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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:59:05 UTC

Update Date

2021-09-24 11:59:05 UTC

HMDB ID

HMDB0304729

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Quercetin 3-O-sophoroside

Description

(2S)-2-carboxy-1-{2-[(2S)-2-carboxy-6-carboxylato-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ⁵-pyrrolidin-1-ylium belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (2S)-2-carboxy-1-{2-[(2S)-2-carboxy-6-carboxylato-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1λ⁵-pyrrolidin-1-ylium.

Structure

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

HMDB0304729
     RDKit          3D
Quercetin 3-O-sophoroside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.5382   -3.3465   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325   -2.2721   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054   -1.9050   -0.0835 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6230   -1.3771   -0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143   -1.7312   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.8870   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345   -1.4110   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3100   -1.0672   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -0.0286    0.1103 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6370    1.3365    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    2.1357    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7985    1.0935    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.1122    0.2451 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8753   -1.3498    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.9970    1.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845   -1.7739    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.5320    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9230    0.9359    0.0776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3209    1.3982   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676    0.8600   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4459   -1.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -0.1471    0.4903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.6444   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691   -2.5753   -0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -2.0172   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.5575    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986    1.7350   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310    3.0609    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    2.2703   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    1.3506    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680    0.9898    2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947    0.0007   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -1.9830    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    0.7800    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    1.1318   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.7484    0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    3.3702   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821   -0.1072    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22  4  1  0
 13  9  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  2   3  -1   9   1
M  END

  Mrv1652304022019503D          

 22 23  0  0  0  0            999 V2000
    3.0516    2.2775    2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6104    0.8766    2.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2926   -0.5150   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834    2.0749    2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168    0.7158    0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7704   -1.9766   -1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    0.3589   -1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.7122   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -2.1900   -2.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -0.0989   -1.8625 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4431   -0.0320    1.8467 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7443   -3.4435   -3.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4265    1.0746   -2.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259   -0.9373    2.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -1.1230   -2.8164 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.8784    1.5616 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.9355   -4.3506   -2.9983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957   -3.5922   -4.2547 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.5185    1.0685   -3.8322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8471    2.2342   -1.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -1.8133    3.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8942   -0.7729    3.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  1  0  0  0  0
  2 11  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  2  3  0  0  0
  4 16  1  0  0  0  0
  5 16  2  3  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  6  0  0  0
 10 15  1  0  0  0  0
 11 14  1  1  0  0  0
 11 16  1  0  0  0  0
 12 17  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  2  0  0  0  0
 13 20  1  0  0  0  0
 14 21  2  0  0  0  0
 14 22  1  0  0  0  0
M  CHG  2  16   1  18  -1
M  END
> <DATABASE_ID>
HMDB0304729

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)[C@@H]1CCC[N+]1=CC=C1C[C@H](NC(=C1)C([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)/t10-,11-/m0/s1

> <INCHI_KEY>
RJIIQBYZGJSODH-QWRGUYRKSA-N

> <FORMULA>
C14H16N2O6

> <MOLECULAR_WEIGHT>
308.29

> <EXACT_MASS>
308.100836243

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.734630622009963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-carboxy-1-{2-[(2S)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1lambda5-pyrrolidin-1-ylium

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-4.120196724471745

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.6996592335930973

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1199313711687036

> <JCHEM_PKA_STRONGEST_BASIC>
0.08164305732449562

> <JCHEM_POLAR_SURFACE_AREA>
129.77

> <JCHEM_REFRACTIVITY>
98.0534

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-carboxy-1-{2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-1lambda5-pyrrolidin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304729
     RDKit          3D
Quercetin 3-O-sophoroside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.5382   -3.3465   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325   -2.2721   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054   -1.9050   -0.0835 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6230   -1.3771   -0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143   -1.7312   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.8870   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345   -1.4110   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3100   -1.0672   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -0.0286    0.1103 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6370    1.3365    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    2.1357    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7985    1.0935    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.1122    0.2451 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8753   -1.3498    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.9970    1.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845   -1.7739    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.5320    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9230    0.9359    0.0776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3209    1.3982   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676    0.8600   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4459   -1.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -0.1471    0.4903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.6444   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691   -2.5753   -0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -2.0172   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.5575    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986    1.7350   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310    3.0609    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    2.2703   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    1.3506    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680    0.9898    2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947    0.0007   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -1.9830    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    0.7800    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    1.1318   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.7484    0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    3.3702   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821   -0.1072    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22  4  1  0
 13  9  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  2   3  -1   9   1
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       3.052   2.277   2.279  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.610   0.877   2.195  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.293  -0.515  -0.003  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.583   2.075   2.352  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.417   0.716   0.753  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.977  -1.581  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.722   0.359  -1.027  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.718  -0.712  -0.860  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.672  -2.190  -2.545  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.899  -0.099  -1.863  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.443  -0.032   1.847  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.744  -3.443  -3.279  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.426   1.075  -2.577  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126  -0.937   2.984  0.00  0.00           C+0
HETATM   15  N   UNK     0      -2.560  -1.123  -2.816  0.00  0.00           N+0
HETATM   16  N   UNK     0       1.390   0.878   1.562  0.00  0.00           N+1
HETATM   17  O   UNK     0      -0.936  -4.351  -2.998  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.696  -3.592  -4.255  0.00  0.00           O-1
HETATM   19  O   UNK     0      -3.519   1.069  -3.832  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.847   2.234  -1.938  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.891  -1.813   3.406  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.894  -0.773   3.594  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1   11                                                       
CONECT    3    5    8                                                       
CONECT    4    1   16                                                       
CONECT    5    3   16                                                       
CONECT    6    8    9                                                       
CONECT    7    8   10                                                       
CONECT    8    3    6    7                                                  
CONECT    9    6   12   15                                                  
CONECT   10    7   13   15                                                  
CONECT   11    2   14   16                                                  
CONECT   12    9   17   18                                                  
CONECT   13   10   19   20                                                  
CONECT   14   11   21   22                                                  
CONECT   15    9   10                                                       
CONECT   16    4    5   11                                                  
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   14                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304729
HETATM    1  O1  UNL     1      -4.538  -3.346  -1.127  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.732  -2.272  -0.499  1.00  0.00           C  
HETATM    3  O2  UNL     1      -6.005  -1.905  -0.083  1.00  0.00           O1-
HETATM    4  C2  UNL     1      -3.623  -1.377  -0.187  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.414  -1.731  -0.582  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.230  -0.887  -0.306  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.034  -1.411  -0.325  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.310  -1.067  -0.147  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.984  -0.029   0.110  1.00  0.00           N1+
HETATM   10  C7  UNL     1       1.637   1.336   0.338  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.954   2.136   0.401  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.798   1.094   1.092  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.483  -0.112   0.245  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.875  -1.350   0.965  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.034  -1.997   1.599  1.00  0.00           O  
HETATM   16  O4  UNL     1       5.185  -1.774   0.923  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.450   0.532   0.013  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.923   0.936   0.078  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.321   1.398  -1.256  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.268   0.860  -1.863  1.00  0.00           O  
HETATM   21  O6  UNL     1      -2.673   2.446  -1.905  1.00  0.00           O  
HETATM   22  N2  UNL     1      -3.761  -0.147   0.490  1.00  0.00           N  
HETATM   23  H1  UNL     1      -2.249  -2.644  -1.132  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.169  -2.575  -0.580  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.992  -2.017  -0.317  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.100   1.557   1.257  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.099   1.735  -0.560  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.831   3.061   0.978  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.324   2.270  -0.624  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.856   1.351   1.098  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.368   0.990   2.119  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.895   0.001  -0.751  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.766  -1.983   1.702  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.003   0.780   0.989  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.990   1.132  -0.781  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.027   1.748   0.836  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.597   3.370  -1.478  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.482  -0.107   1.260  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   22
CONECT    5    6   23
CONECT    6    7    7   17
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   13
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   32
CONECT   14   15   15   16
CONECT   16   33
CONECT   17   18   34   35
CONECT   18   19   22   36
CONECT   19   20   20   21
CONECT   21   37
CONECT   22   38
END

HMDB0304729
     RDKit          3D
Quercetin 3-O-sophoroside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.5382   -3.3465   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325   -2.2721   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054   -1.9050   -0.0835 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6230   -1.3771   -0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143   -1.7312   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.8870   -0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345   -1.4110   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3100   -1.0672   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -0.0286    0.1103 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6370    1.3365    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538    2.1357    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7985    1.0935    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.1122    0.2451 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8753   -1.3498    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.9970    1.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845   -1.7739    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.5320    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9230    0.9359    0.0776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3209    1.3982   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676    0.8600   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4459   -1.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -0.1471    0.4903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.6444   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691   -2.5753   -0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -2.0172   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    1.5575    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986    1.7350   -0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310    3.0609    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237    2.2703   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    1.3506    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680    0.9898    2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947    0.0007   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -1.9830    1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    0.7800    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    1.1318   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.7484    0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    3.3702   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821   -0.1072    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22  4  1  0
 13  9  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  1
 21 37  1  0
 22 38  1  0
M  CHG  2   3  -1   9   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Indicaxanthin	MeSH

Chemical Formula

C₁₄H₁₆N₂O₆

Average Molecular Weight

308.29

Monoisotopic Molecular Weight

308.100836243

IUPAC Name

(2S)-2-carboxy-1-{2-[(2S)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-1lambda5-pyrrolidin-1-ylium

Traditional Name

(2S)-2-carboxy-1-{2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-1lambda5-pyrrolidin-1-ylium

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1CCC[N+]1=CC=C1C[C@H](NC(=C1)C([O-])=O)C(O)=O

InChI Identifier

InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)/t10-,11-/m0/s1

InChI Key

RJIIQBYZGJSODH-QWRGUYRKSA-N

Chemical Taxonomy

Description

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

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Tetrahydropyridine
Hydropyridine
Pyrrolidine
Amino acid
Carboxylic acid salt
Shiff base
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Secondary aliphatic amine
Enamine
Secondary amine
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
Organic zwitterion
Organic salt
Carbonyl group
Amine
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:5896 )
Betaxanthins (C08549 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304729)

Food

Vegetable

Cabbage

Broccoli (FooDB: FOOD00034)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0	ALOGPS
logP	-4.1	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	2.12	ChemAxon
pKa (Strongest Basic)	0.082	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.77 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.05 m³·mol⁻¹	ChemAxon
Polarizability	29.73 Å³	ChemAxon
Number of Rings	2	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
AllCCS	[M+H]+	167.599	32859911
AllCCS	[M+H-H2O]+	164.377	32859911
AllCCS	[M+Na]+	171.439	32859911
AllCCS	[M+NH4]+	170.583	32859911
AllCCS	[M-H]-	168.047	32859911
AllCCS	[M+Na-2H]-	167.252	32859911
AllCCS	[M+HCOO]-	166.508	32859911
DeepCCS	[M+H]+	162.231	30932474
DeepCCS	[M-H]-	159.873	30932474
DeepCCS	[M-2H]-	194.01	30932474
DeepCCS	[M+Na]+	169.442	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quercetin 3-O-sophoroside,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C	2801.4	Semi standard non polar	33892256
Quercetin 3-O-sophoroside,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C	2755.2	Standard non polar	33892256
Quercetin 3-O-sophoroside,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C	3436.7	Standard polar	33892256
Quercetin 3-O-sophoroside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C(C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C(C)(C)C	3467.3	Semi standard non polar	33892256
Quercetin 3-O-sophoroside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C(C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C(C)(C)C	3281.5	Standard non polar	33892256
Quercetin 3-O-sophoroside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CC(=CC=[N+]2CCC[C@H]2C(=O)O[Si](C)(C)C(C)(C)C)C=C(C(=O)[O-])N1[Si](C)(C)C(C)(C)C	3555.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 10V, Positive-QTOF	splash10-0a4i-0009000000-9feac245c349b86acfbe	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 20V, Positive-QTOF	splash10-0pb9-2149000000-f009e6e3d83207c817e5	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 40V, Positive-QTOF	splash10-014l-9520000000-6fe77bacdc1a667882d2	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 10V, Negative-QTOF	splash10-0a4i-0009000000-15475f2f29d9e72bd37a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 20V, Negative-QTOF	splash10-0a4i-3519000000-b7a59996da8ff927fe2f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quercetin 3-O-sophoroside 40V, Negative-QTOF	splash10-0006-9000000000-b27a56182a0b0077d1c1	2017-06-28	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6096870

PDB ID

Not Available

ChEBI ID

5896

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

Not Available

Showing metabocard for Quercetin 3-O-sophoroside (HMDB0304729)

MOL for HMDB0304729 (Quercetin 3-O-sophoroside)

3D MOL for HMDB0304729 (Quercetin 3-O-sophoroside)

3D SDF for HMDB0304729 (Quercetin 3-O-sophoroside)

3D-SDF for HMDB0304729 (Quercetin 3-O-sophoroside)

PDB for HMDB0304729 (Quercetin 3-O-sophoroside)

3D PDB for HMDB0304729 (Quercetin 3-O-sophoroside)

SMILES for HMDB0304729 (Quercetin 3-O-sophoroside)

INCHI for HMDB0304729 (Quercetin 3-O-sophoroside)

Structure for HMDB0304729 (Quercetin 3-O-sophoroside)

3D Structure for HMDB0304729 (Quercetin 3-O-sophoroside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra