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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-08-01 02:18:32 UTC

Update Date

2023-02-21 17:31:14 UTC

HMDB ID

HMDB0094692

Secondary Accession Numbers

HMDB94692

Metabolite Identification

Common Name

N-Methylalanine

Description

N-Methylalanine, also known as (S)-2-methylaminopropanoate or N-methyl-L-alanine, is classified as an alanine or an alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Methylalanine is considered to be soluble (in water) and acidic. (ChemoSummarizer)

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-2-Methylaminopropanoic acid	ChEBI
(S)-2-Methylaminopropanoate	Generator
N-Methylalanine hydrochloride, (DL-ala)-isomer	HMDB
N-Methylalanine, (L-ala)-isomer	HMDB
N-Methylalanine hydrobromide, (L-ala)-isomer	HMDB
N-Methylalanine, (beta-ala)-isomer	HMDB
N-Methylalanine	ChEBI

Chemical Formula

C₄H₉NO₂

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

IUPAC Name

(2S)-2-(methylamino)propanoic acid

Traditional Name

N-methylalanine

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(NC)C(O)=O

InChI Identifier

InChI=1S/C4H9NO2/c1-3(5-2)4(6)7/h3,5H,1-2H3,(H,6,7)/t3-/m0/s1

InChI Key

GDFAOVXKHJXLEI-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine 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

Alanine and derivatives

Alternative Parents

Substituents

Alanine or derivatives
Alpha-amino acid
L-alpha-amino acid
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Carbonyl group
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methyl-L-alanine (CHEBI:17519 )

Ontology

Not Available

Feces (PMID: 27543620)

Source

Exogenous

Exogenous (HMDB: HMDB0094692)

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	-2.6	ALOGPS
logP	-2.6	ChemAxon
logS	0.54	ALOGPS
pKa (Strongest Acidic)	2.16	ChemAxon
pKa (Strongest Basic)	10.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.27 m³·mol⁻¹	ChemAxon
Polarizability	10.45 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
DarkChem	[M+H]+	121.472	31661259
DarkChem	[M-H]-	117.127	31661259
DeepCCS	[M+H]+	118.998	30932474
DeepCCS	[M-H]-	115.765	30932474
DeepCCS	[M-2H]-	152.563	30932474
DeepCCS	[M+Na]+	127.692	30932474
AllCCS	[M+H]+	128.1	32859911
AllCCS	[M+H-H2O]+	123.9	32859911
AllCCS	[M+NH4]+	132.1	32859911
AllCCS	[M+Na]+	133.2	32859911
AllCCS	[M-H]-	125.0	32859911
AllCCS	[M+Na-2H]-	129.0	32859911
AllCCS	[M+HCOO]-	133.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Methylalanine	[H][C@@](C)(NC)C(O)=O	1724.7	Standard polar	33892256
N-Methylalanine	[H][C@@](C)(NC)C(O)=O	960.6	Standard non polar	33892256
N-Methylalanine	[H][C@@](C)(NC)C(O)=O	985.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Methylalanine,1TMS,isomer #1	CN[C@@H](C)C(=O)O[Si](C)(C)C	987.1	Semi standard non polar	33892256
N-Methylalanine,1TMS,isomer #2	C[C@@H](C(=O)O)N(C)[Si](C)(C)C	1124.1	Semi standard non polar	33892256
N-Methylalanine,2TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C	1172.8	Semi standard non polar	33892256
N-Methylalanine,2TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C	1138.0	Standard non polar	33892256
N-Methylalanine,2TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C	1208.4	Standard polar	33892256
N-Methylalanine,1TBDMS,isomer #1	CN[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C	1221.3	Semi standard non polar	33892256
N-Methylalanine,1TBDMS,isomer #2	C[C@@H](C(=O)O)N(C)[Si](C)(C)C(C)(C)C	1382.3	Semi standard non polar	33892256
N-Methylalanine,2TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C	1622.7	Semi standard non polar	33892256
N-Methylalanine,2TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C	1619.4	Standard non polar	33892256
N-Methylalanine,2TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C	1527.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methylalanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-e7dc9fe637e9fff7c20e	2017-09-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methylalanine GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9000000000-8bdcb5d04464897250ab	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methylalanine 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 - N-Methylalanine 10V, Negative-QTOF	splash10-0udi-3900000000-26a83547c1e0e5e50ce7	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 20V, Negative-QTOF	splash10-0zfr-9700000000-20aad122eb884e8f6830	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 40V, Negative-QTOF	splash10-0a4i-9000000000-6cd8eeb80cbf0b87f7e7	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 10V, Positive-QTOF	splash10-0zg0-9400000000-dad899b8713c6c4a2936	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 20V, Positive-QTOF	splash10-0a4i-9000000000-99e445e624c74e3780e1	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 40V, Positive-QTOF	splash10-054o-9000000000-6b7693a6a5f666393b44	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 10V, Negative-QTOF	splash10-0udi-0900000000-c6c4786dc55d4cc4167c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 20V, Negative-QTOF	splash10-0udi-7900000000-cd7a6a4328d376cc64d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 40V, Negative-QTOF	splash10-0006-9000000000-41b0522e69fbe76fb92c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 10V, Positive-QTOF	splash10-0a4i-9000000000-130f8f9626a6746e1655	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 20V, Positive-QTOF	splash10-0a4i-9000000000-130f8f9626a6746e1655	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylalanine 40V, Positive-QTOF	splash10-0a4i-9000000000-23b342779a79d6970669	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	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

Not Available

KEGG Compound ID

C02721

BioCyc ID

CPD-298

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5288725

PDB ID

MAA

ChEBI ID

17519

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

Kung HF, Wagner C: The enzymatic synthesis of N-methylalanine. Biochim Biophys Acta. 1970 Mar 24;201(3):513-6. [PubMed:4314464 ]

Showing metabocard for N-Methylalanine (HMDB0094692)

MOL for HMDB0094692 (N-Methylalanine)

3D MOL for HMDB0094692 (N-Methylalanine)

3D SDF for HMDB0094692 (N-Methylalanine)

3D-SDF for HMDB0094692 (N-Methylalanine)

PDB for HMDB0094692 (N-Methylalanine)

3D PDB for HMDB0094692 (N-Methylalanine)

SMILES for HMDB0094692 (N-Methylalanine)

INCHI for HMDB0094692 (N-Methylalanine)

Structure for HMDB0094692 (N-Methylalanine)

3D Structure for HMDB0094692 (N-Methylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra