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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:33 UTC

Update Date

2023-02-21 17:16:05 UTC

HMDB ID

HMDB0002042

Secondary Accession Numbers

HMDB02042

Metabolite Identification

Common Name

3-Phenylpropionylglycine

Description

3-Phenylpropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineUrinary excretion of 3-phenylpropionylglycine is a diagnostic marker for medium-chain acyl-CoA dehydrogenase deficiency. 3-phenylpropionylglycine is derived from 3-phenylpropionic acid, a product of anaerobic bacterial metabolism in the gut. (PMID 1541011 ).

Structure

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

Untitled Document-8
  Mrv0541 02231219202D          

 15 15  0  0  0  0            999 V2000
    0.3572   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.8563    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
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  7 14  2  0  0  0  0
 12 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002042

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNCCC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO3/c13-10(6-7-12-8-11(14)15)9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,14,15)

> <INCHI_KEY>
XHSURMJJKAFELI-UHFFFAOYSA-N

> <FORMULA>
C11H13NO3

> <MOLECULAR_WEIGHT>
207.2258

> <EXACT_MASS>
207.089543287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
21.630842621624097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3-oxo-3-phenylpropyl)amino]acetic acid

> <ALOGPS_LOGP>
-1.34

> <JCHEM_LOGP>
-1.7170523763157561

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.75287645821621

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5462061868391186

> <JCHEM_PKA_STRONGEST_BASIC>
9.833995100011443

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
55.37910000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phenylpropionylglycine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-8                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.667  -3.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667  -5.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.001  -5.775   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.334  -5.005   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.334  -3.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001  -2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.001  -1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.667   1.925   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.667   3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.001   4.235   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.001   5.775   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.334  -0.385   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.334   3.465   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12                                                            
CONECT   14    7                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0002042
HETATM    1  O1  UNL     1       3.755   0.343  -1.438  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.464  -0.111  -0.504  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.814   0.188  -0.450  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.835  -0.951   0.512  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.440  -1.168   0.338  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.605  -0.024   0.530  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.170  -0.431   0.303  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.746   0.732   0.490  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.228   1.843   0.801  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.172   0.559   0.313  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.675  -0.666  -0.023  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.037  -0.894  -0.209  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.858   0.206  -0.029  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.380   1.461   0.312  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.007   1.631   0.485  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.181   1.070  -0.114  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.986  -0.514   1.542  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.318  -1.968   0.590  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.081  -2.035   0.761  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.651   0.384   1.562  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.832   0.776  -0.203  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.086  -0.801  -0.748  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.064  -1.269   0.985  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.023  -1.532  -0.164  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.441  -1.859  -0.474  1.00  0.00           H  
HETATM   26  H11 UNL     1      -5.921   0.078  -0.161  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.020   2.320   0.453  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.647   2.632   0.755  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   14   26
CONECT   14   15   15   27
CONECT   15   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[(3-oxo-3-Phenylpropyl)amino]acetate	HMDB

Chemical Formula

C₁₁H₁₃NO₃

Average Molecular Weight

207.2258

Monoisotopic Molecular Weight

207.089543287

IUPAC Name

2-[(3-oxo-3-phenylpropyl)amino]acetic acid

Traditional Name

3-phenylpropionylglycine

CAS Registry Number

20989-69-9

SMILES

OC(=O)CNCCC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H13NO3/c13-10(6-7-12-8-11(14)15)9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,14,15)

InChI Key

XHSURMJJKAFELI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Alpha-amino acid
Alpha-amino acid or derivatives
Benzoyl
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
Beta-aminoketone
Amino acid or derivatives
Amino acid
Carboxylic acid salt
Carboxylic acid derivative
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxide
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cell membrane (HMDB: HMDB0002042)
Membrane (HMDB: HMDB0002042)

Source

Endogenous

Endogenous (HMDB: HMDB0002042)

Microbe

Microbe (HMDB: HMDB0002042)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

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	0.52 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.55	ChemAxon
pKa (Strongest Basic)	9.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	55.38 m³·mol⁻¹	ChemAxon
Polarizability	21.63 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]+	147.126	31661259
DarkChem	[M-H]-	143.558	31661259
DeepCCS	[M+H]+	144.529	30932474
DeepCCS	[M-H]-	142.133	30932474
DeepCCS	[M-2H]-	177.175	30932474
DeepCCS	[M+Na]+	151.675	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	148.9	32859911
AllCCS	[M+Na]+	150.0	32859911
AllCCS	[M-H]-	148.1	32859911
AllCCS	[M+Na-2H]-	148.6	32859911
AllCCS	[M+HCOO]-	149.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Phenylpropionylglycine	OC(=O)CNCCC(=O)C1=CC=CC=C1	2968.8	Standard polar	33892256
3-Phenylpropionylglycine	OC(=O)CNCCC(=O)C1=CC=CC=C1	1603.7	Standard non polar	33892256
3-Phenylpropionylglycine	OC(=O)CNCCC(=O)C1=CC=CC=C1	1972.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Phenylpropionylglycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCC(=O)C1=CC=CC=C1	1980.2	Semi standard non polar	33892256
3-Phenylpropionylglycine,1TMS,isomer #2	C[Si](C)(C)N(CCC(=O)C1=CC=CC=C1)CC(=O)O	2038.6	Semi standard non polar	33892256
3-Phenylpropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C	2028.0	Semi standard non polar	33892256
3-Phenylpropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C	2064.1	Standard non polar	33892256
3-Phenylpropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C	2390.6	Standard polar	33892256
3-Phenylpropionylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCC(=O)C1=CC=CC=C1	2220.7	Semi standard non polar	33892256
3-Phenylpropionylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC(=O)C1=CC=CC=C1)CC(=O)O	2284.0	Semi standard non polar	33892256
3-Phenylpropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2538.9	Semi standard non polar	33892256
3-Phenylpropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2509.1	Standard non polar	33892256
3-Phenylpropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2609.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylpropionylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-1304cc30fc89579372e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylpropionylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-6920000000-e02a1f77435b7d9a5e60	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylpropionylglycine 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 - 3-Phenylpropionylglycine 10V, Positive-QTOF	splash10-0bt9-0950000000-d2c03fd3aafa14985536	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 20V, Positive-QTOF	splash10-0bu0-2900000000-4cce4e73d5ba872725e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 40V, Positive-QTOF	splash10-0a4i-9500000000-124697a522d2d530772e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 10V, Negative-QTOF	splash10-0a4i-0290000000-0a7de399ee46744c1e57	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 20V, Negative-QTOF	splash10-0ab9-9780000000-1e1b52f843008771cdc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 40V, Negative-QTOF	splash10-05fr-9100000000-7c69f9ac256c40d756bc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 10V, Positive-QTOF	splash10-053r-2920000000-5dcd0d3d4cb1e45be37a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 20V, Positive-QTOF	splash10-053r-5900000000-f447bc2ad22dea0a9901	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 40V, Positive-QTOF	splash10-004i-9500000000-5be781928cdaa97b4e58	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 10V, Negative-QTOF	splash10-0a4i-0190000000-854712f80fb03b7ddc6d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 20V, Negative-QTOF	splash10-014r-5910000000-357fec7c0b8fe74cf3de	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylpropionylglycine 40V, Negative-QTOF	splash10-004l-9200000000-23948b066aab57341f6b	2021-09-24	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]-)	2023-02-03	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

Membrane (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

FDB022813

KNApSAcK ID

Not Available

Chemspider ID

1296138

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6455

PubChem Compound

1608346

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

Rinaldo P, O'Shea JJ, Welch RD, Tanaka K: Stable isotope dilution analysis of n-hexanoylglycine, 3-phenylpropionylglycine and suberylglycine in human urine using chemical ionization gas chromatography/mass spectrometry selected ion monitoring. Biomed Environ Mass Spectrom. 1989 Jul;18(7):471-7. [PubMed:2775902 ]
Tserng KY, Jin SJ, Kerr DS, Hoppel CL: Abnormal urinary excretion of unsaturated dicarboxylic acids in patients with medium-chain acyl-CoA dehydrogenase deficiency. J Lipid Res. 1990 May;31(5):763-71. [PubMed:2380628 ]
Rinaldo P, O'Shea JJ, Welch RD, Tanaka K: The enzymatic basis for the dehydrogenation of 3-phenylpropionic acid: in vitro reaction of 3-phenylpropionyl-CoA with various acyl-CoA dehydrogenases. Pediatr Res. 1990 May;27(5):501-7. [PubMed:2345678 ]
Bennett MJ, Bhala A, Poirier SF, Ragni MC, Willi SM, Hale DE: When do gut flora in the newborn produce 3-phenylpropionic acid? Implications for early diagnosis of medium-chain acyl-CoA dehydrogenase deficiency. Clin Chem. 1992 Feb;38(2):278-81. [PubMed:1541011 ]

Enzymes

Enzyme Details

1. Glycine N-acyltransferase

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:: GLYAT
Uniprot ID:: Q6IB77
Molecular weight:: 18506.33

Enzyme Details

2. Glycine N-acyltransferase-like protein 1

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:: GLYATL1
Uniprot ID:: Q969I3
Molecular weight:: 35100.895

Enzyme Details

3. Glycine N-acyltransferase-like protein 2

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:: GLYATL2
Uniprot ID:: Q8WU03
Molecular weight:: 34277.055

Enzyme Details

4. Glycine N-acyltransferase-like protein 3

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:: GLYATL3
Uniprot ID:: Q5SZD4
Molecular weight:: 32703.3

Showing metabocard for 3-Phenylpropionylglycine (HMDB0002042)

MOL for HMDB0002042 (3-Phenylpropionylglycine)

3D MOL for HMDB0002042 (3-Phenylpropionylglycine)

3D SDF for HMDB0002042 (3-Phenylpropionylglycine)

3D-SDF for HMDB0002042 (3-Phenylpropionylglycine)

PDB for HMDB0002042 (3-Phenylpropionylglycine)

3D PDB for HMDB0002042 (3-Phenylpropionylglycine)

SMILES for HMDB0002042 (3-Phenylpropionylglycine)

INCHI for HMDB0002042 (3-Phenylpropionylglycine)

Structure for HMDB0002042 (3-Phenylpropionylglycine)

3D Structure for HMDB0002042 (3-Phenylpropionylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes