MiMeDB: Showing metabocard for Aspergillomarasmine A (MMDBc0009713)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:08:15 UTC

Update Date

2024-04-30 19:34:17 UTC

Metabolite ID

MMDBc0009713

Metabolite Identification

Common Name

Aspergillomarasmine A

Description

Aspergillomarasmine A is a metabolite of the cereal fungus (Aspergillus flavus), found only in young culture

Structure

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

HMDB0029450
     RDKit          3D
Aspergillomarasmine A
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.0552   -0.3524    1.8739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    0.1990    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4529    0.2236    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0387   -1.1228    0.2185 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329   -1.3821   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764   -0.6883    0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8220    0.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -0.3754   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.2173    0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715    0.1972   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539    0.3018   -1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304    0.5331    0.1746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107    0.9738   -0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655    1.6341   -0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8754    1.5580   -1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -1.2045   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -0.7815   -2.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618   -1.4304   -2.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5648    1.5165    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986    2.2151   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1543    2.0474    1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0346   -0.2853    2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7671   -1.3505    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371   -0.4921   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9558    0.9147    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4611    0.6794   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -1.6923   -0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.4931    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163    0.3934    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093   -1.1788    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1355   -0.9791    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774   -1.1274   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    0.4557    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -1.2507    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737    1.0135    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2059    2.4961   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -0.7952   -2.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143    2.6686    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 21 38  1  0
M  END


  Mrv0541 02241218232D          

 21 20  0  0  0  0            999 V2000
   -1.4025    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4025    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420    2.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4025   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025    1.9383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6601    3.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1448   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4851   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -3.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4025   -3.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 20  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009713

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CNC(CNC(CC(O)=O)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3O8/c11-4(8(16)17)2-12-6(10(20)21)3-13-5(9(18)19)1-7(14)15/h4-6,12-13H,1-3,11H2,(H,14,15)(H,16,17)(H,18,19)(H,20,21)

> <INCHI_KEY>
XFTWUNOVBCHBJR-UHFFFAOYSA-N

> <FORMULA>
C10H17N3O8

> <MOLECULAR_WEIGHT>
307.2573

> <EXACT_MASS>
307.101564535

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
27.633888532305054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({2-[(2-amino-2-carboxyethyl)amino]-2-carboxyethyl}amino)butanedioic acid

> <ALOGPS_LOGP>
-3.26

> <JCHEM_LOGP>
-8.64871530956822

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.1637444089336615

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.46977378030093364

> <JCHEM_PKA_STRONGEST_BASIC>
9.754139732288973

> <JCHEM_POLAR_SURFACE_AREA>
199.27999999999997

> <JCHEM_REFRACTIVITY>
63.641300000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({2-[(2-amino-2-carboxyethyl)amino]-2-carboxyethyl}amino)butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029450
     RDKit          3D
Aspergillomarasmine A
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.0552   -0.3524    1.8739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    0.1990    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4529    0.2236    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0387   -1.1228    0.2185 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329   -1.3821   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764   -0.6883    0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8220    0.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -0.3754   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.2173    0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715    0.1972   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539    0.3018   -1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304    0.5331    0.1746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107    0.9738   -0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655    1.6341   -0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8754    1.5580   -1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -1.2045   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -0.7815   -2.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618   -1.4304   -2.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5648    1.5165    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986    2.2151   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1543    2.0474    1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0346   -0.2853    2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7671   -1.3505    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371   -0.4921   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9558    0.9147    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4611    0.6794   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -1.6923   -0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.4931    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163    0.3934    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093   -1.1788    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1355   -0.9791    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774   -1.1274   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    0.4557    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -1.2507    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737    1.0135    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2059    2.4961   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -0.7952   -2.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143    2.6686    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -2.618   1.925   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.618   3.465   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.004   4.235   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.385   4.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.001   3.465   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.001   1.925   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.385   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.385  -0.385   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.001  -1.155   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.001  -2.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.385  -3.465   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.618  -2.695   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       2.618   3.618   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.385   4.235   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.232   5.775   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.004  -0.385   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.618  -1.155   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.772  -2.695   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.001  -5.775   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.385  -5.005   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.618  -5.775   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    5   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17    8   16   18                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   11   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0029450
HETATM    1  N1  UNL     1      -4.055  -0.352   1.874  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.947   0.199   0.557  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.453   0.224   0.160  1.00  0.00           C  
HETATM    4  N2  UNL     1      -2.039  -1.123   0.219  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.633  -1.382  -0.140  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.276  -0.688   0.802  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.620  -0.822   0.685  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.515  -0.375  -0.277  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.878  -0.217   0.475  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.971   0.197  -0.403  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.954   0.302  -1.646  1.00  0.00           O  
HETATM   12  O2  UNL     1       6.230   0.533   0.175  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.211   0.974  -0.836  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.266   1.634  -0.296  1.00  0.00           O  
HETATM   15  O4  UNL     1       2.875   1.558  -1.895  1.00  0.00           O  
HETATM   16  C9  UNL     1      -0.456  -1.205  -1.583  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.461  -0.781  -2.305  1.00  0.00           O  
HETATM   18  O6  UNL     1       0.662  -1.430  -2.339  1.00  0.00           O  
HETATM   19  C10 UNL     1      -4.565   1.517   0.525  1.00  0.00           C  
HETATM   20  O7  UNL     1      -4.599   2.215  -0.505  1.00  0.00           O  
HETATM   21  O8  UNL     1      -5.154   2.047   1.686  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.035  -0.285   2.219  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.767  -1.351   1.934  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.437  -0.492  -0.181  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.956   0.915   0.892  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.461   0.679  -0.848  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.606  -1.692  -0.439  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.519  -2.493   0.058  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.016   0.393   0.958  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.009  -1.179   1.830  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.135  -0.979   1.613  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.777  -1.127  -1.063  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.775   0.456   1.332  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.125  -1.251   0.839  1.00  0.00           H  
HETATM   35  H14 UNL     1       6.174   1.014   1.069  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.206   2.496  -1.779  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.130  -0.795  -2.938  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.614   2.669   2.298  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   19   24
CONECT    3    4   25   26
CONECT    4    5   27
CONECT    5    6   16   28
CONECT    6    7   29   30
CONECT    7    8   31
CONECT    8    9   13   32
CONECT    9   10   33   34
CONECT   10   11   11   12
CONECT   12   35
CONECT   13   14   14   15
CONECT   15   36
CONECT   16   17   17   18
CONECT   18   37
CONECT   19   20   20   21
CONECT   21   38
END

HMDB0029450
     RDKit          3D
Aspergillomarasmine A
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.0552   -0.3524    1.8739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    0.1990    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4529    0.2236    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0387   -1.1228    0.2185 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329   -1.3821   -0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764   -0.6883    0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8220    0.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -0.3754   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.2173    0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715    0.1972   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539    0.3018   -1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304    0.5331    0.1746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107    0.9738   -0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655    1.6341   -0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8754    1.5580   -1.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -1.2045   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607   -0.7815   -2.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618   -1.4304   -2.3389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5648    1.5165    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986    2.2151   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1543    2.0474    1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0346   -0.2853    2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7671   -1.3505    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371   -0.4921   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9558    0.9147    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4611    0.6794   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061   -1.6923   -0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.4931    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163    0.3934    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093   -1.1788    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1355   -0.9791    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774   -1.1274   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    0.4557    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -1.2507    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737    1.0135    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2059    2.4961   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -0.7952   -2.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143    2.6686    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
 21 38  1  0
M  END

Synonyms

Value	Source
N-[2-(2-Amino-2-carboxyethyl)amino]-2-carboxyaspartic acid, 9ci	HMDB
Toxin C	HMDB
Toxin c (pyrenophora teres)	HMDB
2-({2-[(2-amino-2-carboxyethyl)amino]-2-carboxyethyl}amino)butanedioate	HMDB
Toxin C, pyrenophora teres	HMDB

Molecular Formula

C₁₀H₁₇N₃O₈

Average Mass

307.2573

Monoisotopic Mass

307.101564535

IUPAC Name

2-({2-[(2-amino-2-carboxyethyl)amino]-2-carboxyethyl}amino)butanedioic acid

Traditional Name

2-({2-[(2-amino-2-carboxyethyl)amino]-2-carboxyethyl}amino)butanedioic acid

CAS Registry Number

Not Available

SMILES

NC(CNC(CNC(CC(O)=O)C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H17N3O8/c11-4(8(16)17)2-12-6(10(20)21)3-13-5(9(18)19)1-7(14)15/h4-6,12-13H,1-3,11H2,(H,14,15)(H,16,17)(H,18,19)(H,20,21)

InChI Key

XFTWUNOVBCHBJR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Tetracarboxylic acid or derivatives
Alpha-amino acid
Amino acid
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Organic oxygen compound
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
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	4.8 g/L	ALOGPS
logP	-3.3	ALOGPS
logP	-8.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	0.47	ChemAxon
pKa (Strongest Basic)	9.75	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	199.28 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	63.64 m³·mol⁻¹	ChemAxon
Polarizability	27.63 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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	splash10-02t9-2390000000-d9958cc517c4e0de2cf1	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0059-3110790000-43a9087da14e3aa5843c	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_18) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_50) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_3_27) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_50) - 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 GC-MS	Predicted GC-MS Spectrum - GC-MS ("Aspergillomarasmine A,4TMS,#18" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01r6-2491000000-9a150fa1c5408df79114	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004v-4950000000-11d3f8c297fc06ffeed7	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2900000000-dd1a8570a633ed1046f1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-0195000000-1c8bedcb017ce03edb3e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02t9-1391000000-d088590819bd5b4eb983	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0079-9840000000-7a7d975a14b681979061	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000l-0091000000-afc168065882a01ca4d6	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-9850000000-e963200f409883c333e9	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9500000000-e38f67cda594f49a6cd5	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0269000000-329c7b1f6d6007cfab2d	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-0980000000-c83694a56c5876a93766	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-2900000000-999da9869b8cf1962e88	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction
Eukaryota	nah	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0029450

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000564

KNApSAcK ID

C00054171

Chemspider ID

8442678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aspergillomarasmine A

METLIN ID

Not Available

PubChem Compound

10267199

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Aspergillomarasmine A (MMDBc0009713)

MOL for #<Metabolite:0x00007f46cc6fa648>

3D MOL for #<Metabolite:0x00007f46cc6fa648>

3D SDF for #<Metabolite:0x00007f46cc6fa648>

3D-SDF for #<Metabolite:0x00007f46cc6fa648>

PDB for #<Metabolite:0x00007f46cc6fa648>

3D PDB for #<Metabolite:0x00007f46cc6fa648>

SMILES for #<Metabolite:0x00007f46cc6fa648>

INCHI for #<Metabolite:0x00007f46cc6fa648>

Structure for #<Metabolite:0x00007f46cc6fa648>

3D Structure for #<Metabolite:0x00007f46cc6fa648>