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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:17:30 UTC

Update Date

2022-03-07 02:53:46 UTC

HMDB ID

HMDB0033555

Secondary Accession Numbers

HMDB33555

Metabolite Identification

Common Name

Isomugineic acid

Description

Isomugineic acid, also known as isomugineate, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Isomugineic acid has been detected, but not quantified in, a few different foods, such as barleys (Hordeum vulgare), breakfast cereal, and cereals and cereal products. This could make isomugineic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isomugineic acid.

Structure

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

HMDB0033555
     RDKit          3D
Isomugineic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
    5.9434   -1.4518   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -0.2172   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947    0.4490   -1.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465    0.5137   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    1.8555   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.1534   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699    0.6821    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042    0.4335    0.0456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -0.7113    0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995   -1.9799   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -2.0352   -1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -3.2128    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -0.6159    0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.4407    1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -0.3583   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -0.2646    0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296    0.8272    0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6020   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947    0.1763   -1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5118   -0.2699   -1.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2781    0.1153   -2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042   -1.0944   -0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.3677   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    0.4940    0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7377    2.4896    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.1753   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088   -0.1869   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.7449   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606    0.7320    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    0.8152   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8778   -0.8717    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -3.8736    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -1.5357    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.2047    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.5548   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -1.1857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    1.4191    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8012    0.5852    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564    2.1743   -0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    2.1661   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.1290   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785   -0.7784    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 16  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
M  END


  Mrv0541 02241210022D          

 22 22  0  0  0  0            999 V2000
    1.4969   -3.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -2.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4672   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4672   -1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924   -0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407   -1.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -2.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8490    3.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    2.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258    2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.5661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    0.1615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440    1.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    2.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    2.9933    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
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033555

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)

> <INCHI_KEY>
GJRGEVKCJPPZIT-UHFFFAOYSA-N

> <FORMULA>
C12H20N2O8

> <MOLECULAR_WEIGHT>
320.2958

> <EXACT_MASS>
320.121965626

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
30.173354002342336

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-7.324740308965753

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.898342958312821

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.111881339463828

> <JCHEM_PKA_STRONGEST_BASIC>
9.79426091350566

> <JCHEM_POLAR_SURFACE_AREA>
167.63

> <JCHEM_REFRACTIVITY>
70.2188

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033555
     RDKit          3D
Isomugineic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
    5.9434   -1.4518   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -0.2172   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947    0.4490   -1.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465    0.5137   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    1.8555   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.1534   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699    0.6821    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042    0.4335    0.0456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -0.7113    0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995   -1.9799   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -2.0352   -1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -3.2128    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -0.6159    0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.4407    1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -0.3583   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -0.2646    0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296    0.8272    0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6020   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947    0.1763   -1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5118   -0.2699   -1.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2781    0.1153   -2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042   -1.0944   -0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.3677   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    0.4940    0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7377    2.4896    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.1753   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088   -0.1869   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.7449   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606    0.7320    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    0.8152   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8778   -0.8717    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -3.8736    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -1.5357    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.2047    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.5548   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -1.1857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    1.4191    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8012    0.5852    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564    2.1743   -0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    2.1661   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.1290   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785   -0.7784    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 16  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  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       2.794  -6.343   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.190  -4.983   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.095  -3.775   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.605  -3.775   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.605  -2.265   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.095  -2.265   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.039  -1.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.527  -1.510   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.076  -2.869   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.527  -5.135   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.585   6.343   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.039   4.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.981   3.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.283   2.265   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.226   1.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.679  -0.301   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.190  -0.755   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.247   0.301   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.642  -2.265   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.002   2.869   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.549   4.380   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.605   5.587   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    3    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8                                                            
CONECT   10    2                                                            
CONECT   11   12                                                            
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    8   15   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   21                                                            
CONECT   21   12   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0033555
HETATM    1  O1  UNL     1       5.943  -1.452  -0.568  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.854  -0.217  -0.783  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.795   0.449  -1.581  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.746   0.514  -0.184  1.00  0.00           C  
HETATM    5  O3  UNL     1       4.698   1.855  -0.542  1.00  0.00           O  
HETATM    6  C3  UNL     1       3.386  -0.153  -0.531  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.370   0.682   0.136  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.004   0.433   0.046  1.00  0.00           N  
HETATM    9  C5  UNL     1       0.414  -0.711   0.599  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.699  -1.980  -0.097  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.349  -2.035  -1.192  1.00  0.00           O  
HETATM   12  O5  UNL     1       0.286  -3.213   0.382  1.00  0.00           O  
HETATM   13  C7  UNL     1      -1.068  -0.616   0.882  1.00  0.00           C  
HETATM   14  O6  UNL     1      -1.227   0.441   1.793  1.00  0.00           O  
HETATM   15  C8  UNL     1      -1.927  -0.358  -0.300  1.00  0.00           C  
HETATM   16  N2  UNL     1      -3.305  -0.265   0.007  1.00  0.00           N  
HETATM   17  C9  UNL     1      -3.830   0.827   0.742  1.00  0.00           C  
HETATM   18  C10 UNL     1      -4.023   1.602  -0.570  1.00  0.00           C  
HETATM   19  C11 UNL     1      -4.095   0.176  -1.127  1.00  0.00           C  
HETATM   20  C12 UNL     1      -5.512  -0.270  -1.104  1.00  0.00           C  
HETATM   21  O7  UNL     1      -6.278   0.115  -2.012  1.00  0.00           O  
HETATM   22  O8  UNL     1      -6.004  -1.094  -0.114  1.00  0.00           O  
HETATM   23  H1  UNL     1       7.749   0.368  -1.231  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.776   0.494   0.946  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.738   2.490   0.209  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.507  -1.175  -0.063  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.309  -0.187  -1.630  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.544   1.745  -0.233  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.661   0.732   1.223  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.525   0.815  -0.804  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.878  -0.872   1.644  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.874  -3.874   0.871  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.342  -1.536   1.440  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.727   1.205   1.375  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.582   0.555  -0.818  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.819  -1.186  -1.055  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.219   1.419   1.410  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.801   0.585   1.232  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.956   2.174  -0.632  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.117   2.166  -0.873  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.595   0.129  -2.096  1.00  0.00           H  
HETATM   42  H20 UNL     1      -6.678  -0.778   0.596  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5    6   24
CONECT    5   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30
CONECT    9   10   13   31
CONECT   10   11   11   12
CONECT   12   32
CONECT   13   14   15   33
CONECT   14   34
CONECT   15   16   35   36
CONECT   16   17   19
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   20   41
CONECT   20   21   21   22
CONECT   22   42
END

HMDB0033555
     RDKit          3D
Isomugineic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
    5.9434   -1.4518   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -0.2172   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947    0.4490   -1.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465    0.5137   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    1.8555   -0.5419 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -0.1534   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699    0.6821    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042    0.4335    0.0456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -0.7113    0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995   -1.9799   -0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -2.0352   -1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2863   -3.2128    0.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -0.6159    0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.4407    1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -0.3583   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3046   -0.2646    0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296    0.8272    0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6020   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947    0.1763   -1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5118   -0.2699   -1.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2781    0.1153   -2.0121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0042   -1.0944   -0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.3677   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    0.4940    0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7377    2.4896    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.1753   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3088   -0.1869   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.7449   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606    0.7320    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    0.8152   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8778   -0.8717    1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -3.8736    0.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -1.5357    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.2047    1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.5548   -0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8188   -1.1857   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    1.4191    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8012    0.5852    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9564    2.1743   -0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    2.1661   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.1290   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785   -0.7784    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 16  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isomugineate	Generator
1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylate	HMDB

Chemical Formula

C₁₂H₂₀N₂O₈

Average Molecular Weight

320.2958

Monoisotopic Molecular Weight

320.121965626

IUPAC Name

1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

Traditional Name

1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid

CAS Registry Number

74281-81-5

SMILES

OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)

InChI Key

GJRGEVKCJPPZIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma 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

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Amino fatty acid
Azetidinecarboxylic acid
Beta-hydroxy acid
Hydroxy fatty acid
Fatty acyl
Alpha-hydroxy acid
Monosaccharide
Hydroxy acid
1,3-aminoalcohol
Amino acid
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Azetidine
Organoheterocyclic compound
Azacycle
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Organonitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033555)
Cytoplasm (HMDB: HMDB0033555)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033555)

Source

Exogenous

Exogenous (HMDB: HMDB0033555)

Food

Food (HMDB: HMDB0033555)

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Poaceae (HMDB: HMDB0033555)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033555)

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	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	32.1 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-7.3	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.11	ChemAxon
pKa (Strongest Basic)	9.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.63 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	70.22 m³·mol⁻¹	ChemAxon
Polarizability	30.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	172.89	31661259
DarkChem	[M-H]-	169.554	31661259
DeepCCS	[M+H]+	166.778	30932474
DeepCCS	[M-H]-	164.42	30932474
DeepCCS	[M-2H]-	197.306	30932474
DeepCCS	[M+Na]+	172.871	30932474
AllCCS	[M+H]+	168.2	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	170.6	32859911
AllCCS	[M+Na]+	171.3	32859911
AllCCS	[M-H]-	171.1	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	171.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	0.98 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1235 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	537.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	399.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	283.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	29.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	253.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1099.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	605.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	61.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	763.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	838.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	569.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	602.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isomugineic acid	OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O	3337.9	Standard polar	33892256
Isomugineic acid	OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O	2242.9	Standard non polar	33892256
Isomugineic acid	OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O	2696.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isomugineic acid,1TMS,isomer #1	C[Si](C)(C)OC(CN1CCC1C(=O)O)C(NCCC(O)C(=O)O)C(=O)O	2715.7	Semi standard non polar	33892256
Isomugineic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(NCCC(O)C(=O)O)C(=O)O	2742.2	Semi standard non polar	33892256
Isomugineic acid,1TMS,isomer #3	C[Si](C)(C)OC(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O)C(=O)O	2710.8	Semi standard non polar	33892256
Isomugineic acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(O)CN1CCC1C(=O)O	2716.3	Semi standard non polar	33892256
Isomugineic acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(O)CN1CCC1C(=O)O	2739.1	Semi standard non polar	33892256
Isomugineic acid,1TMS,isomer #6	C[Si](C)(C)N(CCC(O)C(=O)O)C(C(=O)O)C(O)CN1CCC1C(=O)O	2758.6	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(NCCC(O)C(=O)O)C(=O)O	2695.9	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #10	C[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C)C(=O)O)C(O)CN1CCC1C(=O)O	2690.9	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #11	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O)O[Si](C)(C)C	2695.4	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #12	C[Si](C)(C)OC(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C)C(=O)O	2768.8	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #13	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O	2678.1	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #14	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C	2744.8	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #15	C[Si](C)(C)OC(=O)C(C(O)CN1CCC1C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C	2754.6	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #2	C[Si](C)(C)OC(CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C)C(=O)O	2709.8	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C	2692.8	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C	2708.8	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #5	C[Si](C)(C)OC(CN1CCC1C(=O)O)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C	2772.1	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(NCCC(O[Si](C)(C)C)C(=O)O)C(=O)O	2690.7	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #7	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C	2679.4	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #8	C[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C	2682.1	Semi standard non polar	33892256
Isomugineic acid,2TMS,isomer #9	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C	2751.3	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(NCCC(O[Si](C)(C)C)C(=O)O)C(=O)O	2606.9	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #10	C[Si](C)(C)OC(=O)C(C(CN1CCC1C(=O)O)O[Si](C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C	2757.6	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #11	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2632.0	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #12	C[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C)C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C	2620.7	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #13	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2752.3	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #14	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C	2608.2	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #15	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2708.1	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #16	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O[Si](C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C	2718.8	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #17	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O)O[Si](C)(C)C	2644.2	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #18	C[Si](C)(C)OC(=O)C(C(O)CN1CCC1C(=O)O)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2753.3	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #19	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C)O[Si](C)(C)C	2769.5	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2576.9	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #20	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O)[Si](C)(C)C	2719.3	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2589.4	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C	2743.8	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C)C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C	2649.8	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #6	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2641.6	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #7	C[Si](C)(C)OC(CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2792.2	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C	2620.9	Semi standard non polar	33892256
Isomugineic acid,3TMS,isomer #9	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C)[Si](C)(C)C	2753.9	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2566.4	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #10	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C)[Si](C)(C)C	2716.3	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #11	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2599.9	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #12	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2701.9	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #13	C[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O[Si](C)(C)C)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2702.9	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #14	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2674.7	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #15	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O)[Si](C)(C)C)O[Si](C)(C)C	2715.1	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C)C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2568.3	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(C(=O)O)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2721.2	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2563.2	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #5	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2674.6	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #6	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C	2690.4	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #7	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2591.7	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #8	C[Si](C)(C)OC(=O)C(C(CN1CCC1C(=O)O)O[Si](C)(C)C)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2755.6	Semi standard non polar	33892256
Isomugineic acid,4TMS,isomer #9	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2752.6	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2568.8	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2669.6	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #3	C[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)N(CCC(O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2688.3	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #4	C[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2660.4	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #5	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2704.0	Semi standard non polar	33892256
Isomugineic acid,5TMS,isomer #6	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2674.7	Semi standard non polar	33892256
Isomugineic acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2668.5	Semi standard non polar	33892256
Isomugineic acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2790.8	Standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CN1CCC1C(=O)O)C(NCCC(O)C(=O)O)C(=O)O	2962.4	Semi standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(NCCC(O)C(=O)O)C(=O)O	2996.6	Semi standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O)C(=O)O	2961.2	Semi standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(O)CN1CCC1C(=O)O	2978.5	Semi standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(O)CN1CCC1C(=O)O	2988.5	Semi standard non polar	33892256
Isomugineic acid,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CCC(O)C(=O)O)C(C(=O)O)C(O)CN1CCC1C(=O)O	3010.5	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(NCCC(O)C(=O)O)C(=O)O	3142.7	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(O)CN1CCC1C(=O)O	3171.8	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3187.9	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3251.2	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O	3179.8	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C(C)(C)C	3240.0	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)C(C(O)CN1CCC1C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3239.8	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O	3165.2	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3164.2	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3161.9	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(CN1CCC1C(=O)O)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3226.1	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	3161.2	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C	3178.1	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C	3155.1	Semi standard non polar	33892256
Isomugineic acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3225.5	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	3302.6	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3431.3	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3328.6	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C	3333.7	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3434.4	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C	3315.6	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.7	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O[Si](C)(C)C(C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3406.9	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3359.8	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC(=O)C(C(O)CN1CCC1C(=O)O)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3467.2	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3473.4	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3291.8	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O)[Si](C)(C)C(C)(C)C	3456.0	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O)C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3268.0	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(C(=O)O)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3404.9	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3341.7	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3344.4	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3440.9	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C	3343.4	Semi standard non polar	33892256
Isomugineic acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3444.9	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3459.2	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3630.8	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3487.0	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3599.7	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O)C(C(=O)O[Si](C)(C)C(C)(C)C)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3608.7	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3575.7	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3648.5	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(NCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3471.6	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(C(=O)O)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3612.6	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3453.5	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3588.5	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)N(CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C	3567.8	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3512.0	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C(C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3660.0	Semi standard non polar	33892256
Isomugineic acid,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3655.3	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCNC(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3633.3	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3784.6	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C1CCN1CC(O[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)N(CCC(O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3790.4	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3750.0	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(CN1CCC1C(=O)O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3821.9	Semi standard non polar	33892256
Isomugineic acid,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(CCN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(O)CN1CCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3771.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isomugineic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9461000000-8da315ee3cec7414b8ec	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomugineic acid GC-MS (5 TMS) - 70eV, Positive	splash10-02tj-4420779000-2134d69651a62dbb4460	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomugineic acid 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 - Isomugineic acid 10V, Positive-QTOF	splash10-0udr-0197000000-c8f509f53a3bc0a1889f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 20V, Positive-QTOF	splash10-0kdi-0291000000-c368318cff50440dc99c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 40V, Positive-QTOF	splash10-0pb9-5890000000-f2ea1857593a705a8578	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 10V, Negative-QTOF	splash10-05r0-2293000000-f71462ee20b9cc330266	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 20V, Negative-QTOF	splash10-056r-1290000000-f599f21463b70ca8da82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 40V, Negative-QTOF	splash10-0ufr-3950000000-11e27ab402d135c649e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 10V, Positive-QTOF	splash10-00di-2229000000-6d2438157666ad9356cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 20V, Positive-QTOF	splash10-0mp9-6983000000-5a7e4e16d22fa1a9b532	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 40V, Positive-QTOF	splash10-01b9-9310000000-258a5af940eb62ea32c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 10V, Negative-QTOF	splash10-014i-0349000000-7709aa1ce91331775be9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 20V, Negative-QTOF	splash10-0udi-1910000000-ca610afacc3d96fc632c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomugineic acid 40V, Negative-QTOF	splash10-0ue9-2900000000-8bc271f584e54dc46733	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB011621

KNApSAcK ID

Not Available

Chemspider ID

2342314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3085404

PDB ID

Not Available

ChEBI ID

175088

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1836641

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isomugineic acid (HMDB0033555)

MOL for HMDB0033555 (Isomugineic acid)

3D MOL for HMDB0033555 (Isomugineic acid)

3D SDF for HMDB0033555 (Isomugineic acid)

3D-SDF for HMDB0033555 (Isomugineic acid)

PDB for HMDB0033555 (Isomugineic acid)

3D PDB for HMDB0033555 (Isomugineic acid)

SMILES for HMDB0033555 (Isomugineic acid)

INCHI for HMDB0033555 (Isomugineic acid)

Structure for HMDB0033555 (Isomugineic acid)

3D Structure for HMDB0033555 (Isomugineic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra