polar33892256
Protionamide,1TBDMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C(C)(C)C)=CC=N12059.3Semi standard non polar33892256
Protionamide,1TBDMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C(C)(C)C)=CC=N11869.5Standard non polar33892256
Protionamide,1TBDMS,isomer #2CCCC1=CC(C(S)=N[Si](C)(C)C(C)(C)C)=CC=N12338.5Standard polar33892256
Protionamide,2TBDMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C)=CC=N12330.4Semi standard non polar33892256
Protionamide,2TBDMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C)=CC=N12151.0Standard non polar33892256
Protionamide,2TBDMS,isomer #1CCCC1=CC(C(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C)=CC=N12387.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Protionamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fwa-3900000000-d686302cfa409885a2f92021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protionamide 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 - Protionamide LC-ESI-qTof , Positive-QTOFsplash10-0udi-3900000000-ebf07b82c23f40b432ab2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Protionamide , positive-QTOFsplash10-001i-1900000000-4e2e325a8024a29d19462017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Protionamide , positive-QTOFsplash10-0udi-3900000000-ebf07b82c23f40b432ab2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 10V, Positive-QTOFsplash10-03di-0900000000-f4c0758fc099d07fe3822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 20V, Positive-QTOFsplash10-03di-0900000000-fab730e0cf6bdb40f5a42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 40V, Positive-QTOFsplash10-03dm-4900000000-7d10dadc0f4c10a1f9342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 10V, Negative-QTOFsplash10-004j-0900000000-b5a8c53716c2d67b56e72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 20V, Negative-QTOFsplash10-004j-2900000000-4291d9a3dca91c2b33df2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protionamide 40V, Negative-QTOFsplash10-0a59-9500000000-199e08e6d6d4e58164c02016-08-03Wishart 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 IDDB12667
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID579891
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkProthionamide
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 ]