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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-24 12:33:05 UTC
Update Date2022-09-22 18:35:00 UTC
HMDB IDHMDB0304805
Secondary Accession NumbersNone
Metabolite Identification
Common NameLeu-Pro-Ile
Description2-({[1-(2-amino-4-methylpentanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on 2-({[1-(2-amino-4-methylpentanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid.
Structure
Thumb
Synonyms
ValueSource
2-({[1-(2-amino-4-methylpentanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoateGenerator
Chemical FormulaC17H31N3O4
Average Molecular Weight341.452
Monoisotopic Molecular Weight341.23145649
IUPAC Name2-({[1-(2-amino-4-methylpentanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid
Traditional Name2-({[1-(2-amino-4-methylpentanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid
CAS Registry NumberNot Available
SMILES
CCC(C)C(N=C(O)C1CCCN1C(=O)C(N)CC(C)C)C(O)=O
InChI Identifier
InChI=1S/C17H31N3O4/c1-5-11(4)14(17(23)24)19-15(21)13-7-6-8-20(13)16(22)12(18)9-10(2)3/h10-14H,5-9,18H2,1-4H3,(H,19,21)(H,23,24)
InChI KeyYUTNOGOMBNYPFH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Proline or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • N-acylpyrrolidine
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Heterocyclic fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Amino acid
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Alkylthiol
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic 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
logP-1ALOGPS
logP-0.42ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)3.72ChemAxon
pKa (Strongest Basic)8.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area116.22 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity90.57 m³·mol⁻¹ChemAxon
Polarizability38.01 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+183.69932859911
AllCCS[M+H-H2O]+181.2632859911
AllCCS[M+Na]+186.58632859911
AllCCS[M+NH4]+185.94432859911
AllCCS[M-H]-182.83532859911
AllCCS[M+Na-2H]-183.63932859911
AllCCS[M+HCOO]-184.65132859911
DeepCCS[M+H]+185.41530932474
DeepCCS[M-H]-183.05730932474
DeepCCS[M-2H]-215.94330932474
DeepCCS[M+Na]+191.50830932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Leu-Pro-Ile,3TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C2499.7Semi standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C2531.9Standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C3150.0Standard polar33892256
Leu-Pro-Ile,3TMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2682.9Semi standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2593.4Standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O3395.9Standard polar33892256
Leu-Pro-Ile,3TMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2666.3Semi standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2651.3Standard non polar33892256
Leu-Pro-Ile,3TMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C3377.2Standard polar33892256
Leu-Pro-Ile,4TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2646.8Semi standard non polar33892256
Leu-Pro-Ile,4TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2656.5Standard non polar33892256
Leu-Pro-Ile,4TMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C3004.2Standard polar33892256
Leu-Pro-Ile,3TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3140.4Semi standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3013.4Standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3380.4Standard polar33892256
Leu-Pro-Ile,3TBDMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3369.5Semi standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3056.5Standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #2CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3534.5Standard polar33892256
Leu-Pro-Ile,3TBDMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3330.4Semi standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3190.5Standard non polar33892256
Leu-Pro-Ile,3TBDMS,isomer #3CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3550.9Standard polar33892256
Leu-Pro-Ile,4TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3544.6Semi standard non polar33892256
Leu-Pro-Ile,4TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3285.6Standard non polar33892256
Leu-Pro-Ile,4TBDMS,isomer #1CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3296.7Standard polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 10V, Positive-QTOFsplash10-001l-3759000000-dfb1fd02395d55269a362019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 20V, Positive-QTOFsplash10-001i-9510000000-433e5ce96aab4ac1926d2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 40V, Positive-QTOFsplash10-0awi-9100000000-647414d0da1af3eeadf32019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 10V, Negative-QTOFsplash10-0006-0149000000-df288a345812184e99bf2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 20V, Negative-QTOFsplash10-01q9-2894000000-4a2a3e6c03f704dfb8612019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 40V, Negative-QTOFsplash10-0560-7910000000-8693549373f6c20843962019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 10V, Positive-QTOFsplash10-0006-0139000000-1c2a79bfc5ba914cde692021-10-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 20V, Positive-QTOFsplash10-00ei-9532000000-c5ddf0ee00a1e879ac542021-10-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 40V, Positive-QTOFsplash10-00di-9100000000-b6dde4325e4ef5b1b2cc2021-10-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 10V, Negative-QTOFsplash10-000x-0619000000-69997a366ab84b23962c2021-10-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 20V, Negative-QTOFsplash10-01ot-9550000000-f37eb20bcab2776de2e22021-10-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Leu-Pro-Ile 40V, Negative-QTOFsplash10-0002-9500000000-2b16633760e377ae833d2021-10-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB098392
KNApSAcK IDNot Available
Chemspider ID16572534
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18222229
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 ReferencesNot Available