MiMeDB: Showing metabocard for N2,N5-Diacetylornithine (MMDBc0000748)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:07 UTC

Update Date

2024-04-30 19:33:37 UTC

Metabolite ID

MMDBc0000748

Metabolite Identification

Common Name

N2,N5-Diacetylornithine

Description

N2,N5-Diacetylornithine, also known as bisorcic, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N2,N5-Diacetylornithine is an N-acetyl-L-amino acid that is L-ornithine carrying two acetyl substituents at positions N-2 and N-5. N2,N5-Diacetylornithine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923 ). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.

Structure

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

HMDB0240345
     RDKit          3D
N2,N5-Diacetylornithine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.5657    0.2901    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -0.3986    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.6244    0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.3227    0.5432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541   -0.3875    0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412    0.5358    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.3505    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.4210    0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9051   -0.5264   -0.2606 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6520   -0.3446   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7785   -1.2407   -1.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    0.6120   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    1.1053    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    0.7716    1.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    2.0914    1.8045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0336    0.5725   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -0.3363    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    1.2353    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    1.3425    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6697   -1.1712    1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -0.8609   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    1.3575   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030    0.9637    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -0.8266   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -1.1623    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.1597   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -1.2929    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961   -0.8952   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -2.2546   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2737   -2.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    2.1655    2.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  6
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
M  END


  Mrv1652302042017092D          

 15 14  0  0  0  0            999 V2000
10001.455810000.3998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.740110000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.024410000.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.308810000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.594110000.3998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.879510000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.164910000.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.879510001.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4558 9999.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.1694 9999.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8850 9999.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1694 9998.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.169410000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.885010000.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.169410001.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  1  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000748

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCC[C@H](NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O4/c1-6(12)10-5-3-4-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1

> <INCHI_KEY>
XUYANFPPYJSBPU-QMMMGPOBSA-N

> <FORMULA>
C9H16N2O4

> <MOLECULAR_WEIGHT>
216.237

> <EXACT_MASS>
216.111007003

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.178356289447308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2,5-diacetamidopentanoic acid

> <ALOGPS_LOGP>
-1.11

> <JCHEM_LOGP>
-1.5174874619999998

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.40008064482269

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9385658810376643

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2660089511540131

> <JCHEM_POLAR_SURFACE_AREA>
95.5

> <JCHEM_REFRACTIVITY>
52.09610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,5-diacetamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240345
     RDKit          3D
N2,N5-Diacetylornithine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.5657    0.2901    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -0.3986    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.6244    0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.3227    0.5432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541   -0.3875    0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412    0.5358    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.3505    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.4210    0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9051   -0.5264   -0.2606 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6520   -0.3446   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7785   -1.2407   -1.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    0.6120   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    1.1053    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    0.7716    1.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    2.0914    1.8045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0336    0.5725   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -0.3363    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    1.2353    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    1.3425    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6697   -1.1712    1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -0.8609   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    1.3575   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030    0.9637    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -0.8266   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -1.1623    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.1597   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -1.2929    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961   -0.8952   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -2.2546   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2737   -2.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    2.1655    2.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  6
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 04-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-FEB-20         0                                  
HETATM    1  C   UNK     0    8669.3848667.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.0488668.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.7128667.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.3768668.179   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8664.0428667.413   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8662.7088668.179   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8661.3748667.413   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8662.7088669.719   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8669.3848665.871   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8670.7168665.099   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8672.0528665.871   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8670.7168663.558   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8670.7168668.179   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8672.0528667.413   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8670.7168669.719   0.000  0.00  0.00           O+0
CONECT    1    2    9   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    1   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0240345
HETATM    1  C1  UNL     1      -5.566   0.290   0.795  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.285  -0.399   0.544  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.285  -1.624   0.335  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.082   0.323   0.543  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.854  -0.388   0.295  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.641   0.536   0.327  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.541  -0.350   0.054  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.810   0.421   0.020  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.905  -0.526  -0.261  1.00  0.00           N  
HETATM   10  C7  UNL     1       3.652  -0.345  -1.435  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.778  -1.241  -1.817  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.396   0.612  -2.243  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.066   1.105   1.294  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.082   0.772   1.967  1.00  0.00           O  
HETATM   15  O4  UNL     1       1.272   2.091   1.804  1.00  0.00           O  
HETATM   16  H1  UNL     1      -6.034   0.573  -0.178  1.00  0.00           H  
HETATM   17  H2  UNL     1      -6.275  -0.336   1.385  1.00  0.00           H  
HETATM   18  H3  UNL     1      -5.450   1.235   1.363  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.076   1.342   0.717  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.670  -1.171   1.057  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.862  -0.861  -0.694  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.743   1.357  -0.388  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.603   0.964   1.370  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.339  -0.827  -0.944  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.550  -1.162   0.827  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.753   1.160  -0.790  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.107  -1.293   0.390  1.00  0.00           H  
HETATM   28  H13 UNL     1       5.696  -0.895  -1.294  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.500  -2.255  -1.460  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.862  -1.274  -2.906  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.118   2.166   2.804  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   13   26
CONECT    9   10   27
CONECT   10   11   12   12
CONECT   11   28   29   30
CONECT   13   14   14   15
CONECT   15   31
END

HMDB0240345
     RDKit          3D
N2,N5-Diacetylornithine
 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.5657    0.2901    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -0.3986    0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -1.6244    0.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816    0.3227    0.5432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541   -0.3875    0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412    0.5358    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.3505    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    0.4210    0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9051   -0.5264   -0.2606 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6520   -0.3446   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7785   -1.2407   -1.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3964    0.6120   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    1.1053    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    0.7716    1.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    2.0914    1.8045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0336    0.5725   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -0.3363    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    1.2353    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763    1.3425    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6697   -1.1712    1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621   -0.8609   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    1.3575   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6030    0.9637    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -0.8266   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -1.1623    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.1597   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -1.2929    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6961   -0.8952   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -2.2546   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2737   -2.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    2.1655    2.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  6
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
M  END

Synonyms

Value	Source
Bisorcico	ChEBI
Bisorcicum	ChEBI
N(2),N(5)-Diacetylornithine	ChEBI
Bisorcic	HMDB
N2,N5-Diacetyl-L-ornithine	HMDB
N2,N5-Diacetylornithine	HMDB

Molecular Formula

C₉H₁₆N₂O₄

Average Mass

216.237

Monoisotopic Mass

216.111007003

IUPAC Name

(2S)-2,5-diacetamidopentanoic acid

Traditional Name

(2S)-2,5-diacetamidopentanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NCCC[C@H](NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O4/c1-6(12)10-5-3-4-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1

InChI Key

XUYANFPPYJSBPU-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Fatty acid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.14 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.5	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.1 m³·mol⁻¹	ChemAxon
Polarizability	22.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1290000000-6e78e276c45a4713d277	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aw9-7930000000-de76aed8b20891e48b6b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-ecdf9cccc78334373356	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0890000000-054190e18f43372686ed	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0900-2900000000-fa754e72201047cf4edc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9400000000-31a611ad836e3304367b	2021-09-22	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

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2	Human stool; Human feces; Human mucosa; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Blood	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	31477923
Human Blood	Detected but not Quantified	Adult (40 years old)	Both	Normal	HMDB	26317986

External Links

HMDB ID

HMDB0240345

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59375

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65977

PDB ID

Not Available

ChEBI ID

133217

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wilmanski T, Rappaport N, Earls JC, Magis AT, Manor O, Lovejoy J, Omenn GS, Hood L, Gibbons SM, Price ND: Blood metabolome predicts gut microbiome alpha-diversity in humans. Nat Biotechnol. 2019 Oct;37(10):1217-1228. doi: 10.1038/s41587-019-0233-9. Epub 2019 Sep 2. [PubMed:31477923 ]

Showing metabocard for N2,N5-Diacetylornithine (MMDBc0000748)

MOL for #<Metabolite:0x000055e8c54e0c60>

3D MOL for #<Metabolite:0x000055e8c54e0c60>

3D SDF for #<Metabolite:0x000055e8c54e0c60>

3D-SDF for #<Metabolite:0x000055e8c54e0c60>

PDB for #<Metabolite:0x000055e8c54e0c60>

3D PDB for #<Metabolite:0x000055e8c54e0c60>

SMILES for #<Metabolite:0x000055e8c54e0c60>

INCHI for #<Metabolite:0x000055e8c54e0c60>

Structure for #<Metabolite:0x000055e8c54e0c60>

3D Structure for #<Metabolite:0x000055e8c54e0c60>