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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:52:28 UTC

Update Date

2021-09-24 10:52:29 UTC

HMDB ID

HMDB0304580

Secondary Accession Numbers

None

Metabolite Identification

Common Name

isorhamnetin 3-rutinoside-7-glucoside

Description

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as hydroxycinnamic acid glycosides. These are glycosylated hydoxycinnamic acids derivatives. Based on a literature review very few articles have been published on (2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate.

Structure

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

HMDB0304580
     RDKit          3D
isorhamnetin 3-rutinoside-7-glucoside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -0.8893   -2.6152   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -1.5430   -0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -1.5886   -0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.4715   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181   -0.4075   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.5111   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155   -1.4031   -0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -0.1757    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4930   -0.0097    0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2892    0.9160    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8574    2.1734    0.4149 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    0.8190    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9689   -0.3561   -0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -0.3540   -0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    0.3704   -1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551    1.5065   -1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    1.2256   -0.2436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9142    0.9898   -1.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    0.0737    0.6780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2434    0.1155    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    0.0976    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6604   -0.7265    1.9950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -2.5184   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    0.4401   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079   -2.4942   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -2.2742   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -0.7849    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    3.0209    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    1.6977    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -1.4151   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    1.9894   -2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081    2.2821   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012    2.1220    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190    1.6380   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -0.8667    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.5431    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    1.1620    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -0.5812    2.7325 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12  5  1  0
 21 14  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 16 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  6
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END


  Mrv1652308141918272D          

 22 23  0  0  1  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 12 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 10 17  1  6  0  0  0
 18 11  2  0  0  0  0
 12 19  1  1  0  0  0
 13 20  1  6  0  0  0
 21  6  1  0  0  0  0
 14 21  1  0  0  0  0
 22 11  1  0  0  0  0
 14 22  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0304580

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1CO[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O8/c15-8-3-1-7(5-9(8)16)2-4-11(18)22-14-13(20)12(19)10(17)6-21-14/h1-5,10,12-17,19-20H,6H2/b4-2+/t10-,12+,13-,14+/m1/s1

> <INCHI_KEY>
PSYRONNZYLYIOG-RBBVTJSLSA-N

> <FORMULA>
C14H16O8

> <MOLECULAR_WEIGHT>
312.274

> <EXACT_MASS>
312.084517475

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.687068177854883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
0.12455579866666658

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.079906120923509

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208025542032937

> <JCHEM_PKA_STRONGEST_BASIC>
-3.52660100247705

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
73.49040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304580
     RDKit          3D
isorhamnetin 3-rutinoside-7-glucoside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -0.8893   -2.6152   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -1.5430   -0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -1.5886   -0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.4715   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181   -0.4075   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.5111   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155   -1.4031   -0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -0.1757    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4930   -0.0097    0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2892    0.9160    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8574    2.1734    0.4149 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    0.8190    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9689   -0.3561   -0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -0.3540   -0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    0.3704   -1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551    1.5065   -1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    1.2256   -0.2436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9142    0.9898   -1.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    0.0737    0.6780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2434    0.1155    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    0.0976    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6604   -0.7265    1.9950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -2.5184   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    0.4401   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079   -2.4942   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -2.2742   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -0.7849    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    3.0209    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    1.6977    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -1.4151   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    1.9894   -2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081    2.2821   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012    2.1220    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190    1.6380   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -0.8667    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.5431    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    1.1620    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -0.5812    2.7325 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12  5  1  0
 21 14  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 16 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  6
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END

HEADER    PROTEIN                                 14-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-19         0                                  
HETATM    1  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    3    7                                                       
CONECT    2    4    7                                                       
CONECT    3    1    8                                                       
CONECT    4    2   11                                                       
CONECT    5    7    9                                                       
CONECT    6   10   21                                                       
CONECT    7    1    2    5                                                  
CONECT    8    3    9   15                                                  
CONECT    9    5    8   16                                                  
CONECT   10    6   12   17                                                  
CONECT   11    4   18   22                                                  
CONECT   12   10   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   21   22                                                  
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21    6   14                                                       
CONECT   22   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304580
HETATM    1  O1  UNL     1      -0.889  -2.615  -0.523  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.256  -1.543  -0.366  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.199  -1.589  -0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.881  -0.472  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.318  -0.407  -0.024  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.133  -1.511  -0.096  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.515  -1.403  -0.000  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.116  -0.176   0.171  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.493  -0.010   0.273  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.289   0.916   0.242  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.857   2.173   0.415  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.934   0.819   0.149  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.969  -0.356  -0.279  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.372  -0.354  -0.364  1.00  0.00           C  
HETATM   15  O5  UNL     1      -2.872   0.370  -1.416  1.00  0.00           O  
HETATM   16  C11 UNL     1      -3.555   1.506  -1.047  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.803   1.226  -0.244  1.00  0.00           C  
HETATM   18  O6  UNL     1      -5.914   0.990  -1.053  1.00  0.00           O  
HETATM   19  C13 UNL     1      -4.520   0.074   0.678  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.243   0.116   1.856  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.010   0.098   0.951  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.660  -0.726   1.995  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.705  -2.518  -0.355  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.296   0.440  -0.053  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.708  -2.494  -0.231  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.158  -2.274  -0.058  1.00  0.00           H  
HETATM   27  H5  UNL     1       8.126  -0.785   0.226  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.308   3.021   0.475  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.280   1.698   0.206  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.734  -1.415  -0.502  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.910   1.989  -2.002  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.908   2.282  -0.570  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.001   2.122   0.406  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.919   1.638  -1.799  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.745  -0.867   0.108  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.979  -0.543   1.776  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.740   1.162   1.127  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.317  -0.581   2.732  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   23
CONECT    4    5   24
CONECT    5    6    6   12
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   12   12
CONECT   11   28
CONECT   12   29
CONECT   13   14
CONECT   14   15   21   30
CONECT   15   16
CONECT   16   17   31   32
CONECT   17   18   19   33
CONECT   18   34
CONECT   19   20   21   35
CONECT   20   36
CONECT   21   22   37
CONECT   22   38
END

