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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:51:33 UTC

Update Date

2021-09-26 22:54:30 UTC

HMDB ID

HMDB0245808

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Amino-4-methylpentanoic acid

Description

3-Amino-4-methylpentanoic acid, also known as beta-leucine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-Amino-4-methylpentanoic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3-Amino-4-methylpentanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-amino-4-methylpentanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Amino-4-methylpentanoic acid 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
3-Amino-4-methylpentanoate	Generator
beta-Leucine	HMDB

Chemical Formula

C₆H₁₃NO₂

Average Molecular Weight

131.175

Monoisotopic Molecular Weight

131.094628663

IUPAC Name

3-amino-4-methylpentanoic acid

Traditional Name

3-amino-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)

InChI Key

GLUJNGJDHCTUJY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

beta-amino acid (CHEBI:72772 )

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	-2.1	ALOGPS
logP	-1.9	ChemAxon
logS	-0.02	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	10.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	34.12 m³·mol⁻¹	ChemAxon
Polarizability	14.22 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]+	129.732	30932474
DeepCCS	[M-H]-	126.611	30932474
DeepCCS	[M-2H]-	163.08	30932474
DeepCCS	[M+Na]+	138.306	30932474
AllCCS	[M+H]+	132.0	32859911
AllCCS	[M+H-H2O]+	127.9	32859911
AllCCS	[M+NH4]+	135.8	32859911
AllCCS	[M+Na]+	136.9	32859911
AllCCS	[M-H]-	129.9	32859911
AllCCS	[M+Na-2H]-	132.8	32859911
AllCCS	[M+HCOO]-	135.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-4-methylpentanoic acid	CC(C)C(N)CC(O)=O	2151.2	Standard polar	33892256
3-Amino-4-methylpentanoic acid	CC(C)C(N)CC(O)=O	1112.9	Standard non polar	33892256
3-Amino-4-methylpentanoic acid	CC(C)C(N)CC(O)=O	1184.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-4-methylpentanoic acid,2TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1325.8	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1361.5	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1448.4	Standard polar	33892256
3-Amino-4-methylpentanoic acid,2TMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1528.0	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1437.1	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1632.3	Standard polar	33892256
3-Amino-4-methylpentanoic acid,3TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1570.3	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,3TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1491.2	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,3TMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1467.9	Standard polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1761.6	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1787.0	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1744.7	Standard polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1947.6	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1845.5	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,2TBDMS,isomer #2	CC(C)C(CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1831.4	Standard polar	33892256
3-Amino-4-methylpentanoic acid,3TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2191.1	Semi standard non polar	33892256
3-Amino-4-methylpentanoic acid,3TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2121.5	Standard non polar	33892256
3-Amino-4-methylpentanoic acid,3TBDMS,isomer #1	CC(C)C(CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1855.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9000000000-b4ef4716fcf2c24852fd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-4-methylpentanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 3-Amino-4-methylpentanoic acid 10V, Positive-QTOF	splash10-00di-9200000000-10aae8c247c96ff0e2d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-4-methylpentanoic acid 20V, Positive-QTOF	splash10-05fr-9000000000-ffea5f053415eb1d6a60	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-4-methylpentanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-410a3f8e8cbee04dd8c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-4-methylpentanoic acid 10V, Negative-QTOF	splash10-001i-1900000000-cd68dd10157ab0851fa1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-4-methylpentanoic acid 20V, Negative-QTOF	splash10-01qm-9300000000-f21cab770afc49f8fa1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-4-methylpentanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-225d2f3b783518b80330	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

167837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193411

PDB ID

Not Available

ChEBI ID

72772

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 3-Amino-4-methylpentanoic acid (HMDB0245808)

MOL for HMDB0245808 (3-Amino-4-methylpentanoic acid)

3D MOL for HMDB0245808 (3-Amino-4-methylpentanoic acid)

3D SDF for HMDB0245808 (3-Amino-4-methylpentanoic acid)

3D-SDF for HMDB0245808 (3-Amino-4-methylpentanoic acid)

PDB for HMDB0245808 (3-Amino-4-methylpentanoic acid)

3D PDB for HMDB0245808 (3-Amino-4-methylpentanoic acid)

SMILES for HMDB0245808 (3-Amino-4-methylpentanoic acid)

INCHI for HMDB0245808 (3-Amino-4-methylpentanoic acid)

Structure for HMDB0245808 (3-Amino-4-methylpentanoic acid)

3D Structure for HMDB0245808 (3-Amino-4-methylpentanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra