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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:32 UTC

Update Date

2023-02-21 17:16:03 UTC

HMDB ID

HMDB0002016

Secondary Accession Numbers

HMDB02016

Metabolite Identification

Common Name

4-Carboxyphenylglycine

Description

4-Carboxyphenylglycine, also known as 4-CPG, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on 4-Carboxyphenylglycine.

Structure

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

  Mrv0541 02231219192D          

 14 14  0  0  0  0            999 V2000
    0.3572   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.6795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002016

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(C(O)=O)C1=CC=C(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c10-7(9(13)14)5-1-3-6(4-2-5)8(11)12/h1-4,7H,10H2,(H,11,12)(H,13,14)

> <INCHI_KEY>
VTMJKPGFERYGJF-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.1721

> <EXACT_MASS>
195.053157781

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
18.428382351188063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[amino(carboxy)methyl]benzoic acid

> <ALOGPS_LOGP>
-2.67

> <JCHEM_LOGP>
-1.8747018318066273

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8986566975291894

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.380172117606545

> <JCHEM_PKA_STRONGEST_BASIC>
8.865241928462746

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
47.6175

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carboxyphenylglycine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.667  -1.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.001  -0.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.001   0.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667   1.595   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.667   0.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667  -0.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001  -1.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.334  -0.715   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.334   0.825   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.668  -1.485   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -2.001  -3.025   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.334   1.595   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.334   3.135   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.668   0.825   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    3   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+-)- alpha-Amino-4-carboxy-benzeneacetic acid	HMDB
(S)-4-Carboxyphenylglycine	HMDB
4-Carboxylphenylglycine	HMDB
4-CPG	HMDB
4-[Amino(carboxy)methyl]benzoate	HMDB
4-Carboxyphenylglycine	MeSH

Chemical Formula

C₉H₉NO₄

Average Molecular Weight

195.1721

Monoisotopic Molecular Weight

195.053157781

IUPAC Name

4-[amino(carboxy)methyl]benzoic acid

Traditional Name

4-carboxyphenylglycine

CAS Registry Number

7292-81-1

SMILES

NC(C(O)=O)C1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C9H9NO4/c10-7(9(13)14)5-1-3-6(4-2-5)8(11)12/h1-4,7H,10H2,(H,11,12)(H,13,14)

InChI Key

VTMJKPGFERYGJF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

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 acids

Alternative Parents

Substituents

Alpha-amino acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Amino acid
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0002016)

Source

Endogenous

Endogenous (HMDB: HMDB0002016)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	1.94 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-1.9	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.38	ChemAxon
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.62 m³·mol⁻¹	ChemAxon
Polarizability	18.43 Å³	ChemAxon
Number of Rings	1	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]+	142.4	31661259
DarkChem	[M-H]-	140.306	31661259
DeepCCS	[M+H]+	139.294	30932474
DeepCCS	[M-H]-	136.372	30932474
DeepCCS	[M-2H]-	172.746	30932474
DeepCCS	[M+Na]+	148.284	30932474
AllCCS	[M+H]+	142.9	32859911
AllCCS	[M+H-H2O]+	138.7	32859911
AllCCS	[M+NH4]+	146.7	32859911
AllCCS	[M+Na]+	147.8	32859911
AllCCS	[M-H]-	139.7	32859911
AllCCS	[M+Na-2H]-	140.3	32859911
AllCCS	[M+HCOO]-	141.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Carboxyphenylglycine	NC(C(O)=O)C1=CC=C(C=C1)C(O)=O	2730.7	Standard polar	33892256
4-Carboxyphenylglycine	NC(C(O)=O)C1=CC=C(C=C1)C(O)=O	1762.1	Standard non polar	33892256
4-Carboxyphenylglycine	NC(C(O)=O)C1=CC=C(C=C1)C(O)=O	2127.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Carboxyphenylglycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)C1=CC=C(C(=O)O)C=C1	2013.5	Semi standard non polar	33892256
4-Carboxyphenylglycine,1TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC=C(C(N)C(=O)O)C=C1	2013.6	Semi standard non polar	33892256
4-Carboxyphenylglycine,1TMS,isomer #3	C[Si](C)(C)NC(C(=O)O)C1=CC=C(C(=O)O)C=C1	2096.7	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C(N)C(=O)O[Si](C)(C)C)C=C1	1990.0	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TMS,isomer #2	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C1=CC=C(C(=O)O)C=C1	2081.6	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TMS,isomer #3	C[Si](C)(C)NC(C(=O)O)C1=CC=C(C(=O)O[Si](C)(C)C)C=C1	2070.1	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TMS,isomer #4	C[Si](C)(C)N(C(C(=O)O)C1=CC=C(C(=O)O)C=C1)[Si](C)(C)C	2239.8	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C)C=C1	2047.0	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C)C=C1	2042.2	Standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #1	C[Si](C)(C)NC(C(=O)O[Si](C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C)C=C1	2263.9	Standard polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2179.8	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2195.7	Standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2341.4	Standard polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2169.1	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2142.8	Standard non polar	33892256
4-Carboxyphenylglycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2378.3	Standard polar	33892256
4-Carboxyphenylglycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2160.1	Semi standard non polar	33892256
4-Carboxyphenylglycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2184.4	Standard non polar	33892256
4-Carboxyphenylglycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C1	2208.5	Standard polar	33892256
4-Carboxyphenylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)C1=CC=C(C(=O)O)C=C1	2298.8	Semi standard non polar	33892256
4-Carboxyphenylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(N)C(=O)O)C=C1	2300.0	Semi standard non polar	33892256
4-Carboxyphenylglycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(C(=O)O)C1=CC=C(C(=O)O)C=C1	2376.5	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(N)C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2496.8	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C(C(=O)O)C=C1	2621.4	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(C(=O)O)C1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2609.5	Semi standard non polar	33892256
4-Carboxyphenylglycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(C(=O)O)C1=CC=C(C(=O)O)C=C1)[Si](C)(C)C(C)(C)C	2708.1	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2736.9	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2658.1	Standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2646.7	Standard polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2901.2	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2788.4	Standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(C1=CC=C(C(=O)O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2641.5	Standard polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2895.5	Semi standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2711.1	Standard non polar	33892256
4-Carboxyphenylglycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2675.0	Standard polar	33892256
4-Carboxyphenylglycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3047.8	Semi standard non polar	33892256
4-Carboxyphenylglycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2932.4	Standard non polar	33892256
4-Carboxyphenylglycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(C(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2638.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Carboxyphenylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3900000000-b3d3b2a4df53c92fc106	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Carboxyphenylglycine GC-MS (2 TMS) - 70eV, Positive	splash10-0fk9-7591000000-c11217670ba88f4f8d92	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Carboxyphenylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Carboxyphenylglycine 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 - 4-Carboxyphenylglycine 10V, Positive-QTOF	splash10-0ufr-0900000000-e120caf3490f6f143867	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 20V, Positive-QTOF	splash10-0udi-0900000000-b08501aff10fd9e30911	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 40V, Positive-QTOF	splash10-0udi-1900000000-94c93c5d3a30eb4c7d1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 10V, Negative-QTOF	splash10-0f6x-0900000000-50d9eab23e5b39014107	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 20V, Negative-QTOF	splash10-0udl-0900000000-3dc72aef06db252f355d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 40V, Negative-QTOF	splash10-0fmi-9800000000-a6ff281a0a33188e6c62	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 10V, Positive-QTOF	splash10-004i-0900000000-7bfab160e87920314fc9	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 20V, Positive-QTOF	splash10-004r-0900000000-21420528696c12897e9e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 40V, Positive-QTOF	splash10-0a4i-4900000000-2d731dfbc98915ff290a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 10V, Negative-QTOF	splash10-0006-0900000000-9d7d4ba6b6400f270233	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 20V, Negative-QTOF	splash10-0udi-0900000000-5146d76be6dfbfa16d22	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Carboxyphenylglycine 40V, Negative-QTOF	splash10-0fb9-9300000000-81f5978b7ad1f1dab3a1	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)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

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

FDB022798

KNApSAcK ID

Not Available

Chemspider ID

4934

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6439

PubChem Compound

5115

PDB ID

Not Available

ChEBI ID

242989

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

Schnall AM, Brodkey JS, Kaufman B, Pearson OH: Pituitary function after removal of pituitary microadenomas in Cushing's disease. J Clin Endocrinol Metab. 1978 Aug;47(2):410-7. [PubMed:122404 ]
Saul'skaia NB, Mikhailova MO: [Vesicular and nonvesicular glutamate release in the nucleus accumbens during a forced switch in behavioral strategy]. Zh Vyssh Nerv Deiat Im I P Pavlova. 2004 Jul-Aug;54(4):526-32. [PubMed:15481390 ]
Car H, Oksztel R, Nadlewska A, Wisniewski K: NMDA receptor antagonists change behavioral activity of rats treated with (S)-4CPG. Pol J Pharmacol. 2001 Jul-Aug;53(4):331-9. [PubMed:11990079 ]
Melendez RI, Vuthiganon J, Kalivas PW: Regulation of extracellular glutamate in the prefrontal cortex: focus on the cystine glutamate exchanger and group I metabotropic glutamate receptors. J Pharmacol Exp Ther. 2005 Jul;314(1):139-47. Epub 2005 Mar 15. [PubMed:15769865 ]
Kingston AE, Griffey K, Johnson MP, Chamberlain MJ, Kelly G, Tomlinson R, Wright RA, Johnson BG, Schoepp DD, Harris JR, Clark BP, Baker RS, Tizzano JT: Inhibition of group I metabotropic glutamate receptor responses in vivo in rats by a new generation of carboxyphenylglycine-like amino acid antagonists. Neurosci Lett. 2002 Sep 20;330(2):127-30. [PubMed:12231428 ]
Kiss IJ, Farago E, Schnitzler J, Varhelyi I: Amoxycillin levels in human serum, bile, gallbladder, lung, and liver tissue. Int J Clin Pharmacol Ther Toxicol. 1981 Feb;19(2):69-74. [PubMed:7216553 ]
Hunter L: Letter: Aerosol propellants as an occupational hazard in medical practice. Med J Aust. 1975 Aug 9;2(6):233. [PubMed:1160780 ]

Showing metabocard for 4-Carboxyphenylglycine (HMDB0002016)

MOL for HMDB0002016 (4-Carboxyphenylglycine)

3D MOL for HMDB0002016 (4-Carboxyphenylglycine)

3D SDF for HMDB0002016 (4-Carboxyphenylglycine)

3D-SDF for HMDB0002016 (4-Carboxyphenylglycine)

PDB for HMDB0002016 (4-Carboxyphenylglycine)

3D PDB for HMDB0002016 (4-Carboxyphenylglycine)

SMILES for HMDB0002016 (4-Carboxyphenylglycine)

INCHI for HMDB0002016 (4-Carboxyphenylglycine)

Structure for HMDB0002016 (4-Carboxyphenylglycine)

3D Structure for HMDB0002016 (4-Carboxyphenylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra