Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2020-02-04 19:08:10 UTC
Update Date2022-03-07 03:18:20 UTC
HMDB IDHMDB0240626
Secondary Accession NumbersNone
Metabolite Identification
Common Name1-Carboxyethylleucine
Description1-Carboxyethylleucine belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from a reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 1-Carboxyethylleucine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923 ). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.
Structure
Data?1580843524
Synonyms
ValueSource
(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoateGenerator
(R)-N-(1-Carboxyethyl)-L-leucineHMDB
1-CarboxyethylleucineHMDB
N-(1-Carboxyethyl)-L-leucineHMDB
N-[(1R)-1-Carboxyethyl]-L-leucineHMDB
Chemical FormulaC9H17NO4
Average Molecular Weight203.238
Monoisotopic Molecular Weight203.115758031
IUPAC Name(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid
Traditional Name(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-methylpentanoic acid
CAS Registry Number179795-15-4
SMILES
CC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C9H17NO4/c1-5(2)4-7(9(13)14)10-6(3)8(11)12/h5-7,10H,4H2,1-3H3,(H,11,12)(H,13,14)/t6-,7+/m1/s1
InChI KeyDBYZWPUDPKAERO-RQJHMYQMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentLeucine and derivatives
Alternative Parents
Substituents
  • Leucine or derivatives
  • Alanine or derivatives
  • Alpha-amino acid
  • D-alpha-amino acid
  • L-alpha-amino acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Secondary amine
  • Secondary aliphatic amine
  • Carboxylic acid
  • Amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot 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-0.75ALOGPS
logP-1.5ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)2.87ChemAxon
pKa (Strongest Basic)8.81ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity49.52 m³·mol⁻¹ChemAxon
Polarizability20.59 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
DeepCCS[M+H]+148.79430932474
DeepCCS[M-H]-146.43630932474
DeepCCS[M-2H]-179.41430932474
DeepCCS[M+Na]+154.88730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-CarboxyethylleucineCC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O2672.3Standard polar33892256
1-CarboxyethylleucineCC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O1450.3Standard non polar33892256
1-CarboxyethylleucineCC(C)C[C@H](N[C@H](C)C(O)=O)C(O)=O1591.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Carboxyethylleucine,1TMS,isomer #1CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O1621.9Semi standard non polar33892256
1-Carboxyethylleucine,1TMS,isomer #2CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C1614.6Semi standard non polar33892256
1-Carboxyethylleucine,1TMS,isomer #3CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C1676.0Semi standard non polar33892256
1-Carboxyethylleucine,2TMS,isomer #1CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1649.1Semi standard non polar33892256
1-Carboxyethylleucine,2TMS,isomer #2CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1684.7Semi standard non polar33892256
1-Carboxyethylleucine,2TMS,isomer #3CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C1686.3Semi standard non polar33892256
1-Carboxyethylleucine,3TMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1726.7Semi standard non polar33892256
1-Carboxyethylleucine,3TMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1763.1Standard non polar33892256
1-Carboxyethylleucine,3TMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1740.1Standard polar33892256
1-Carboxyethylleucine,1TBDMS,isomer #1CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O1860.4Semi standard non polar33892256
1-Carboxyethylleucine,1TBDMS,isomer #2CC(C)C[C@H](N[C@H](C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C1847.8Semi standard non polar33892256
1-Carboxyethylleucine,1TBDMS,isomer #3CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C1910.9Semi standard non polar33892256
1-Carboxyethylleucine,2TBDMS,isomer #1CC(C)C[C@H](N[C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2094.0Semi standard non polar33892256
1-Carboxyethylleucine,2TBDMS,isomer #2CC(C)C[C@@H](C(=O)O)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2166.9Semi standard non polar33892256
1-Carboxyethylleucine,2TBDMS,isomer #3CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O)[Si](C)(C)C(C)(C)C2160.7Semi standard non polar33892256
1-Carboxyethylleucine,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2392.1Semi standard non polar33892256
1-Carboxyethylleucine,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2355.7Standard non polar33892256
1-Carboxyethylleucine,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([C@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2201.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Carboxyethylleucine 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 - 1-Carboxyethylleucine 10V, Positive-QTOFsplash10-115i-2930000000-7e1b2323c9a2766ab11d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Positive-QTOFsplash10-03ei-5900000000-d3572240df8933fd3ef02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Positive-QTOFsplash10-0006-9000000000-92dcb6e113c86360117c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 10V, Negative-QTOFsplash10-001i-0920000000-d6192c53be408a0e13d22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 20V, Negative-QTOFsplash10-001i-1900000000-4ef25411ad7aa2bd28622021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Carboxyethylleucine 40V, Negative-QTOFsplash10-007o-9400000000-b385460a634359999a942021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
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. Wilmanski T, Rappaport N, Earls JC, Magis AT, Manor O, Lovejoy J, Omenn GS, Hood L, Gibbons SM, Price ND: Blood metabolome predicts gut microbiome alpha-diversity in humans. Nat Biotechnol. 2019 Oct;37(10):1217-1228. doi: 10.1038/s41587-019-0233-9. Epub 2019 Sep 2. [PubMed:31477923 ]