HMDB0304580
     RDKit          3D
isorhamnetin 3-rutinoside-7-glucoside
 38 39  0  0  0  0  0  0  0  0999 V2000
   -0.8893   -2.6152   -0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -1.5430   -0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -1.5886   -0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.4715   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181   -0.4075   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.5111   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155   -1.4031   -0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -0.1757    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4930   -0.0097    0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2892    0.9160    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8574    2.1734    0.4149 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    0.8190    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9689   -0.3561   -0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -0.3540   -0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8722    0.3704   -1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551    1.5065   -1.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    1.2256   -0.2436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9142    0.9898   -1.0526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    0.0737    0.6780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2434    0.1155    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    0.0976    0.9512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6604   -0.7265    1.9950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -2.5184   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    0.4401   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079   -2.4942   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581   -2.2742   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -0.7849    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    3.0209    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    1.6977    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -1.4151   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    1.9894   -2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9081    2.2821   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012    2.1220    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9190    1.6380   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -0.8667    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9794   -0.5431    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    1.1620    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -0.5812    2.7325 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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 12  5  1  0
 21 14  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  6
 16 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  6
 20 36  1  0
 21 37  1  1
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3R,4S,5R)-3,4,5-Trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₁₄H₁₆O₈

Average Molecular Weight

312.274

Monoisotopic Molecular Weight

312.084517475

IUPAC Name

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

O[C@@H]1CO[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C14H16O8/c15-8-3-1-7(5-9(8)16)2-4-11(18)22-14-13(20)12(19)10(17)6-21-14/h1-5,10,12-17,19-20H,6H2/b4-2+/t10-,12+,13-,14+/m1/s1

InChI Key

PSYRONNZYLYIOG-RBBVTJSLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acid glycosides. These are glycosylated hydoxycinnamic acids derivatives.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acid glycosides

Alternative Parents

Substituents

Hydroxycinnamic acid glycoside
O-cinnamoyl glycoside
Coumaric acid or derivatives
Cinnamic acid ester
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Benzenoid
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

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	-0.4	ALOGPS
logP	0.12	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.49 m³·mol⁻¹	ChemAxon
Polarizability	29.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	172.866	32859911
AllCCS	[M+H-H2O]+	169.534	32859911
AllCCS	[M+Na]+	176.839	32859911
AllCCS	[M+NH4]+	175.953	32859911
AllCCS	[M-H]-	169.676	32859911
AllCCS	[M+Na-2H]-	169.612	32859911
AllCCS	[M+HCOO]-	169.668	32859911
DeepCCS	[M+H]+	168.6	30932474
DeepCCS	[M-H]-	166.242	30932474
DeepCCS	[M-2H]-	200.563	30932474
DeepCCS	[M+Na]+	175.495	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 10V, Positive-QTOF	splash10-03di-0928000000-855b3b2c14d10071396d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 20V, Positive-QTOF	splash10-03di-0900000000-0c70a3b7ef512caa6cc4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 40V, Positive-QTOF	splash10-029j-2900000000-f10bace79e6ea99c74e1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 10V, Negative-QTOF	splash10-03dj-0944000000-330eb3067793da1a69a7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 20V, Negative-QTOF	splash10-052s-4910000000-3d85cd45a6c6a47567a3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isorhamnetin 3-rutinoside-7-glucoside 40V, Negative-QTOF	splash10-000i-1900000000-e0d9bc5ada3b47fd4375	2021-10-21	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

FDB093520

KNApSAcK ID

Not Available

Chemspider ID

9198545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11023363

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

Not Available

Showing metabocard for isorhamnetin 3-rutinoside-7-glucoside (HMDB0304580)

MOL for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

3D MOL for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

3D SDF for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

3D-SDF for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

PDB for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

3D PDB for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

SMILES for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

INCHI for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

Structure for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

3D Structure for HMDB0304580 (isorhamnetin 3-rutinoside-7-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra