Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:25 UTC

Update Date

2022-03-07 02:52:09 UTC

HMDB ID

HMDB0029439

Secondary Accession Numbers

HMDB29439

Metabolite Identification

Common Name

(2S,4S)-Pinnatanine

Description

(2S,4S)-Pinnatanine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Thus, (2S,4S)-pinnatanine is considered to be a fatty acid. Based on a literature review very few articles have been published on (2S,4S)-Pinnatanine.

Structure

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

HMDB0029439
     RDKit          3D
(2S,4S)-Pinnatanine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -1.5349   -2.8104   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -1.8915    0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -0.8612    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.1723    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325    0.2204    1.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248    0.2542    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264    0.2403   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.3038    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002   -0.9515   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032    1.3171   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.5275   -0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300    2.0265    0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.3223   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.2714   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8623   -0.1635   -0.8461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823   -0.7494    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9028    0.4304    1.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202   -2.6941   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -3.7128   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -2.5881   -0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    0.9766    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    0.8593   -1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.6343    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -1.5765    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.8550   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897    2.2538   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789    2.3151   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    2.7041    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827    2.5964   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308    0.2797   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195   -0.6507   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -1.6387    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.2706    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  3 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END


  Mrv0541 05061304462D          

 17 16  0  0  0  0            999 V2000
    3.6829    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029439

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC(O)C(\O)=N\C=C(\CO)C=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O5/c1-2-6(5-13)4-12-9(15)8(14)3-7(11)10(16)17/h2,4,7-8,13-14H,1,3,5,11H2,(H,12,15)(H,16,17)/b6-4+

> <INCHI_KEY>
VYDAYIZJJUOQMT-GQCTYLIASA-N

> <FORMULA>
C10H16N2O5

> <MOLECULAR_WEIGHT>
244.2444

> <EXACT_MASS>
244.105921632

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
24.116175297309457

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(Z)-[(1E)-2-ethenyl-3-hydroxyprop-1-en-1-yl]-C-hydroxycarbonimidoyl]-4-hydroxybutanoic acid

> <ALOGPS_LOGP>
-2.93

> <JCHEM_LOGP>
-4.101759199160165

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.534376022833193

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9987393162778377

> <JCHEM_PKA_STRONGEST_BASIC>
9.153064823883337

> <JCHEM_POLAR_SURFACE_AREA>
136.37

> <JCHEM_REFRACTIVITY>
60.0444

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(Z)-[(1E)-2-ethenyl-3-hydroxyprop-1-en-1-yl]-C-hydroxycarbonimidoyl]-4-hydroxybutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029439
     RDKit          3D
(2S,4S)-Pinnatanine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -1.5349   -2.8104   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -1.8915    0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -0.8612    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.1723    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325    0.2204    1.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248    0.2542    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264    0.2403   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.3038    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002   -0.9515   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032    1.3171   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.5275   -0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300    2.0265    0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.3223   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.2714   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8623   -0.1635   -0.8461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823   -0.7494    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9028    0.4304    1.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202   -2.6941   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -3.7128   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -2.5881   -0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    0.9766    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    0.8593   -1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.6343    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -1.5765    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.8550   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897    2.2538   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789    2.3151   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    2.7041    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827    2.5964   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308    0.2797   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195   -0.6507   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -1.6387    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.2706    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  3 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.875   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.875   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.542   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.208   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.540  -1.540   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       6.875   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      10.876   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.541   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    6                                                       
CONECT    3    7    8                                                       
CONECT    4    6   12                                                       
CONECT    5    6   13                                                       
CONECT    6    2    4    5                                                  
CONECT    7    3   10   11                                                  
CONECT    8    3    9   14                                                  
CONECT    9    8   12   15                                                  
CONECT   10    7   16   17                                                  
CONECT   11    7                                                            
CONECT   12    4    9                                                       
CONECT   13    5                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0029439
HETATM    1  C1  UNL     1      -1.535  -2.810  -0.159  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.235  -1.892   0.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.020  -0.861   0.818  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.343   0.172   1.376  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.933   0.220   1.438  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.225   0.254   0.352  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.926   0.240  -0.843  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.256   0.304   0.330  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.800  -0.951  -0.004  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.603   1.317  -0.755  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.072   1.527  -0.934  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.730   2.027   0.259  1.00  0.00           N  
HETATM   13  C9  UNL     1       3.742   0.322  -1.469  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.313  -0.271  -2.480  1.00  0.00           O  
HETATM   15  O4  UNL     1       4.862  -0.164  -0.846  1.00  0.00           O  
HETATM   16  C10 UNL     1      -4.482  -0.749   0.842  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.903   0.430   1.446  1.00  0.00           O  
HETATM   18  H1  UNL     1      -0.420  -2.694  -0.041  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.785  -3.713  -0.656  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.381  -2.588  -0.102  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.907   0.977   1.789  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.791   0.859  -1.607  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.733   0.634   1.253  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.539  -1.576   0.741  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.241   0.855  -1.712  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.090   2.254  -0.543  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.179   2.315  -1.731  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.082   2.704   0.710  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.583   2.596  -0.023  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.231   0.280  -0.022  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.820  -0.651  -0.232  1.00  0.00           H  
HETATM   32  H15 UNL     1      -4.973  -1.639   1.300  1.00  0.00           H  
HETATM   33  H16 UNL     1      -5.377   0.271   2.305  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4    4   16
CONECT    4    5   21
CONECT    5    6    6
CONECT    6    7    8
CONECT    7   22
CONECT    8    9   10   23
CONECT    9   24
CONECT   10   11   25   26
CONECT   11   12   13   27
CONECT   12   28   29
CONECT   13   14   14   15
CONECT   15   30
CONECT   16   17   31   32
CONECT   17   33
END

HMDB0029439
     RDKit          3D
(2S,4S)-Pinnatanine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -1.5349   -2.8104   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -1.8915    0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0196   -0.8612    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426    0.1723    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325    0.2204    1.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248    0.2542    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264    0.2403   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.3038    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002   -0.9515   -0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032    1.3171   -0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    1.5275   -0.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7300    2.0265    0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.3223   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -0.2714   -2.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8623   -0.1635   -0.8461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823   -0.7494    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9028    0.4304    1.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202   -2.6941   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -3.7128   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -2.5881   -0.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    0.9766    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    0.8593   -1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325    0.6343    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388   -1.5765    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.8550   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0897    2.2538   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1789    2.3151   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    2.7041    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827    2.5964   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308    0.2797   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195   -0.6507   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -1.6387    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3771    0.2706    2.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  3 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆N₂O₅

Average Molecular Weight

244.2444

Monoisotopic Molecular Weight

244.105921632

IUPAC Name

2-amino-4-[(Z)-[(1E)-2-ethenyl-3-hydroxyprop-1-en-1-yl]-C-hydroxycarbonimidoyl]-4-hydroxybutanoic acid

Traditional Name

2-amino-4-[(Z)-[(1E)-2-ethenyl-3-hydroxyprop-1-en-1-yl]-C-hydroxycarbonimidoyl]-4-hydroxybutanoic acid

CAS Registry Number

35214-74-5

SMILES

NC(CC(O)C(\O)=N\C=C(\CO)C=C)C(O)=O

InChI Identifier

InChI=1S/C10H16N2O5/c1-2-6(5-13)4-12-9(15)8(14)3-7(11)10(16)17/h2,4,7-8,13-14H,1,3,5,11H2,(H,12,15)(H,16,17)/b6-4+

InChI Key

VYDAYIZJJUOQMT-GQCTYLIASA-N

Chemical Taxonomy

Description

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

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
Branched fatty acid
Hydroxy fatty acid
Short-chain hydroxy acid
Fatty amide
N-acyl-amine
Fatty acyl
1,3-aminoalcohol
Carboxamide group
Amino acid
Secondary alcohol
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Alcohol
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Primary alcohol
Primary amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029439)
Cytoplasm (HMDB: HMDB0029439)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029439)

Source

Endogenous

Endogenous (HMDB: HMDB0029439)

Plant

Plant (HMDB: HMDB0029439)

Exogenous

Food

Food (HMDB: HMDB0029439)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	175 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.49 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	60.04 m³·mol⁻¹	ChemAxon
Polarizability	24.12 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
DeepCCS	[M+H]+	155.639	30932474
DeepCCS	[M-H]-	153.281	30932474
DeepCCS	[M-2H]-	186.167	30932474
DeepCCS	[M+Na]+	161.732	30932474
AllCCS	[M+H]+	155.8	32859911
AllCCS	[M+H-H2O]+	152.5	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	153.2	32859911
AllCCS	[M+Na-2H]-	153.7	32859911
AllCCS	[M+HCOO]-	154.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S,4S)-Pinnatanine	NC(CC(O)C(\O)=N\C=C(\CO)C=C)C(O)=O	3428.2	Standard polar	33892256
(2S,4S)-Pinnatanine	NC(CC(O)C(\O)=N\C=C(\CO)C=C)C(O)=O	2211.3	Standard non polar	33892256
(2S,4S)-Pinnatanine	NC(CC(O)C(\O)=N\C=C(\CO)C=C)C(O)=O	2531.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2S,4S)-Pinnatanine,1TMS,isomer #1	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O)O[Si](C)(C)C)CO	2326.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N)C(=O)O)CO	2290.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TMS,isomer #3	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O)CO[Si](C)(C)C	2358.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TMS,isomer #4	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O[Si](C)(C)C)CO	2287.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TMS,isomer #5	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C)C(=O)O)CO	2382.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N)C(=O)O)O[Si](C)(C)C)CO	2311.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #10	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)CO	2349.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #11	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CO	2543.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #2	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO	2285.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #3	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O)O[Si](C)(C)C)CO[Si](C)(C)C	2357.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)CO	2374.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N)C(=O)O[Si](C)(C)C)CO	2255.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #6	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N)C(=O)O)CO[Si](C)(C)C	2284.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #7	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N[Si](C)(C)C)C(=O)O)CO	2342.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #8	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O[Si](C)(C)C)CO[Si](C)(C)C	2338.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TMS,isomer #9	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C)C(=O)O)CO[Si](C)(C)C	2412.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO	2231.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #10	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N[Si](C)(C)C)C(=O)O)CO[Si](C)(C)C	2321.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #11	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CO	2493.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #12	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)CO[Si](C)(C)C	2372.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #13	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CO[Si](C)(C)C	2583.6	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #14	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)CO	2519.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N)C(=O)O)O[Si](C)(C)C)CO[Si](C)(C)C	2256.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)CO	2335.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2286.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #5	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO	2320.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #6	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)CO[Si](C)(C)C	2405.6	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #7	C=C/C(=C\N=C(/O)C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO	2530.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #8	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N)C(=O)O[Si](C)(C)C)CO[Si](C)(C)C	2217.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TMS,isomer #9	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)CO	2270.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2187.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #10	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CO[Si](C)(C)C	2502.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #11	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)CO[Si](C)(C)C	2523.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO	2258.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)CO[Si](C)(C)C	2310.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #4	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO	2492.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #5	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2311.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #6	C=C/C(=C\N=C(/O)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO	2469.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #7	C=C/C(=C\N=C(/O)C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2544.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #8	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)CO[Si](C)(C)C	2250.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TMS,isomer #9	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)CO	2446.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2280.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2229.6	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO	2429.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO	2324.6	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2482.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2295.7	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2447.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2332.6	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)CO[Si](C)(C)C	2434.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C)C(O)CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)CO[Si](C)(C)C	2312.5	Standard non polar	33892256
(2S,4S)-Pinnatanine,6TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2441.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,6TMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C)C(CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)CO[Si](C)(C)C	2360.0	Standard non polar	33892256
