MiMeDB: Showing metabocard for N-Acetyl-1-methylhistidine (MMDBc0000743)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:00 UTC

Update Date

2024-04-30 19:33:36 UTC

Metabolite ID

MMDBc0000743

Metabolite Identification

Common Name

N-Acetyl-1-methylhistidine

Description

N-Acetyl-1-methylhistidine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing histidine or a derivative thereof resulting from a reaction of histidine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-1-methylhistidine is an acetylated derivative of 1-methylhistidine and a very strong basic compound (based on its pKa). It has been found to be associated with chronic kidney disease: the higher the N-acetyl-1-methylhistidine levels, the lower the estimated glomerular filtration rate. This could make N-acetyl-1-methylhistidine a biomarker for chronic kidney disease (PMID: 24625756 ).

Structure

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

  Mrv1652304272022152D          

 15 15  0  0  0  0            999 V2000
   -0.0466    0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.3709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3810    0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    0.3709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810    1.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683   -0.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302    0.8656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0977    0.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -0.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626    0.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830   -0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830   -1.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977   -0.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279   -1.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
 10 11  2  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000743

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=NC(C[C@H](NC(C)=O)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-12(2)5-10-7/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1

> <INCHI_KEY>
GVRCKHXHWSYDEF-QMMMGPOBSA-N

> <FORMULA>
C9H13N3O3

> <MOLECULAR_WEIGHT>
211.221

> <EXACT_MASS>
211.095691291

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.171527657504345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-3-(1-methyl-1H-imidazol-4-yl)propanoic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-2.2458548384717374

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.808397993008239

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6162954160514156

> <JCHEM_PKA_STRONGEST_BASIC>
6.402591340381397

> <JCHEM_POLAR_SURFACE_AREA>
84.22

> <JCHEM_REFRACTIVITY>
51.8338

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-acetamido-3-(1-methylimidazol-4-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -0.087   1.462   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.247   0.692   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.578   1.462   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.913   0.692   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.578   3.000   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       1.247  -0.846   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -2.670   1.616   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.916   0.710   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -3.440  -0.754   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.900  -0.754   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.424   0.710   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.582  -1.616   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.582  -3.156   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.916  -0.846   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.345  -2.001   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2   12                                                       
CONECT    7    8   11                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10   11    9                                                       
CONECT   11   10    7    1                                                  
CONECT   12    6   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0240340
HETATM    1  C1  UNL     1       3.869   1.147  -0.829  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.159  -0.133  -0.703  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.805  -1.197  -0.713  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.763  -0.167  -0.571  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.980  -1.378  -0.442  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.257  -1.451   0.876  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.682  -0.322   1.070  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.015  -0.217   0.729  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.480   1.005   1.097  1.00  0.00           N  
HETATM   10  C7  UNL     1      -3.824   1.537   0.928  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.464   1.650   1.655  1.00  0.00           C  
HETATM   12  N3  UNL     1      -0.371   0.852   1.642  1.00  0.00           N  
HETATM   13  C9  UNL     1       0.083  -1.524  -1.608  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.093  -0.640  -2.527  1.00  0.00           O  
HETATM   15  O3  UNL     1      -0.785  -2.581  -1.764  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.805   1.032  -1.441  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.201   1.563   0.145  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.275   1.926  -1.362  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.235   0.729  -0.564  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.700  -2.223  -0.469  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.266  -2.431   0.914  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.032  -1.494   1.671  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.621  -0.953   0.251  1.00  0.00           H  
HETATM   24  H9  UNL     1      -4.553   0.748   0.684  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.847   2.331   0.160  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.193   1.995   1.892  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.486   2.651   2.060  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.672  -2.454  -2.238  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6   13   20
CONECT    6    7   21   22
CONECT    7    8    8   12
CONECT    8    9   23
CONECT    9   10   11
CONECT   10   24   25   26
CONECT   11   12   12   27
CONECT   13   14   14   15
CONECT   15   28
END

Synonyms

Value	Source
N-Acetyl-1-methylhistidine	ChEBI

Molecular Formula

C₉H₁₃N₃O₃

Average Mass

211.221

Monoisotopic Mass

211.095691291

IUPAC Name

(2S)-2-acetamido-3-(1-methyl-1H-imidazol-4-yl)propanoic acid

Traditional Name

(2S)-2-acetamido-3-(1-methylimidazol-4-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CN1C=NC(C[C@H](NC(C)=O)C(O)=O)=C1

InChI Identifier

InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-12(2)5-10-7/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1

InChI Key

GVRCKHXHWSYDEF-QMMMGPOBSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-0690000000-ed7db8a2d71947e9b258	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0230-3920000000-ac6021b5e12f1772dd23	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9300000000-fb89cca2bedb842c8499	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-0590000000-5231dd89289b7d57c9a4	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fka-2900000000-aeb8e308c126dfb904cf	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kmj-8900000000-250f128d2764bdfa35e2	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	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 N-Acetyl-1-methylhistidine (MMDBc0000743)

MOL for #<Metabolite:0x00007fd5d1280678>

3D MOL for #<Metabolite:0x00007fd5d1280678>

3D SDF for #<Metabolite:0x00007fd5d1280678>

3D-SDF for #<Metabolite:0x00007fd5d1280678>

PDB for #<Metabolite:0x00007fd5d1280678>

3D PDB for #<Metabolite:0x00007fd5d1280678>

SMILES for #<Metabolite:0x00007fd5d1280678>

INCHI for #<Metabolite:0x00007fd5d1280678>

Structure for #<Metabolite:0x00007fd5d1280678>

3D Structure for #<Metabolite:0x00007fd5d1280678>