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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:56:43 UTC

Update Date

2023-02-21 17:29:55 UTC

HMDB ID

HMDB0060366

Secondary Accession Numbers

HMDB60366

Metabolite Identification

Common Name

3-Carbamoyl-2-phenylpropionaldehyde

Description

3-Carbamoyl-2-phenylpropionaldehyde belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. 3-Carbamoyl-2-phenylpropionaldehyde is a metabolite of felbamate. 3-Carbamoyl-2-phenylpropionaldehyde is a strong basic compound (based on its pKa). 3-Carbamoyl-2-phenylpropionaldehyde exists in all living organisms, ranging from bacteria to humans. Within humans, 3-carbamoyl-2-phenylpropionaldehyde participates in a number of enzymatic reactions. In particular, 3-carbamoyl-2-phenylpropionaldehyde can be biosynthesized from 2-phenyl-1,3-propanediol monocarbamate through the action of the enzyme alcohol dehydrogenase 1A. In addition, 3-carbamoyl-2-phenylpropionaldehyde can be converted into 3-carbamoyl-2-phenylpropionic acid; which is catalyzed by the enzyme aldehyde dehydrogenase, dimeric nadp-preferring. In humans, 3-carbamoyl-2-phenylpropionaldehyde is involved in felbamate metabolism pathway. Felbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy. 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.

Structure

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

Structure #1
  Mrv0541 02241206582D          

 14 14  0  0  0  0            999 V2000
   -0.8250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    3.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  2  0  0  0  0
  4  8  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 12  2  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060366

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c11-10(13)14-7-9(6-12)8-4-2-1-3-5-8/h1-6,9H,7H2,(H2,11,13)

> <INCHI_KEY>
XUCMSYZLYLONTH-UHFFFAOYSA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.1992

> <EXACT_MASS>
193.073893223

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
19.333244675782055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanal

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
1.6087103116666666

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.730028898319272

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.128721206456605

> <JCHEM_PKA_STRONGEST_BASIC>
4.665369402944366

> <JCHEM_POLAR_SURFACE_AREA>
70.38000000000001

> <JCHEM_REFRACTIVITY>
61.823100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.540  -0.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310   0.619   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.715   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.540   1.953   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   0.619   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   3.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.953   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.770   3.286   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.620   4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.390   5.954   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       0.770   5.954   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.390   3.286   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.080   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    9   12                                                       
CONECT    7    9   14                                                       
CONECT    8    4    5    9                                                  
CONECT    9    6    7    8                                                  
CONECT   10   11   13   14                                                  
CONECT   11   10                                                            
CONECT   12    6                                                            
CONECT   13   10                                                            
CONECT   14    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-C-2-PP	MeSH

Chemical Formula

C₁₀H₁₁NO₃

Average Molecular Weight

193.1992

Monoisotopic Molecular Weight

193.073893223

IUPAC Name

3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanal

Traditional Name

3-(C-hydroxycarbonimidoyloxy)-2-phenylpropanal

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H11NO3/c11-10(13)14-7-9(6-12)8-4-2-1-3-5-8/h1-6,9H,7H2,(H2,11,13)

InChI Key

XUCMSYZLYLONTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetaldehydes

Direct Parent

Phenylacetaldehydes

Alternative Parents

Substituents

Phenylacetaldehyde
Carbamic acid ester
Carbonic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylacetaldehydes (CHEBI:80586 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060366)

Organ

Liver (HMDB: HMDB0060366)
Kidney (HMDB: HMDB0060366)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060366)

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	0.42 g/L	ALOGPS
logP	0.79	ALOGPS
logP	1.61	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.13	ChemAxon
pKa (Strongest Basic)	4.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.82 m³·mol⁻¹	ChemAxon
Polarizability	19.33 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]+	143.642	31661259
DarkChem	[M-H]-	139.007	31661259
DeepCCS	[M+H]+	140.764	30932474
DeepCCS	[M-H]-	138.215	30932474
DeepCCS	[M-2H]-	173.868	30932474
DeepCCS	[M+Na]+	149.206	30932474
AllCCS	[M+H]+	141.6	32859911
AllCCS	[M+H-H2O]+	137.5	32859911
AllCCS	[M+NH4]+	145.4	32859911
AllCCS	[M+Na]+	146.5	32859911
AllCCS	[M-H]-	141.6	32859911
AllCCS	[M+Na-2H]-	142.2	32859911
AllCCS	[M+HCOO]-	143.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Carbamoyl-2-phenylpropionaldehyde	OC(=N)OCC(C=O)C1=CC=CC=C1	3112.6	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde	OC(=N)OCC(C=O)C1=CC=CC=C1	1658.6	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde	OC(=N)OCC(C=O)C1=CC=CC=C1	1753.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Carbamoyl-2-phenylpropionaldehyde,1TMS,isomer #1	C[Si](C)(C)OC(=N)OCC(C=O)C1=CC=CC=C1	1841.7	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,1TMS,isomer #2	C[Si](C)(C)OC=C(COC(=N)O)C1=CC=CC=C1	1983.0	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,1TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(C=O)C1=CC=CC=C1	1864.1	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #1	C[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C)C1=CC=CC=C1	2001.5	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #1	C[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C)C1=CC=CC=C1	1874.3	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #1	C[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C)C1=CC=CC=C1	2534.9	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #2	C[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C	1808.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #2	C[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C	1806.2	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #2	C[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C	2320.2	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C)C1=CC=CC=C1	2021.2	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C)C1=CC=CC=C1	1795.3	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TMS,isomer #3	C[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C)C1=CC=CC=C1	2516.0	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	1969.1	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	1860.8	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TMS,isomer #1	C[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C	2321.7	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=N)OCC(C=O)C1=CC=CC=C1	2082.0	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(COC(=N)O)C1=CC=CC=C1	2227.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(C=O)C1=CC=CC=C1	2112.4	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2452.5	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2288.6	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(COC(=N)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2712.5	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2279.8	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2189.9	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(OCC(C=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2494.7	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2454.2	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2173.6	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(O)OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2723.4	Standard polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2611.5	Semi standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2403.2	Standard non polar	33892256
3-Carbamoyl-2-phenylpropionaldehyde,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(OCC(=CO[Si](C)(C)C(C)(C)C)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2625.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-6900000000-fa874ebe5fa0b2992a34	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-5910000000-2ab47f25286068a97430	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 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-phenylpropionaldehyde 10V, Positive-QTOF	splash10-0006-1900000000-861f03fd06b28adf2d72	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 20V, Positive-QTOF	splash10-001l-3900000000-859068b6eca74fe65e60	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 40V, Positive-QTOF	splash10-0kc6-9500000000-a623a0b728a68f882045	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 10V, Negative-QTOF	splash10-0006-9300000000-d41c87d7b6b803965ef7	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 20V, Negative-QTOF	splash10-0006-9100000000-11125679c7a2d9d81380	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 40V, Negative-QTOF	splash10-0006-9100000000-46659e8588bdd7fe72ec	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 10V, Positive-QTOF	splash10-0a4i-0900000000-d1a5a04766c8392eb635	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 20V, Positive-QTOF	splash10-0a4i-0900000000-81f45df7ba9401a9ec6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 40V, Positive-QTOF	splash10-0006-9400000000-730a4ef0832cd02094db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 10V, Negative-QTOF	splash10-00kf-8900000000-9461db8c23907bb9b1fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 20V, Negative-QTOF	splash10-0006-9000000000-c44fc3a2c5e7875c71f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Carbamoyl-2-phenylpropionaldehyde 40V, Negative-QTOF	splash10-00kf-9700000000-d7067c68a367e9050191	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, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	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

C16587

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21350391

PDB ID

Not Available

ChEBI ID

80586

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 ]

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

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. Alcohol dehydrogenase 4

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH4
Uniprot ID:: P08319
Molecular weight:: 40221.335

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Enzyme Details

4. 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

5. 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

Enzyme Details

6. Alcohol dehydrogenase class-3

General function:: Involved in zinc ion binding
Specific function:: Class-III ADH is remarkably ineffective in oxidizing ethanol, but it readily catalyzes the oxidation of long-chain primary alcohols and the oxidation of S-(hydroxymethyl) glutathione.
Gene Name:: ADH5
Uniprot ID:: P11766
Molecular weight:: 39723.945

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Enzyme Details

7. Alcohol dehydrogenase 1B

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH1B
Uniprot ID:: P00325
Molecular weight:: 39835.17

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Enzyme Details

8. Alcohol dehydrogenase class 4 mu/sigma chain

General function:: Involved in zinc ion binding
Specific function:: Could function in retinol oxidation for the synthesis of retinoic acid, a hormone important for cellular differentiation. Medium-chain (octanol) and aromatic (m-nitrobenzaldehyde) compounds are the best substrates. Ethanol is not a good substrate but at the high ethanol concentrations reached in the digestive tract, it plays a role in the ethanol oxidation and contributes to the first pass ethanol metabolism.
Gene Name:: ADH7
Uniprot ID:: P40394
Molecular weight:: 41480.985

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Enzyme Details

9. Alcohol dehydrogenase 1A

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH1A
Uniprot ID:: P07327
Molecular weight:: 39858.37

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Enzyme Details

10. Alcohol dehydrogenase 6

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH6
Uniprot ID:: P28332
Molecular weight:: 39072.275

Reactions

2-Phenyl-1,3-propanediol monocarbamate + NAD → 3-Carbamoyl-2-phenylpropionaldehyde + NADH + Hydrogen Ion	details

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for 3-Carbamoyl-2-phenylpropionaldehyde (HMDB0060366)

MOL for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

3D MOL for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

3D SDF for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

3D-SDF for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

PDB for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

3D PDB for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

SMILES for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

INCHI for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

Structure for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

3D Structure for HMDB0060366 (3-Carbamoyl-2-phenylpropionaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

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