(2S,4S)-Pinnatanine,1TBDMS,isomer #1	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O)O[Si](C)(C)C(C)(C)C)CO	2567.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TBDMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N)C(=O)O)CO	2526.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TBDMS,isomer #3	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O)CO[Si](C)(C)C(C)(C)C	2608.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TBDMS,isomer #4	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C)CO	2519.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,1TBDMS,isomer #5	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O)CO	2591.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N)C(=O)O)O[Si](C)(C)C(C)(C)C)CO	2731.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #10	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)CO	2740.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #11	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CO	2907.6	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #2	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	2728.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #3	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2807.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)CO	2794.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C)CO	2681.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #6	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N)C(=O)O)CO[Si](C)(C)C(C)(C)C	2733.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #7	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O)CO	2770.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #8	C=C/C(=C\N=C(/O)C(O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2768.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,2TBDMS,isomer #9	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O)CO[Si](C)(C)C(C)(C)C	2832.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	2886.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #10	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O)CO[Si](C)(C)C(C)(C)C	2975.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #11	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CO	3116.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #12	C=C/C(=C\N=C(/O)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2985.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #13	C=C/C(=C\N=C(/O)C(O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3164.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #14	C=C/C(=C\N=C(/O)C(O)CC(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)CO	3111.5	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N)C(=O)O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2931.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)CO	2957.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2974.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #5	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	2955.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #6	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3044.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #7	C=C/C(=C\N=C(/O)C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	3142.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #8	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N)C(=O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2872.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,3TBDMS,isomer #9	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)CO	2917.1	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3068.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #10	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3342.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #11	C=C/C(=C\N=C(/O)C(O)CC(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)CO[Si](C)(C)C(C)(C)C	3355.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	3095.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3149.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #4	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO	3333.6	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #5	C=C/C(=C\N=C(/O)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3209.6	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #6	C=C/C(=C\N=C(/O)C(CC(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)O[Si](C)(C)C(C)(C)C)CO	3332.9	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #7	C=C/C(=C\N=C(/O)C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3391.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #8	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3118.0	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,4TBDMS,isomer #9	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(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)CO	3288.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3285.3	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #1	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3084.0	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(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)O[Si](C)(C)C(C)(C)C)CO	3485.7	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #2	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(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)O[Si](C)(C)C(C)(C)C)CO	3184.3	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3542.4	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #3	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3143.8	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(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)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3553.2	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #4	C=C/C(=C\N=C(/O)C(CC(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)O[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3253.4	Standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(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)CO[Si](C)(C)C(C)(C)C	3490.8	Semi standard non polar	33892256
(2S,4S)-Pinnatanine,5TBDMS,isomer #5	C=C/C(=C\N=C(/O[Si](C)(C)C(C)(C)C)C(O)CC(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)CO[Si](C)(C)C(C)(C)C	3184.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,4S)-Pinnatanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0092-9310000000-8b2dcd58169cdcabb30a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,4S)-Pinnatanine GC-MS (4 TMS) - 70eV, Positive	splash10-02t9-3692550000-1c3b9ddeebe8d6de66a8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,4S)-Pinnatanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,4S)-Pinnatanine 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 - (2S,4S)-Pinnatanine 10V, Positive-QTOF	splash10-000t-9340000000-c666719b30cb172e8ce4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 20V, Positive-QTOF	splash10-001j-9200000000-89201d7826ab57a4b43c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 40V, Positive-QTOF	splash10-001i-9000000000-1940f6a15df6fb40e93b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 10V, Negative-QTOF	splash10-0006-4690000000-4d8b01921f050317fcee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 20V, Negative-QTOF	splash10-00di-9520000000-ef1964903b08178b8052	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 40V, Negative-QTOF	splash10-00y0-9200000000-ed01a04282d32bd8e77b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 10V, Positive-QTOF	splash10-002b-3790000000-e4ffb3c3261857788fe7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 20V, Positive-QTOF	splash10-00di-9410000000-6bc878e5ff56e7596721	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 40V, Positive-QTOF	splash10-00di-9200000000-6db609ac2d5f0bbf1ee4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 10V, Negative-QTOF	splash10-002e-1950000000-42bb27f111b78cf72e0b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 20V, Negative-QTOF	splash10-0fdp-9510000000-ce4b6cbf2edc13c9dd9c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4S)-Pinnatanine 40V, Negative-QTOF	splash10-0006-9000000000-fc8c21ee3b4aa9ef4c98	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

FDB000544

KNApSAcK ID

C00057361

Chemspider ID

35032869

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53467538

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 (2S,4S)-Pinnatanine (HMDB0029439)

MOL for HMDB0029439 ((2S,4S)-Pinnatanine)

3D MOL for HMDB0029439 ((2S,4S)-Pinnatanine)

3D SDF for HMDB0029439 ((2S,4S)-Pinnatanine)

3D-SDF for HMDB0029439 ((2S,4S)-Pinnatanine)

PDB for HMDB0029439 ((2S,4S)-Pinnatanine)

3D PDB for HMDB0029439 ((2S,4S)-Pinnatanine)

SMILES for HMDB0029439 ((2S,4S)-Pinnatanine)

INCHI for HMDB0029439 ((2S,4S)-Pinnatanine)

Structure for HMDB0029439 ((2S,4S)-Pinnatanine)

3D Structure for HMDB0029439 ((2S,4S)-Pinnatanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra