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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-20 21:11:02 UTC

Update Date

2023-02-21 17:29:38 UTC

HMDB ID

HMDB0059934

Secondary Accession Numbers

HMDB59934

Metabolite Identification

Common Name

Benzyl glycinate

Description

Benzyl glycinate, also known as Benzyl glycinate hydrochloride or Benzyl glycinate HCl, CAS number 2462-31-9, is a white crystalline powder at room temperature with melting point at 138-140C and boiling point at 290C. It reacts with strong oxidizers.

Structure

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

HEADER    PROTEIN                                 20-MAR-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ?                                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-13         0                                  
HETATM    1  O   UNK     0      12.168  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.168  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.835   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.501  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.167   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.834  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.500   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.500   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.834   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.167   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.502   0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      14.836  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    2   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Benzyl glycinic acid	Generator
Benzyl 2-aminoacetic acid	Generator

Chemical Formula

C₉H₁₁NO₂

Average Molecular Weight

165.1891

Monoisotopic Molecular Weight

165.078978601

IUPAC Name

benzyl 2-aminoacetate

Traditional Name

benzyl 2-aminoacetate

CAS Registry Number

2462-31-9

SMILES

NCC(=O)OCC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H11NO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7,10H2

InChI Key

JXYACYYPACQCDM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Benzyloxycarbonyl
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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
Water Solubility	4.16 g/L	ALOGPS
logP	0.71	ALOGPS
logP	0.72	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	7.09	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	45.39 m³·mol⁻¹	ChemAxon
Polarizability	17.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	136.562	31661259
DarkChem	[M-H]-	133.772	31661259
DeepCCS	[M+H]+	131.704	30932474
DeepCCS	[M-H]-	128.357	30932474
DeepCCS	[M-2H]-	165.476	30932474
DeepCCS	[M+Na]+	141.002	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.5	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	140.9	32859911
AllCCS	[M-H]-	136.6	32859911
AllCCS	[M+Na-2H]-	137.8	32859911
AllCCS	[M+HCOO]-	139.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzyl glycinate	NCC(=O)OCC1=CC=CC=C1	2127.5	Standard polar	33892256
Benzyl glycinate	NCC(=O)OCC1=CC=CC=C1	1405.3	Standard non polar	33892256
Benzyl glycinate	NCC(=O)OCC1=CC=CC=C1	1453.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzyl glycinate,1TMS,isomer #1	C[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	1560.5	Semi standard non polar	33892256
Benzyl glycinate,1TMS,isomer #1	C[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	1581.6	Standard non polar	33892256
Benzyl glycinate,1TMS,isomer #1	C[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	2090.2	Standard polar	33892256
Benzyl glycinate,2TMS,isomer #1	C[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C	1784.2	Semi standard non polar	33892256
Benzyl glycinate,2TMS,isomer #1	C[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C	1755.2	Standard non polar	33892256
Benzyl glycinate,2TMS,isomer #1	C[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C	2013.6	Standard polar	33892256
Benzyl glycinate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	1802.5	Semi standard non polar	33892256
Benzyl glycinate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	1804.3	Standard non polar	33892256
Benzyl glycinate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(=O)OCC1=CC=CC=C1	2203.8	Standard polar	33892256
Benzyl glycinate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2203.6	Semi standard non polar	33892256
Benzyl glycinate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2138.9	Standard non polar	33892256
Benzyl glycinate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2227.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl glycinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9000000000-9714062dc54ee389eec4	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl glycinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl glycinate 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 - Benzyl glycinate 10V, Positive-QTOF	splash10-014l-8900000000-431413965c5cb19c2dcd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 20V, Positive-QTOF	splash10-0006-9100000000-105ab6a28bbb7498711d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 40V, Positive-QTOF	splash10-0006-9000000000-d86675fe4325a9d27dd2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 10V, Negative-QTOF	splash10-08fr-6900000000-c57268b5107d5fde7d72	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 20V, Negative-QTOF	splash10-08fr-5900000000-b22a3e55732152c294ce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 40V, Negative-QTOF	splash10-056r-9000000000-bd754048939b7536f9ce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 10V, Positive-QTOF	splash10-0006-9100000000-43e5bc09276953a02482	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 20V, Positive-QTOF	splash10-0006-9100000000-70cb7ee2030c4839337e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 40V, Positive-QTOF	splash10-0006-9000000000-215edc43ffa1f61e2219	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 10V, Negative-QTOF	splash10-0a6r-6900000000-9d4089881a52fecfb524	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 20V, Negative-QTOF	splash10-0a6r-9600000000-cd6649d07b1316ffa57e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl glycinate 40V, Negative-QTOF	splash10-00b9-9000000000-f39ee06b01914aa30151	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

409140

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

Not Available

Showing metabocard for Benzyl glycinate (HMDB0059934)

MOL for HMDB0059934 (Benzyl glycinate)

3D MOL for HMDB0059934 (Benzyl glycinate)

3D SDF for HMDB0059934 (Benzyl glycinate)

3D-SDF for HMDB0059934 (Benzyl glycinate)

PDB for HMDB0059934 (Benzyl glycinate)

3D PDB for HMDB0059934 (Benzyl glycinate)

SMILES for HMDB0059934 (Benzyl glycinate)

INCHI for HMDB0059934 (Benzyl glycinate)

Structure for HMDB0059934 (Benzyl glycinate)

3D Structure for HMDB0059934 (Benzyl glycinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra