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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:41:42 UTC

HMDB ID

HMDB0000279

Secondary Accession Numbers

HMDB00279
HMDB0062698
HMDB62698

Metabolite Identification

Common Name

Saccharopine

Description

Saccharopine is an intermediate in the degradation of lysine, formed by the condensation of lysine and alpha-ketoglutarate. The saccharopine pathway is the main route for lysine degradation in mammals, and its first two reactions are catalyzed by enzymatic activities known as lysine-oxoglutarate reductase (LOR) and saccharopine dehydrogenase (SDH), which reside on a single bifunctional polypeptide (LOR/SDH) (EC 1.5.1.8). The reactions involved with saccharopine dehydrogenases have very strict substrate specificity for L-lysine, 2-oxoglutarate, and NADPH. LOR/SDH has been detected in a number of mammalian tissues, mainly in the liver and kidney, contributing not only to the general nitrogen balance in the organism but also to the controlled conversion of lysine into ketone bodies. A tetrameric form has also been observed in human liver and placenta. LOR activity has also been detected in brain mitochondria during embryonic development, and this opens up the question of whether or not lysine degradation has any functional significance during brain development. As a result, there is now a new focus on the nutritional requirements for lysine in gestation and infancy. Finally, LOR and/or SDH deficiencies seem to be involved in a human autosomal genetic disorder known as familial hyperlysinemia, which is characterized by serious defects in the functioning of the nervous system and characterized by a deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and saccharopine oxidoreductase activities. Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation (PMID: 463877 , 10567240 , 10772957 , 4809305 ). If present in sufficiently high levels, saccharopine can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Saccharopine is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). Many affected children with organic acidemias experience intellectual disability or delayed development.

Structure

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

HMDB0000279
     RDKit          3D
Saccharopine
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2431    0.6793   -0.9565 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0850   -0.4854   -0.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2506   -0.1163    1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.3755    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.7054   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3090   -0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706    0.0188    0.6578 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    0.4160    0.2516 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1025   -0.6496   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   -0.2917   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3694   -0.0549    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    1.0090    0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573   -1.0393    0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093    1.6983   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    2.3087   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659    2.3388   -1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4111   -0.9346    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4994   -1.9165    1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5313   -0.2446    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532    1.1494   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920    0.3515   -1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -1.3292   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    0.6293    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -1.0500    1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    1.2983    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    0.6306    1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -0.8533   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -1.6279    0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -1.2697   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.4707   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    0.8355    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    0.6001    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -1.6042    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -0.8730   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772    0.4794   -1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460   -1.2153   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0307   -2.0368    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116    2.9655   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0593    0.3519    0.6454 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  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  1
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 13 37  1  0
 16 38  1  0
 19 39  1  0
M  END


  Mrv1652309032023592D          

 19 18  0  0  0  0            999 V2000
10001.123310002.5437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.408510002.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.693910002.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.979210002.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.264610002.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.979210003.7807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.837910002.9560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.552410002.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.266810002.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.984310002.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.697710002.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.413110002.5437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.128510002.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.841910002.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.128510003.7807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.413110001.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.123310001.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.408510001.3058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.837910001.3058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 17  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
 12 13  1  0  0  0  0
 12 16  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000279

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1

> <INCHI_KEY>
ZDGJAHTZVHVLOT-YUMQZZPRSA-N

> <FORMULA>
C11H20N2O6

> <MOLECULAR_WEIGHT>
276.2863

> <EXACT_MASS>
276.132136382

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.138708375547512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid

> <ALOGPS_LOGP>
-2.77

> <JCHEM_LOGP>
-5.407435330625966

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.375174811126724

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4444535649435268

> <JCHEM_PKA_STRONGEST_BASIC>
10.892138404544818

> <JCHEM_POLAR_SURFACE_AREA>
149.95

> <JCHEM_REFRACTIVITY>
63.95300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
saccharopine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000279
     RDKit          3D
Saccharopine
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2431    0.6793   -0.9565 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0850   -0.4854   -0.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2506   -0.1163    1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.3755    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.7054   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3090   -0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706    0.0188    0.6578 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    0.4160    0.2516 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1025   -0.6496   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   -0.2917   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3694   -0.0549    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    1.0090    0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573   -1.0393    0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093    1.6983   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    2.3087   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659    2.3388   -1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4111   -0.9346    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4994   -1.9165    1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5313   -0.2446    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532    1.1494   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920    0.3515   -1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -1.3292   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    0.6293    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -1.0500    1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    1.2983    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    0.6306    1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -0.8533   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -1.6279    0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -1.2697   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.4707   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    0.8355    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    0.6001    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -1.6042    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -0.8730   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772    0.4794   -1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460   -1.2153   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0307   -2.0368    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116    2.9655   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0593    0.3519    0.6454 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  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  1
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 13 37  1  0
 16 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.7638671.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.4298672.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.0958671.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8664.7618672.185   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8663.4278671.415   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8664.7618673.724   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0    8670.0978672.185   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8671.4318671.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.7658672.185   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8674.1048671.415   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.4368672.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.7718671.415   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8678.1078672.185   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8679.4388671.415   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8678.1078673.724   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0    8676.7718669.876   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8668.7638669.876   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8667.4298669.104   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8670.0978669.104   0.000  0.00  0.00           O+0
CONECT    1    2    7   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12                                                            
CONECT   17    1   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0000279
HETATM    1  N1  UNL     1      -4.243   0.679  -0.956  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.085  -0.485  -0.099  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.251  -0.116   1.105  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.871   0.376   0.727  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.163  -0.705  -0.015  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.237  -0.309  -0.441  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.071   0.019   0.658  1.00  0.00           N  
HETATM    8  C6  UNL     1       2.408   0.416   0.252  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.102  -0.650  -0.508  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.501  -0.292  -0.896  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.369  -0.055   0.277  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.338   1.009   0.896  1.00  0.00           O  
HETATM   13  O2  UNL     1       6.257  -1.039   0.720  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.409   1.698  -0.458  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.276   2.309  -0.547  1.00  0.00           O  
HETATM   16  O4  UNL     1       3.466   2.339  -1.045  1.00  0.00           O  
HETATM   17  C11 UNL     1      -5.411  -0.935   0.412  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.499  -1.916   1.163  1.00  0.00           O  
HETATM   19  O6  UNL     1      -6.531  -0.245   0.038  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.153   1.149  -0.728  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.292   0.351  -1.937  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.673  -1.329  -0.679  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.823   0.629   1.689  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.157  -1.050   1.716  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.997   1.298   0.130  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.366   0.631   1.691  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.723  -0.853  -0.984  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.143  -1.628   0.559  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.658  -1.270  -0.880  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.213   0.471  -1.193  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.689   0.836   1.221  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.015   0.600   1.197  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.197  -1.604   0.092  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.568  -0.873  -1.474  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.577   0.479  -1.685  1.00  0.00           H  
HETATM   36  H17 UNL     1       4.946  -1.215  -1.404  1.00  0.00           H  
HETATM   37  H18 UNL     1       6.031  -2.037   0.631  1.00  0.00           H  
HETATM   38  H19 UNL     1       4.112   2.966  -0.630  1.00  0.00           H  
HETATM   39  H20 UNL     1      -7.059   0.352   0.645  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3   17   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   31
CONECT    8    9   14   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   12   13
CONECT   13   37
CONECT   14   15   15   16
CONECT   16   38
CONECT   17   18   18   19
CONECT   19   39
END

HMDB0000279
     RDKit          3D
Saccharopine
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2431    0.6793   -0.9565 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0850   -0.4854   -0.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2506   -0.1163    1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    0.3755    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.7054   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3090   -0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706    0.0188    0.6578 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    0.4160    0.2516 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1025   -0.6496   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   -0.2917   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3694   -0.0549    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3377    1.0090    0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573   -1.0393    0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093    1.6983   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763    2.3087   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659    2.3388   -1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4111   -0.9346    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4994   -1.9165    1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5313   -0.2446    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532    1.1494   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920    0.3515   -1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -1.3292   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    0.6293    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -1.0500    1.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    1.2983    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    0.6306    1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -0.8533   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430   -1.6279    0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -1.2697   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.4707   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    0.8355    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    0.6001    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -1.6042    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -0.8730   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772    0.4794   -1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460   -1.2153   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0307   -2.0368    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116    2.9655   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0593    0.3519    0.6454 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  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  1
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 13 37  1  0
 16 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
epsilon-N-(L-Glutar-2-yl)-L-lysine	ChEBI
N-[(S)-5-Amino-5-carboxypentyl]-L-glutamic acid	ChEBI
N6-(L-1,3-Dicarboxypropyl)-L-lysine	ChEBI
L-Saccharopine	Kegg
N-[(S)-5-Amino-5-carboxypentyl]-L-glutamate	Generator
(S)-N-(5-Amino-5-carboxypentyl)-L-glutamic acid	HMDB
L-N-(5-Amino-5-carboxypentyl)-glutamic acid	HMDB
L-Saccharopin	HMDB
N(6)-(L-1,3-Dicarboxypropyl)-L-lysine	HMDB
N-(5-Amino-5-carboxypentyl)-glutamic acid	HMDB
N-(5-Amino-5-carboxypentyl)-L-glutamic acid	HMDB
N-[(5S)-5-Amino-5-carboxypentyl]-L-glutamic acid	HMDB
Saccharopin	HMDB

Chemical Formula

C₁₁H₂₀N₂O₆

Average Molecular Weight

276.2863

Monoisotopic Molecular Weight

276.132136382

IUPAC Name

(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid

Traditional Name

saccharopine

CAS Registry Number

997-68-2

SMILES

N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1

InChI Key

ZDGJAHTZVHVLOT-YUMQZZPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic 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

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Amino fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-lysine derivative (CHEBI:16927 )
amino acid opine (CHEBI:16927 )

Ontology

Not Available

Placenta (HMDB: HMDB0000279)

Biofluid or Excreta

Non-excretory biofluid

Blood (HMDB: HMDB0000279)

Excreta

Urine (PMID: 117247)
Feces (PMID: 25486321)

Cellular substructure

Mitochondria (HMDB: HMDB0000279)
Membrane (HMDB: HMDB0000279)

Pheasant (FooDB: FOOD00430)
Turkey (FooDB: FOOD00494)
Squab (FooDB: FOOD00481)
Anatidae (FooDB: FOOD00576)
Quail (FooDB: FOOD00541)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Emu (FooDB: FOOD00360)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Ostrich (FooDB: FOOD00422)
Guinea hen (FooDB: FOOD00373)
Greylag goose (FooDB: FOOD00368)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Caprae

Domestic goat (FooDB: FOOD00529)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Red raspberry (FooDB: FOOD00162)
Redcurrant (FooDB: FOOD00156)
Cloudberry (FooDB: FOOD00161)
Blackcurrant (FooDB: FOOD00155)
Gooseberry (FooDB: FOOD00157)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Bilberry (FooDB: FOOD00193)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Sparkleberry (FooDB: FOOD00190)
Lingonberry (FooDB: FOOD00194)
Common grape (FooDB: FOOD00204)
Muscadine grape (FooDB: FOOD00203)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
Cascade huckleberry (FooDB: FOOD00220)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Fox grape (FooDB: FOOD00228)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Elderberry (FooDB: FOOD00358)
Squashberry (FooDB: FOOD00344)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Wampee (FooDB: FOOD00980)
Green plum (FooDB: FOOD00979)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Sour cherry (FooDB: FOOD00146)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Yau choy (FooDB: FOOD00976)
Pea shoots (FooDB: FOOD00975)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Italian sweet red pepper (FooDB: FOOD00881)
Red bell pepper (FooDB: FOOD00880)
Orange bell pepper (FooDB: FOOD00879)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Narrowleaf cattail (FooDB: FOOD00564)
Agave (FooDB: FOOD00563)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Juniperus communis (FooDB: FOOD00895)
Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Albizia gummifera (FooDB: FOOD00896)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Chestnut (FooDB: FOOD00045)
Pecan nut (FooDB: FOOD00044)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Hazelnut (FooDB: FOOD00376)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Dough

Sourdough (FooDB: FOOD00275)

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Process

Role

Biological role

human metabolite (HMDB: HMDB0000279)
Saccharomyces cerevisiae metabolite (HMDB: HMDB0000279)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	247 - 250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	160.07	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000489

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.25 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-5.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.44	ChemAxon
pKa (Strongest Basic)	10.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	63.95 m³·mol⁻¹	ChemAxon
Polarizability	28.14 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.932	31661259
DarkChem	[M+H]+	163.932	31661259
DarkChem	[M-H]-	159.537	31661259
DarkChem	[M-H]-	159.537	31661259
AllCCS	[M+H]+	160.612	32859911
AllCCS	[M-H]-	163.096	32859911
DeepCCS	[M+H]+	163.582	30932474
DeepCCS	[M-H]-	161.224	30932474
DeepCCS	[M-2H]-	194.11	30932474
DeepCCS	[M+Na]+	169.675	30932474
AllCCS	[M+H]+	160.6	32859911
AllCCS	[M+H-H2O]+	157.7	32859911
AllCCS	[M+NH4]+	163.3	32859911
AllCCS	[M+Na]+	164.1	32859911
AllCCS	[M-H]-	163.1	32859911
AllCCS	[M+Na-2H]-	163.5	32859911
AllCCS	[M+HCOO]-	164.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Saccharopine	N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O	3594.1	Standard polar	33892256
Saccharopine	N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O	2176.1	Standard non polar	33892256
Saccharopine	N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O	2575.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Saccharopine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O)C(=O)O	2511.0	Semi standard non polar	33892256
Saccharopine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@H](N)C(=O)O	2475.2	Semi standard non polar	33892256
Saccharopine,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCCCN[C@@H](CCC(=O)O)C(=O)O	2451.5	Semi standard non polar	33892256
Saccharopine,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O	2560.2	Semi standard non polar	33892256
Saccharopine,1TMS,isomer #5	C[Si](C)(C)N(CCCC[C@H](N)C(=O)O)[C@@H](CCC(=O)O)C(=O)O	2572.9	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2441.3	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #10	C[Si](C)(C)N([C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O)[Si](C)(C)C	2703.2	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #11	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C(=O)O	2613.4	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2439.5	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C(=O)O	2545.3	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C	2530.9	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](N)CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2396.6	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C(=O)O	2520.9	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C	2535.0	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #8	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O[Si](C)(C)C	2515.0	Semi standard non polar	33892256
Saccharopine,2TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H](N)CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2496.5	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2414.7	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2642.9	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #11	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2593.1	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #12	C[Si](C)(C)OC(=O)[C@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2664.0	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #13	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2555.7	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #14	C[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O	2696.7	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2505.9	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2499.5	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2506.3	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C	2520.2	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #6	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2662.9	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O	2580.1	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #8	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2485.2	Semi standard non polar	33892256
Saccharopine,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H](N)CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2508.5	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2490.4	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2572.1	Standard non polar	33892256
Saccharopine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2853.2	Standard polar	33892256
Saccharopine,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2711.2	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2611.2	Standard non polar	33892256
Saccharopine,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3201.3	Standard polar	33892256
Saccharopine,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2712.8	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2613.5	Standard non polar	33892256
Saccharopine,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3188.9	Standard polar	33892256
Saccharopine,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2474.0	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2511.0	Standard non polar	33892256
Saccharopine,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3547.8	Standard polar	33892256
Saccharopine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2629.1	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2592.5	Standard non polar	33892256
Saccharopine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3078.6	Standard polar	33892256
Saccharopine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2529.0	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2565.0	Standard non polar	33892256
Saccharopine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3069.5	Standard polar	33892256
Saccharopine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2612.2	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2620.3	Standard non polar	33892256
Saccharopine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3027.6	Standard polar	33892256
Saccharopine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2549.7	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2544.9	Standard non polar	33892256
Saccharopine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	3114.4	Standard polar	33892256
Saccharopine,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2686.7	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2651.6	Standard non polar	33892256
Saccharopine,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3234.6	Standard polar	33892256
Saccharopine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2621.0	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2594.7	Standard non polar	33892256
Saccharopine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3000.5	Standard polar	33892256
Saccharopine,4TMS,isomer #9	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2559.4	Semi standard non polar	33892256
Saccharopine,4TMS,isomer #9	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2531.7	Standard non polar	33892256
Saccharopine,4TMS,isomer #9	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3035.9	Standard polar	33892256
Saccharopine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2601.9	Semi standard non polar	33892256
Saccharopine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2628.3	Standard non polar	33892256
Saccharopine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2723.6	Standard polar	33892256
Saccharopine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2522.4	Semi standard non polar	33892256
Saccharopine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2586.6	Standard non polar	33892256
Saccharopine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2749.3	Standard polar	33892256
Saccharopine,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2707.7	Semi standard non polar	33892256
Saccharopine,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2652.1	Standard non polar	33892256
Saccharopine,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2904.4	Standard polar	33892256
Saccharopine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2696.0	Semi standard non polar	33892256
Saccharopine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2653.1	Standard non polar	33892256
Saccharopine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2897.4	Standard polar	33892256
Saccharopine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2735.6	Semi standard non polar	33892256
Saccharopine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2626.2	Standard non polar	33892256
Saccharopine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2872.9	Standard polar	33892256
Saccharopine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2741.9	Semi standard non polar	33892256
Saccharopine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2663.0	Standard non polar	33892256
Saccharopine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2685.6	Standard polar	33892256
Saccharopine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O)C(=O)O	2781.4	Semi standard non polar	33892256
Saccharopine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@H](N)C(=O)O	2736.6	Semi standard non polar	33892256
Saccharopine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCN[C@@H](CCC(=O)O)C(=O)O	2716.8	Semi standard non polar	33892256
Saccharopine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O	2803.3	Semi standard non polar	33892256
Saccharopine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)O)[C@@H](CCC(=O)O)C(=O)O	2818.0	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2940.1	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N([C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3137.1	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3073.4	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2938.6	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	3044.7	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3037.6	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2890.2	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2993.4	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3014.2	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2988.4	Semi standard non polar	33892256
Saccharopine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2979.5	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3113.0	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3340.7	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3292.6	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN[C@@H](CCC(=O)O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3352.4	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3270.5	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CCC(=O)O)C(=O)O	3377.1	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3200.0	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3208.9	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3195.8	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3220.0	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3367.4	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3312.2	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3142.3	Semi standard non polar	33892256
Saccharopine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3188.2	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3352.9	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3225.4	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3228.5	Standard polar	33892256
Saccharopine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3608.3	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3237.8	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3410.0	Standard polar	33892256
Saccharopine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3606.4	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3234.3	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3400.0	Standard polar	33892256
Saccharopine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3400.2	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3187.0	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3618.2	Standard polar	33892256
Saccharopine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3567.4	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3262.9	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3320.5	Standard polar	33892256
Saccharopine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3462.5	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3199.5	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3356.8	Standard polar	33892256
Saccharopine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3546.5	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3282.1	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3285.8	Standard polar	33892256
Saccharopine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3476.2	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3203.5	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3379.1	Standard polar	33892256
Saccharopine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3619.4	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3261.8	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3427.3	Standard polar	33892256
Saccharopine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3524.4	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3258.6	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3276.6	Standard polar	33892256
Saccharopine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3444.5	Semi standard non polar	33892256
Saccharopine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3179.2	Standard non polar	33892256
Saccharopine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3341.0	Standard polar	33892256
Saccharopine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3739.2	Semi standard non polar	33892256
Saccharopine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3422.2	Standard non polar	33892256
Saccharopine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3189.4	Standard polar	33892256
Saccharopine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3650.9	Semi standard non polar	33892256
Saccharopine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3344.8	Standard non polar	33892256
Saccharopine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3245.4	Standard polar	33892256
Saccharopine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3820.0	Semi standard non polar	33892256
Saccharopine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3405.2	Standard non polar	33892256
Saccharopine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3291.4	Standard polar	33892256
Saccharopine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3809.4	Semi standard non polar	33892256
Saccharopine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3409.4	Standard non polar	33892256
Saccharopine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3285.5	Standard polar	33892256
Saccharopine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3813.8	Semi standard non polar	33892256
Saccharopine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3392.2	Standard non polar	33892256
Saccharopine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3279.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Saccharopine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0a4i-0923000000-1964addb7be546c2a45a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Saccharopine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0a4j-0913000000-49fae417f545c42253dd	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Saccharopine GC-EI-TOF (Non-derivatized)	splash10-0a4i-0923000000-1964addb7be546c2a45a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Saccharopine GC-EI-TOF (Non-derivatized)	splash10-0a4j-0913000000-49fae417f545c42253dd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001u-6950000000-fed481b3c49c1ab6ccd2	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (3 TMS) - 70eV, Positive	splash10-006x-9220800000-77f63e444994f915feaa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Saccharopine GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Saccharopine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-001i-9240000000-d841eea4ebc5da1106f7	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Saccharopine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0a4i-0290000000-c0b375ed0505ad2eab6c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Saccharopine LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0290000000-c0b375ed0505ad2eab6c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Saccharopine LC-ESI-QTOF , positive-QTOF	splash10-001i-9240000000-d841eea4ebc5da1106f7	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 10V, Positive-QTOF	splash10-06ur-0190000000-34536967c85ac70477b5	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 20V, Positive-QTOF	splash10-01qi-2790000000-ef0279e3d556894509f0	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 40V, Positive-QTOF	splash10-0019-6900000000-76748510f1b49f459caf	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 10V, Negative-QTOF	splash10-004i-0190000000-417ff61b4b14d1bfe5fc	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 20V, Negative-QTOF	splash10-01u9-1490000000-b4e2c5921f08ff4ee977	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 40V, Negative-QTOF	splash10-0kms-7920000000-32382165ff3ba15b14d6	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 10V, Positive-QTOF	splash10-0059-0190000000-b1accd72c8a2f16e7a71	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 20V, Positive-QTOF	splash10-001i-9310000000-56c681de611fbd62d1c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 40V, Positive-QTOF	splash10-001i-9000000000-f91927cbf4969536ddce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 10V, Negative-QTOF	splash10-0a4i-0090000000-dfdb3652043e0e0c5f80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 20V, Negative-QTOF	splash10-057i-1390000000-910bea675f309038db9a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saccharopine 40V, Negative-QTOF	splash10-0f95-7900000000-1df925bebb97a29a8080	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Lysine degradation	Not Available
Glutaric Aciduria Type I		Not Available
Saccharopinuria/Hyperlysinemia II		Not Available
Hyperlysinemia I, Familial		Not Available
Hyperlysinemia II or Saccharopinuria		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Female	Normal	117247	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB04207

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16927

Food Biomarker Ontology

Not Available

VMH ID

SACCRP_L

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Burkard, Ulrike; Walther, Ingrid; Effenberger, Franz. Amino acids. 6. Investigations on the synthesis of L-saccharopin. Liebigs Annalen der Chemie (1986), (6), 1030-43.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

IJlst L, de Kromme I, Oostheim W, Wanders RJ: Molecular cloning and expression of human L-pipecolate oxidase. Biochem Biophys Res Commun. 2000 Apr 21;270(3):1101-5. [PubMed:10772957 ]
Krieger I, Bachmann C, Gronemeyer WH, Cejka J: Propionic acidemia and hyperlysinemia in a case with ornithine transcarbamylase (OTC) deficiency. J Clin Endocrinol Metab. 1976 Oct;43(4):796-802. [PubMed:977722 ]
Cederbaum SD, Shaw KN, Dancis J, Hutzler J, Blaskovics JC: Hyperlysinemia with saccharopinuria due to combined lysine-ketoglutarate reductase and saccharopine dehydrogenase deficiencies presenting as cystinuria. J Pediatr. 1979 Aug;95(2):234-8. [PubMed:571908 ]
Casey RE, Zaleski WA, Philp M, Mendelson IS, MacKenzie SL: Biochemical and clinical studies of a new case of alpha-aminoadipic aciduria. J Inherit Metab Dis. 1978;1(4):129-35. [PubMed:117247 ]
Fellows FC, Carson NA: Enzyme studies in a patient with saccharopinuria: a defect of lysine metabolism. Pediatr Res. 1974 Jan;8(1):42-9. [PubMed:4809305 ]
Dancis J, Hutzler J, Cox RP: Familial hyperlysinemia: enzyme studies, diagnostic methods, comments on terminology. Am J Hum Genet. 1979 May;31(3):290-9. [PubMed:463877 ]
Papes F, Kemper EL, Cord-Neto G, Langone F, Arruda P: Lysine degradation through the saccharopine pathway in mammals: involvement of both bifunctional and monofunctional lysine-degrading enzymes in mouse. Biochem J. 1999 Dec 1;344 Pt 2:555-63. [PubMed:10567240 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. Alpha-aminoadipic semialdehyde synthase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Bifunctional enzyme that catalyzes the first two steps in lysine degradation. The N-terminal and the C-terminal contain lysine-ketoglutarate reductase and saccharopine dehydrogenase activity, respectively.
Gene Name:: AASS
Uniprot ID:: Q9UDR5
Molecular weight:: 102130.895

Reactions

Saccharopine + NADP + Water → L-Lysine + Oxoglutaric acid + NADPH + Hydrogen Ion	details
Saccharopine + NAD + Water → L-Glutamic acid + Allysine + NADH + Hydrogen Ion	details

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

2. Probable saccharopine dehydrogenase

General function:: Involved in catalytic activity
Specific function:: N(6)-(L-1,3-dicarboxypropyl)-L-lysine + NAD(+) + H(2)O = L-glutamate + 2-aminoadipate 6-semialdehyde + NADH
Gene Name:: SCCPDH
Uniprot ID:: Q8NBX0
Molecular weight:: 47151.0

Enzyme Details

3. Aminoadipate-semialdehyde synthase

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: AASS
Uniprot ID:: A4D0W4
Molecular weight:: 102130.9

Showing metabocard for Saccharopine (HMDB0000279)

MOL for HMDB0000279 (Saccharopine)

3D MOL for HMDB0000279 (Saccharopine)

3D SDF for HMDB0000279 (Saccharopine)

3D-SDF for HMDB0000279 (Saccharopine)

PDB for HMDB0000279 (Saccharopine)

3D PDB for HMDB0000279 (Saccharopine)

SMILES for HMDB0000279 (Saccharopine)

INCHI for HMDB0000279 (Saccharopine)

Structure for HMDB0000279 (Saccharopine)

3D Structure for HMDB0000279 (Saccharopine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

References