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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

2013-05-17 00:56:47 UTC

Update Date

2023-02-21 17:29:55 UTC

HMDB ID

HMDB0060367

Secondary Accession Numbers

HMDB60367

Metabolite Identification

Common Name

3-Carbamoyl-2-phenylpropionic acid

Description

3-Carbamoyl-2-phenylpropionic acid, also known as cppa-3,2, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 3-Carbamoyl-2-phenylpropionic acid is a strong basic compound (based on its pKa). 3-Carbamoyl-2-phenylpropionic acid exists in all living organisms, ranging from bacteria to humans. 3-carbamoyl-2-phenylpropionic acid can be biosynthesized from 3-carbamoyl-2-phenylpropionaldehyde through its interaction with the enzyme aldehyde dehydrogenase, dimeric nadp-preferring. In humans, 3-carbamoyl-2-phenylpropionic acid is involved in felbamate metabolism pathway. It is used to treat partial seizures (with and without generalization) in adults and partial and generalized seizures associated with Lennox-Gastaut syndrome in children. Felbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. 3-Carbamoyl-2-phenylpropionic acid is a metabolite of felbamate. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy.

Structure

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


  Mrv0541 05161317562D          

 15 15  0  0  0  0            999 V2000
    1.3184   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    2.7770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060367

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)OCC(C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO4/c11-10(14)15-6-8(9(12)13)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,11,14)(H,12,13)

> <INCHI_KEY>
AYRIVCKWIAUVOO-UHFFFAOYSA-N

> <FORMULA>
C10H11NO4

> <MOLECULAR_WEIGHT>
209.1986

> <EXACT_MASS>
209.068807845

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
20.309574224503198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanoic acid

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
0.8111431466189917

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.109022662633372

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8058997381071618

> <JCHEM_PKA_STRONGEST_BASIC>
4.745253161529098

> <JCHEM_POLAR_SURFACE_AREA>
90.61000000000001

> <JCHEM_REFRACTIVITY>
62.74850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       2.461  -1.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -1.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.691  -0.151   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.771  -0.151   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.461   1.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.311   2.516   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   1.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.771   2.516   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.621   3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.391   5.184   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.461   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.771   5.184   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.391   2.516   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.081   3.850   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7                                                       
CONECT    6    8   15                                                       
CONECT    7    4    5    8                                                  
CONECT    8    6    7    9                                                  
CONECT    9    8   12   13                                                  
CONECT   10   11   14   15                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    6   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0060367
HETATM    1  N1  UNL     1      -3.647   0.875   0.447  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.845   0.397   1.323  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.170   0.524   2.665  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.695  -0.222   0.864  1.00  0.00           O  
HETATM    5  C2  UNL     1      -1.525  -0.405  -0.527  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.191  -1.099  -0.717  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.074  -1.335  -2.161  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.779  -0.923  -2.986  1.00  0.00           O  
HETATM    9  O4  UNL     1       1.215  -1.983  -2.610  1.00  0.00           O  
HETATM   10  C5  UNL     1       0.877  -0.274  -0.094  1.00  0.00           C  
HETATM   11  C6  UNL     1       1.070   1.027  -0.519  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.045   1.841   0.022  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.836   1.297   1.023  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.667   0.002   1.467  1.00  0.00           C  
HETATM   15  C10 UNL     1       1.678  -0.781   0.899  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.540   0.857  -0.569  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.155   0.427   2.908  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.608   0.508  -1.115  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.324  -1.100  -0.919  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.179  -2.101  -0.239  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.120  -1.540  -2.500  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.436   1.445  -1.313  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.172   2.850  -0.329  1.00  0.00           H  
HETATM   24  H9  UNL     1       3.607   1.942   1.450  1.00  0.00           H  
HETATM   25  H10 UNL     1       3.299  -0.421   2.262  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.561  -1.808   1.268  1.00  0.00           H  
CONECT    1    2    2   16
CONECT    2    3    4
CONECT    3   17
CONECT    4    5
CONECT    5    6   18   19
CONECT    6    7   10   20
CONECT    7    8    8    9
CONECT    9   21
CONECT   10   11   11   15
CONECT   11   12   22
CONECT   12   13   13   23
CONECT   13   14   24
CONECT   14   15   15   25
CONECT   15   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Carbamoyl-2-phenylpropionate	Generator
3-Carbamoyloxy-2-phenylpropionic acid	HMDB
CPPA-3,2	HMDB

Chemical Formula

C₁₀H₁₁NO₄

Average Molecular Weight

209.1986

Monoisotopic Molecular Weight

209.068807845

IUPAC Name

3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanoic acid

Traditional Name

3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

OC(=N)OCC(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H11NO4/c11-10(14)15-6-8(9(12)13)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,11,14)(H,12,13)

InChI Key

AYRIVCKWIAUVOO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carbamic acid ester
Carbonic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:80589 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060367)

Organ

Liver (HMDB: HMDB0060367)
Kidney (HMDB: HMDB0060367)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060367)

Source

Endogenous

Endogenous (HMDB: HMDB0060367)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Felbamate Metabolism Pathway (PathBank: SMP0000633)

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
Water Solubility	0.46 g/L	ALOGPS
logP	0.35	ALOGPS
logP	0.81	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	4.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.75 m³·mol⁻¹	ChemAxon
Polarizability	20.31 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]+	148.603	31661259
DarkChem	[M-H]-	142.158	31661259
DeepCCS	[M+H]+	145.248	30932474
DeepCCS	[M-H]-	142.852	30932474
DeepCCS	[M-2H]-	176.86	30932474
DeepCCS	[M+Na]+	151.436	30932474
AllCCS	[M+H]+	145.0	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	148.7	32859911
AllCCS	[M+Na]+	149.8	32859911
AllCCS	[M-H]-	144.2	32859911
AllCCS	[M+Na-2H]-	144.6	32859911
AllCCS	[M+HCOO]-	145.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.49 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1175 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1224.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	310.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	105.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	346.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	407.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	122.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	797.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	315.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1101.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	240.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	288.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	447.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	204.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	176.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Carbamoyl-2-phenylpropionic acid	OC(=N)OCC(C(O)=O)C1=CC=CC=C1	3501.5	Standard polar	33892256
3-Carbamoyl-2-phenylpropionic acid	OC(=N)OCC(C(O)=O)C1=CC=CC=C1	1886.1	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid	OC(=N)OCC(C(O)=O)C1=CC=CC=C1	1956.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Carbamoyl-2-phenylpropionic acid,1TMS,isomer #1	C[Si](C)(C)OC(=N)OCC(C(=O)O)C1=CC=CC=C1	1948.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(COC(=N)O)C1=CC=CC=C1	1922.0	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,1TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(C(=O)O)C1=CC=CC=C1	1931.1	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TMS,isomer #1	C[Si](C)(C)OC(=N)OCC(C(=O)O[Si](C)(C)C)C1=CC=CC=C1	1928.8	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TMS,isomer #2	C[Si](C)(C)N=C(OCC(C(=O)O)C1=CC=CC=C1)O[Si](C)(C)C	1872.2	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(C(=O)O[Si](C)(C)C)C1=CC=CC=C1	1937.2	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	1887.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	1878.9	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	2318.1	Standard polar	33892256
3-Carbamoyl-2-phenylpropionic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=N)OCC(C(=O)O)C1=CC=CC=C1	2203.2	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(COC(=N)O)C1=CC=CC=C1	2149.5	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(C(=O)O)C1=CC=CC=C1	2185.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=N)OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2374.6	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(OCC(C(=O)O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2366.8	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2371.7	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2534.7	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2451.1	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2646.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7900000000-21d0cabcf402c9fcc885	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid GC-MS (2 TMS) - 70eV, Positive	splash10-05g0-9370000000-1e4048ff289bd86a1790	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 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-Carbamoyl-2-phenylpropionic acid 10V, Positive-QTOF	splash10-03dl-1950000000-2429ecc36f5e673faff6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 20V, Positive-QTOF	splash10-0gvp-2900000000-f529830b39f6b2c6658a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 40V, Positive-QTOF	splash10-0udl-4900000000-04f47cc7b100beec223a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 10V, Negative-QTOF	splash10-0006-9210000000-1347d51503da39e8e2c7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 20V, Negative-QTOF	splash10-0006-9000000000-2e99ea03877cdcb942f4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 40V, Negative-QTOF	splash10-0006-9200000000-84539f83871e571267f2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 10V, Positive-QTOF	splash10-0a4i-0900000000-f65f41ca302d0729f238	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 20V, Positive-QTOF	splash10-0zfr-0900000000-d775a2d92e3064970c34	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 40V, Positive-QTOF	splash10-0ftf-9700000000-8f744bce7d15d6c53704	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 10V, Negative-QTOF	splash10-0udi-1910000000-586673089fef38684794	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 20V, Negative-QTOF	splash10-0006-9100000000-01418b51c562804df3e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionic acid 40V, Negative-QTOF	splash10-0006-9300000000-3f868bd280f0e85a0515	2021-10-12	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

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Felbamate Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

C16591

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3025746

PDB ID

Not Available

ChEBI ID

80589

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Aldehyde dehydrogenase, dimeric NADP-preferring

General function:: Involved in oxidoreductase activity
Specific function:: ALDHs play a major role in the detoxification of alcohol-derived acetaldehyde. They are involved in the metabolism of corticosteroids, biogenic amines, neurotransmitters, and lipid peroxidation. This protein preferentially oxidizes aromatic aldehyde substrates. It may play a role in the oxidation of toxic aldehydes.
Gene Name:: ALDH3A1
Uniprot ID:: P30838
Molecular weight:: 50394.57

Reactions

3-Carbamoyl-2-phenylpropionaldehyde + NAD + Water → 3-Carbamoyl-2-phenylpropionic acid + NADH + Hydrogen Ion	details

Enzyme Details

2. Aldehyde dehydrogenase family 1 member A3

General function:: Involved in oxidoreductase activity
Specific function:: Recognizes as substrates free retinal and cellular retinol-binding protein-bound retinal. Seems to be the key enzyme in the formation of an RA gradient along the dorso-ventral axis during the early eye development and also in the development of the olfactory system (By similarity).
Gene Name:: ALDH1A3
Uniprot ID:: P47895
Molecular weight:: 56107.995

Reactions

3-Carbamoyl-2-phenylpropionaldehyde + NAD + Water → 3-Carbamoyl-2-phenylpropionic acid + NADH + Hydrogen Ion	details

Enzyme Details

3. Aldehyde dehydrogenase family 3 member B2

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: ALDH3B2
Uniprot ID:: P48448
Molecular weight:: 42623.62

Reactions

3-Carbamoyl-2-phenylpropionaldehyde + NAD + Water → 3-Carbamoyl-2-phenylpropionic acid + NADH + Hydrogen Ion	details

Enzyme Details

4. Aldehyde dehydrogenase family 3 member B1

General function:: Involved in oxidoreductase activity
Specific function:: Oxidizes medium and long chain saturated and unsaturated aldehydes. Metabolizes also benzaldehyde. Low activity towards acetaldehyde and 3,4-dihydroxyphenylacetaldehyde. May not metabolize short chain aldehydes. May use both NADP(+) and NAD(+) as cofactors. May have a protective role against the cytotoxicity induced by lipid peroxidation.
Gene Name:: ALDH3B1
Uniprot ID:: P43353
Molecular weight:: 51839.245

Reactions

3-Carbamoyl-2-phenylpropionaldehyde + NAD + Water → 3-Carbamoyl-2-phenylpropionic acid + NADH + Hydrogen Ion	details

Showing metabocard for 3-Carbamoyl-2-phenylpropionic acid (HMDB0060367)

MOL for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

3D MOL for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

3D SDF for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

3D-SDF for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

PDB for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

3D PDB for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

SMILES for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

INCHI for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

Structure for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

3D Structure for HMDB0060367 (3-Carbamoyl-2-phenylpropionic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions