MiMeDB: Showing metabocard for Cinnamoylglycine (MMDBc0000451)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:03 UTC

Update Date

2024-04-30 19:32:27 UTC

Metabolite ID

MMDBc0000451

Metabolite Identification

Common Name

Cinnamoylglycine

Description

Cinnamoylglycine is known as a urinary metabolite in man (PMID 649712 ) although whether it is formed de novo from plant cinnamate or is a plant product excreted. unchanged has not been conclusively demonstrated. When cinnamoylglycine occurs naturally it is probably a food constituent excreted unchanged. It is not found when small quantities (0.5-6 g) of cinnamic acid are fed to man, but by analogy with animal experiments may be produced when much larger quantities are given. (PMID 6743769 ).

Structure

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

  Mrv1652309121709222D          

 15 15  0  0  0  0            999 V2000
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    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
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000451

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CNC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H11NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6+

> <INCHI_KEY>
YAADMLWHGMUGQL-VOTSOKGWSA-N

> <FORMULA>
C11H11NO3

> <MOLECULAR_WEIGHT>
205.2099

> <EXACT_MASS>
205.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
21.164321766371767

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3-phenylprop-2-enamido]acetic acid

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
1.030803020333333

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.718884571874998

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9010068308625008

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7101446007294613

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
55.8634

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2E)-3-phenylprop-2-enamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-17         0                                  
HETATM    1  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002   7.700   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0011621
HETATM    1  O1  UNL     1       4.002   0.906   1.433  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.557   0.231   0.531  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.946   0.153   0.556  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.846  -0.476  -0.538  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.415  -0.289  -0.413  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.502  -0.867  -1.320  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.970  -1.573  -2.273  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.053  -0.728  -1.264  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.567  -0.032  -0.339  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.010   0.116  -0.270  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.556   0.878   0.756  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.907   1.086   0.919  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.786   0.514   0.025  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.279  -0.247  -1.003  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.907  -0.441  -1.144  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.548   0.963   0.448  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.223  -0.084  -1.516  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.045  -1.585  -0.468  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.055   0.287   0.368  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.590  -1.207  -2.004  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.065   0.459   0.418  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.889   1.334   1.467  1.00  0.00           H  
HETATM   23  H8  UNL     1      -4.335   1.678   1.716  1.00  0.00           H  
HETATM   24  H9  UNL     1      -5.866   0.661   0.129  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.986  -0.689  -1.698  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.553  -1.046  -1.966  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    7    8
CONECT    8    9    9   20
CONECT    9   10   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

Synonyms

Value	Source
N-(1-oxo-3-Phenyl-2-propenyl)-glycine	ChEBI
N-Cinnamylglycine	ChEBI
N-(1-oxo-3-Phenyl-2-propen-1-yl)-glycine	HMDB
N-Cinnamoyl-glycine	HMDB
N-Cinnamoylglycine	HMDB
Cinnamoylglycine	MeSH

Molecular Formula

C₁₁H₁₁NO₃

Average Mass

205.2099

Monoisotopic Mass

205.073893223

IUPAC Name

2-[(2E)-3-phenylprop-2-enamido]acetic acid

Traditional Name

[(2E)-3-phenylprop-2-enamido]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CNC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H11NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6+

InChI Key

YAADMLWHGMUGQL-VOTSOKGWSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-001i-1910000000-7b0490fa51a377269e9d	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0f89-2910000000-16c2b17bb853369ad245	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-1910000000-7b0490fa51a377269e9d	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0f89-2910000000-16c2b17bb853369ad245	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-2900000000-2a02e57572e92e42f09b	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0089-9720000000-16dc0e03c0e019315f45	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-9d2464a406e5dd831998	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-5279a0674a2cf7a0cae3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0900000000-02398618d42e8fcb08b0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-5406a752964d808bc261	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-6dd52db5d562fa3bf1d0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-e6e6c83e592b714e4e33	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-ad00be066d9fa571526a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-052b-9680000000-5c522e402b24b9a95d49	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-052b-9780000000-085070e5f5be5445ca47	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0w29-1920000000-aaea2b41d7eb51e12715	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-4900000000-60a27ed96b70d796d8cc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0900000000-64951a0d5fe4498693f2	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0il0-1900000000-1dab32dc7e5a173d57ee	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0fb9-9200000000-86fa47a6317f07190d89	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-37e671e90343bf321c66	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0udi-1900000000-693e3661882f7c68795d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0fbc-9000000000-49f940bc8e977d1340cc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0ufr-9300000000-e43c6766895cc1a9e89a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9800000000-9cd1c962edde3e7df085	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4970000000-d8ec4cda1b0df3564ea4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7i-9700000000-d9761862670d5f40657d	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zi0-9500000000-b566a112d1ac6cf8c790	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0390000000-f5226ad4335bb382cd9c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uk9-6970000000-4573208136664eb993fb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kmi-9300000000-a18fe23acd114627f210	2017-09-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for Cinnamoylglycine (MMDBc0000451)

MOL for #<Metabolite:0x00007fb808b42a90>

3D MOL for #<Metabolite:0x00007fb808b42a90>

3D SDF for #<Metabolite:0x00007fb808b42a90>

3D-SDF for #<Metabolite:0x00007fb808b42a90>

PDB for #<Metabolite:0x00007fb808b42a90>

3D PDB for #<Metabolite:0x00007fb808b42a90>

SMILES for #<Metabolite:0x00007fb808b42a90>

INCHI for #<Metabolite:0x00007fb808b42a90>

Structure for #<Metabolite:0x00007fb808b42a90>

3D Structure for #<Metabolite:0x00007fb808b42a90>