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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:58:32 UTC

Update Date

2021-09-26 23:08:41 UTC

HMDB ID

HMDB0254597

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl L-leucinate

Description

Methyl L-leucinate 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. Based on a literature review a small amount of articles have been published on Methyl L-leucinate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl l-leucinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl L-leucinate 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl L-leucinic acid	Generator

Chemical Formula

C₇H₁₅NO₂

Average Molecular Weight

145.202

Monoisotopic Molecular Weight

145.110278727

IUPAC Name

methyl 2-amino-4-methylpentanoate

Traditional Name

methyl 2-amino-4-methylpentanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(N)CC(C)C

InChI Identifier

InChI=1S/C7H15NO2/c1-5(2)4-6(8)7(9)10-3/h5-6H,4,8H2,1-3H3

InChI Key

QVDXUKJJGUSGLS-UHFFFAOYSA-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
Alpha-amino acid ester
Fatty acid ester
Fatty acyl
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.59	ALOGPS
logP	0.82	ChemAxon
logS	-0.54	ALOGPS
pKa (Strongest Basic)	7.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	38.94 m³·mol⁻¹	ChemAxon
Polarizability	16.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	138.979	30932474
DeepCCS	[M-H]-	136.003	30932474
DeepCCS	[M-2H]-	172.584	30932474
DeepCCS	[M+Na]+	148.089	30932474
AllCCS	[M+H]+	135.3	32859911
AllCCS	[M+H-H2O]+	131.3	32859911
AllCCS	[M+NH4]+	139.0	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	136.9	32859911
AllCCS	[M+HCOO]-	139.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl L-leucinate	COC(=O)C(N)CC(C)C	1411.4	Standard polar	33892256
Methyl L-leucinate	COC(=O)C(N)CC(C)C	1101.7	Standard non polar	33892256
Methyl L-leucinate	COC(=O)C(N)CC(C)C	1047.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl L-leucinate,1TMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C	1164.7	Semi standard non polar	33892256
Methyl L-leucinate,1TMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C	1197.8	Standard non polar	33892256
Methyl L-leucinate,1TMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C	1447.9	Standard polar	33892256
Methyl L-leucinate,2TMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C	1407.6	Semi standard non polar	33892256
Methyl L-leucinate,2TMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C	1339.8	Standard non polar	33892256
Methyl L-leucinate,2TMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C)[Si](C)(C)C	1480.2	Standard polar	33892256
Methyl L-leucinate,1TBDMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C	1374.7	Semi standard non polar	33892256
Methyl L-leucinate,1TBDMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C	1413.5	Standard non polar	33892256
Methyl L-leucinate,1TBDMS,isomer #1	COC(=O)C(CC(C)C)N[Si](C)(C)C(C)(C)C	1603.3	Standard polar	33892256
Methyl L-leucinate,2TBDMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1794.5	Semi standard non polar	33892256
Methyl L-leucinate,2TBDMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1756.7	Standard non polar	33892256
Methyl L-leucinate,2TBDMS,isomer #1	COC(=O)C(CC(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1725.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl L-leucinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9000000000-a859fdb8205fb62a7798	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl L-leucinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 10V, Positive-QTOF	splash10-000i-9000000000-b80fc5984c3cbf30797d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 20V, Positive-QTOF	splash10-014i-9000000000-6d39b0d6e1a465dd49e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 40V, Positive-QTOF	splash10-014l-9000000000-4d144b582c6129d69d4e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 10V, Negative-QTOF	splash10-0006-0900000000-53bc0b90cc1bff081173	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 20V, Negative-QTOF	splash10-03di-4900000000-7d48ed575aba5137a3ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl L-leucinate 40V, Negative-QTOF	splash10-053r-9000000000-fa85ef6793171a22c435	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

363648

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

410817

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Methyl L-leucinate (HMDB0254597)

MOL for HMDB0254597 (Methyl L-leucinate)

3D MOL for HMDB0254597 (Methyl L-leucinate)

3D SDF for HMDB0254597 (Methyl L-leucinate)

3D-SDF for HMDB0254597 (Methyl L-leucinate)

PDB for HMDB0254597 (Methyl L-leucinate)

3D PDB for HMDB0254597 (Methyl L-leucinate)

SMILES for HMDB0254597 (Methyl L-leucinate)

INCHI for HMDB0254597 (Methyl L-leucinate)

Structure for HMDB0254597 (Methyl L-leucinate)

3D Structure for HMDB0254597 (Methyl L-leucinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra