Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:02:55 UTC
Update Date2022-09-22 18:35:08 UTC
HMDB IDHMDB0028900
Secondary Accession Numbers
  • HMDB28900
Metabolite Identification
Common NameIsoleucyl-Alanine
DescriptionIsoleucyl-Alanine is a dipeptide composed of isoleucine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.
Structure
Data?1582753352
Synonyms
ValueSource
I-a dipeptideHMDB
IA dipeptideHMDB
Ile-alaHMDB
Isoleucine alanine dipeptideHMDB
Isoleucine-alanine dipeptideHMDB
IsoleucylalanineHMDB
L-Isoleucyl-L-alanineHMDB
2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]propanoateHMDB
Chemical FormulaC9H18N2O3
Average Molecular Weight202.2508
Monoisotopic Molecular Weight202.131742452
IUPAC Name2-(2-amino-3-methylpentanamido)propanoic acid
Traditional Name2-(2-amino-3-methylpentanamido)propanoic acid
CAS Registry NumberNot Available
SMILES
CCC(C)C(N)C(=O)NC(C)C(O)=O
InChI Identifier
InChI=1S/C9H18N2O3/c1-4-5(2)7(10)8(12)11-6(3)9(13)14/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)
InChI KeyRCFDOSNHHZGBOY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Isoleucine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Alpha-amino acid or derivatives
  • N-acyl-amine
  • Fatty amide
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Carboxylic acid salt
  • Secondary carboxylic acid amide
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Primary aliphatic amine
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-2.05Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility26.5 g/LALOGPS
logP-1.3ALOGPS
logP-2ChemAxon
logS-0.88ALOGPS
pKa (Strongest Acidic)3.96ChemAxon
pKa (Strongest Basic)8.51ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity51.39 m³·mol⁻¹ChemAxon
Polarizability21.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.36131661259
DarkChem[M-H]-144.63731661259
DeepCCS[M+H]+147.86430932474
DeepCCS[M-H]-144.03730932474
DeepCCS[M-2H]-181.28930932474
DeepCCS[M+Na]+156.82730932474
AllCCS[M+H]+147.632859911
AllCCS[M+H-H2O]+144.032859911
AllCCS[M+NH4]+150.832859911
AllCCS[M+Na]+151.832859911
AllCCS[M-H]-146.632859911
AllCCS[M+Na-2H]-147.832859911
AllCCS[M+HCOO]-149.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Isoleucyl-AlanineCCC(C)C(N)C(=O)NC(C)C(O)=O2607.5Standard polar33892256
Isoleucyl-AlanineCCC(C)C(N)C(=O)NC(C)C(O)=O1606.4Standard non polar33892256
Isoleucyl-AlanineCCC(C)C(N)C(=O)NC(C)C(O)=O1662.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoleucyl-Alanine,1TMS,isomer #1CCC(C)C(N)C(=O)NC(C)C(=O)O[Si](C)(C)C1699.6Semi standard non polar33892256
Isoleucyl-Alanine,1TMS,isomer #2CCC(C)C(N[Si](C)(C)C)C(=O)NC(C)C(=O)O1736.7Semi standard non polar33892256
Isoleucyl-Alanine,1TMS,isomer #3CCC(C)C(N)C(=O)N(C(C)C(=O)O)[Si](C)(C)C1723.9Semi standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #1CCC(C)C(N[Si](C)(C)C)C(=O)NC(C)C(=O)O[Si](C)(C)C1774.5Semi standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #1CCC(C)C(N[Si](C)(C)C)C(=O)NC(C)C(=O)O[Si](C)(C)C1730.2Standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #2CCC(C)C(N)C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1722.1Semi standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #2CCC(C)C(N)C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1771.4Standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #3CCC(C)C(C(=O)NC(C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1900.0Semi standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #3CCC(C)C(C(=O)NC(C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1772.0Standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #4CCC(C)C(N[Si](C)(C)C)C(=O)N(C(C)C(=O)O)[Si](C)(C)C1804.1Semi standard non polar33892256
Isoleucyl-Alanine,2TMS,isomer #4CCC(C)C(N[Si](C)(C)C)C(=O)N(C(C)C(=O)O)[Si](C)(C)C1768.3Standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #1CCC(C)C(C(=O)NC(C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1919.2Semi standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #1CCC(C)C(C(=O)NC(C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1852.4Standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #2CCC(C)C(N[Si](C)(C)C)C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1807.2Semi standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #2CCC(C)C(N[Si](C)(C)C)C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1832.7Standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #3CCC(C)C(C(=O)N(C(C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1942.7Semi standard non polar33892256
Isoleucyl-Alanine,3TMS,isomer #3CCC(C)C(C(=O)N(C(C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1898.1Standard non polar33892256
Isoleucyl-Alanine,4TMS,isomer #1CCC(C)C(C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2002.9Semi standard non polar33892256
Isoleucyl-Alanine,4TMS,isomer #1CCC(C)C(C(=O)N(C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1963.1Standard non polar33892256
Isoleucyl-Alanine,1TBDMS,isomer #1CCC(C)C(N)C(=O)NC(C)C(=O)O[Si](C)(C)C(C)(C)C1955.7Semi standard non polar33892256
Isoleucyl-Alanine,1TBDMS,isomer #2CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(C)C(=O)O1988.6Semi standard non polar33892256
Isoleucyl-Alanine,1TBDMS,isomer #3CCC(C)C(N)C(=O)N(C(C)C(=O)O)[Si](C)(C)C(C)(C)C1953.1Semi standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #1CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(C)C(=O)O[Si](C)(C)C(C)(C)C2217.2Semi standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #1CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(C)C(=O)O[Si](C)(C)C(C)(C)C2139.2Standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #2CCC(C)C(N)C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2170.4Semi standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #2CCC(C)C(N)C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2203.1Standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #3CCC(C)C(C(=O)NC(C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2352.9Semi standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #3CCC(C)C(C(=O)NC(C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2153.0Standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #4CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C)C(=O)O)[Si](C)(C)C(C)(C)C2264.2Semi standard non polar33892256
Isoleucyl-Alanine,2TBDMS,isomer #4CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C)C(=O)O)[Si](C)(C)C(C)(C)C2149.4Standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #1CCC(C)C(C(=O)NC(C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2572.2Semi standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #1CCC(C)C(C(=O)NC(C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2407.8Standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #2CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2463.8Semi standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #2CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2396.5Standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #3CCC(C)C(C(=O)N(C(C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2595.3Semi standard non polar33892256
Isoleucyl-Alanine,3TBDMS,isomer #3CCC(C)C(C(=O)N(C(C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2439.3Standard non polar33892256
Isoleucyl-Alanine,4TBDMS,isomer #1CCC(C)C(C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2867.3Semi standard non polar33892256
Isoleucyl-Alanine,4TBDMS,isomer #1CCC(C)C(C(=O)N(C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2678.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoleucyl-Alanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-9400000000-b974a479a8f8a592cc8f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoleucyl-Alanine GC-MS (1 TMS) - 70eV, Positivesplash10-052r-9410000000-b51467aeef627a6b7cc72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoleucyl-Alanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 10V, Positive-QTOFsplash10-0f79-8950000000-044d2342cfe3ad08a7572017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 20V, Positive-QTOFsplash10-00ku-9100000000-7272e2bab2a7057164d72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 40V, Positive-QTOFsplash10-0aor-9000000000-ff0f0176808423ca77ee2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 10V, Negative-QTOFsplash10-0udi-1390000000-5ed8694cc9495a391ac42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 20V, Negative-QTOFsplash10-0fe0-9830000000-a3a135cbf13e321c84162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 40V, Negative-QTOFsplash10-00dr-9000000000-2b4db11cbdfa50c397ed2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 10V, Negative-QTOFsplash10-000i-9020000000-1404947ba3dd5792ddf42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 20V, Negative-QTOFsplash10-000i-9000000000-85ef48f91fa7e396a19f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 40V, Negative-QTOFsplash10-000f-9000000000-2e9550e25e4d6f66a2cd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 10V, Positive-QTOFsplash10-0f79-9250000000-aaf3f71f721be2b83de92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 20V, Positive-QTOFsplash10-0076-9000000000-8c7fa14463e2c75b5c2b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoleucyl-Alanine 40V, Positive-QTOFsplash10-0aor-9000000000-f31078cf47f917351e362021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAsthma details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAsthma details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111929
KNApSAcK IDNot Available
Chemspider ID4414311
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5246009
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