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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:52:02 UTC

Update Date

2021-09-24 10:52:03 UTC

HMDB ID

HMDB0304579

Secondary Accession Numbers

None

Metabolite Identification

Common Name

rhamnetin 3-rhamninoside

Description

rhamnetin 3-rhamninoside belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. rhamnetin 3-rhamninoside has been detected, but not quantified in, several different foods, such as bulgur, amaranths (Amaranthus), cereals and cereal products, soy beans (Glycine max), and wild rice (Zizania). This could make rhamnetin 3-rhamninoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on rhamnetin 3-rhamninoside.

Structure

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

HMDB0304579
     RDKit          3D
rhamnetin 3-rhamninoside
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.6522   -1.9045   -2.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.8157   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534   -0.8248   -1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    0.1551   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186    0.1266    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.9593   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433   -0.9539    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    0.1431    1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9462    0.1508    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    1.2272    1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    1.2360    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    0.2355   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515    1.3516   -0.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    0.0391   -1.9706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2507    1.3050   -2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -0.7952   -0.9879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8545   -2.0842   -0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.2333    0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1740   -0.1347    1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.0381    0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4308    0.8133   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -1.7450   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    1.0757   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4901   -1.8522   -0.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641   -1.8279    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919    0.4783    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1944    2.1099    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    2.0915    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -0.3959   -2.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    2.0194   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -0.9137   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262   -2.4491    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857   -0.9654    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987    0.1221    1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281    1.2394    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.9255    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -0.0283    0.1621 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  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 11  5  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  6
 15 30  1  0
 16 31  1  6
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END

  Mrv1652308141918272D          

 21 21  0  0  1  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    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
   -2.8579    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    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
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 13 14  1  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 11 18  1  1  0  0  0
 19 12  2  0  0  0  0
 13 20  1  6  0  0  0
 14 21  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0304579

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H](O)[C@H](O)[C@@H](O)C(=O)C(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O7/c15-7-11(18)13(20)14(21)12(19)10(17)6-3-8-1-4-9(16)5-2-8/h1-6,11,13-16,18,20-21H,7H2/b6-3+/t11-,13-,14-/m0/s1

> <INCHI_KEY>
MWIKBJCXYZPTLV-FQPJXEIISA-N

> <FORMULA>
C14H16O7

> <MOLECULAR_WEIGHT>
296.275

> <EXACT_MASS>
296.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.073940784682357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1E,5R,6S,7S)-5,6,7,8-tetrahydroxy-1-(4-hydroxyphenyl)oct-1-ene-3,4-dione

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-0.10469752566666692

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.244943874288348

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.622230371051232

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9745098831862826

> <JCHEM_POLAR_SURFACE_AREA>
135.29000000000002

> <JCHEM_REFRACTIVITY>
73.6027

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E,5R,6S,7S)-5,6,7,8-tetrahydroxy-1-(4-hydroxyphenyl)oct-1-ene-3,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304579
     RDKit          3D
rhamnetin 3-rhamninoside
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.6522   -1.9045   -2.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.8157   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534   -0.8248   -1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    0.1551   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186    0.1266    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.9593   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433   -0.9539    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    0.1431    1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9462    0.1508    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    1.2272    1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    1.2360    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    0.2355   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515    1.3516   -0.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    0.0391   -1.9706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2507    1.3050   -2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -0.7952   -0.9879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8545   -2.0842   -0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.2333    0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1740   -0.1347    1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.0381    0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4308    0.8133   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -1.7450   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    1.0757   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4901   -1.8522   -0.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641   -1.8279    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919    0.4783    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1944    2.1099    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    2.0915    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -0.3959   -2.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    2.0194   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -0.9137   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262   -2.4491    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857   -0.9654    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987    0.1221    1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281    1.2394    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.9255    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -0.0283    0.1621 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  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 11  5  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  6
 15 30  1  0
 16 31  1  6
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  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       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.002   9.240   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
CONECT    1    4    8                                                       
CONECT    2    5    8                                                       
CONECT    3    6    8                                                       
CONECT    4    1    9                                                       
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7   11   15                                                       
CONECT    8    1    2    3                                                  
CONECT    9    4    5   16                                                  
CONECT   10    6   12   17                                                  
CONECT   11    7   13   18                                                  
CONECT   12   10   14   19                                                  
CONECT   13   11   14   20                                                  
CONECT   14   12   13   21                                                  
CONECT   15    7                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0304579
HETATM    1  O1  UNL     1      -0.652  -1.905  -2.108  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.295  -0.816  -1.516  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.053  -0.825  -1.007  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.630   0.155  -0.375  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.019   0.127   0.142  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.830  -0.959  -0.006  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.143  -0.954   0.497  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.650   0.143   1.151  1.00  0.00           C  
HETATM    9  O2  UNL     1       6.946   0.151   1.648  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.810   1.227   1.288  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.524   1.236   0.802  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.237   0.236  -1.435  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.952   1.352  -0.926  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.630   0.039  -1.971  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.251   1.305  -2.060  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.396  -0.795  -0.988  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.854  -2.084  -0.885  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.415  -0.233   0.413  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.174  -0.135   1.003  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.202   1.038   0.481  1.00  0.00           C  
HETATM   21  O7  UNL     1      -5.431   0.813  -0.177  1.00  0.00           O  
HETATM   22  H1  UNL     1       1.672  -1.745  -1.158  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.050   1.076  -0.207  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.490  -1.852  -0.511  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.764  -1.828   0.365  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.692   0.478   1.050  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.194   2.110   1.806  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.877   2.091   0.915  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.586  -0.396  -2.972  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.592   2.019  -2.078  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.416  -0.914  -1.361  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.026  -2.449   0.011  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.986  -0.965   1.075  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.299   0.122   1.932  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.428   1.239   1.570  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.713   1.926   0.074  1.00  0.00           H  
HETATM   37  H16 UNL     1      -5.812  -0.028   0.162  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   22
CONECT    4    5   23
CONECT    5    6    6   11
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26
CONECT   10   11   11   27
CONECT   11   28
CONECT   12   13   13   14
CONECT   14   15   16   29
CONECT   15   30
CONECT   16   17   18   31
CONECT   17   32
CONECT   18   19   20   33
CONECT   19   34
CONECT   20   21   35   36
CONECT   21   37
END

HMDB0304579
     RDKit          3D
rhamnetin 3-rhamninoside
 37 37  0  0  0  0  0  0  0  0999 V2000
   -0.6522   -1.9045   -2.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.8157   -1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534   -0.8248   -1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301    0.1551   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186    0.1266    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297   -0.9593   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433   -0.9539    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    0.1431    1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9462    0.1508    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    1.2272    1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    1.2360    0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    0.2355   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515    1.3516   -0.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299    0.0391   -1.9706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2507    1.3050   -2.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -0.7952   -0.9879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8545   -2.0842   -0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -0.2333    0.4127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1740   -0.1347    1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.0381    0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4308    0.8133   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -1.7450   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    1.0757   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4901   -1.8522   -0.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641   -1.8279    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919    0.4783    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1944    2.1099    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773    2.0915    0.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -0.3959   -2.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    2.0194   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -0.9137   -1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262   -2.4491    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857   -0.9654    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987    0.1221    1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281    1.2394    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.9255    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -0.0283    0.1621 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  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 11  5  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  6
 15 30  1  0
 16 31  1  6
 17 32  1  0
 18 33  1  1
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆O₇

Average Molecular Weight

296.275

Monoisotopic Molecular Weight

296.089602855

IUPAC Name

(1E,5R,6S,7S)-5,6,7,8-tetrahydroxy-1-(4-hydroxyphenyl)oct-1-ene-3,4-dione

Traditional Name

(1E,5R,6S,7S)-5,6,7,8-tetrahydroxy-1-(4-hydroxyphenyl)oct-1-ene-3,4-dione

CAS Registry Number

Not Available

SMILES

OC[C@H](O)[C@H](O)[C@@H](O)C(=O)C(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C14H16O7/c15-7-11(18)13(20)14(21)12(19)10(17)6-3-8-1-4-9(16)5-2-8/h1-6,11,13-16,18,20-21H,7H2/b6-3+/t11-,13-,14-/m0/s1

InChI Key

MWIKBJCXYZPTLV-FQPJXEIISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Fatty alcohol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Benzenoid
Monosaccharide
Beta-hydroxy ketone
Monocyclic benzene moiety
Alpha-diketone
Acyloin
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304579)

Food

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	-0.25	ALOGPS
logP	-0.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	8.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.6 m³·mol⁻¹	ChemAxon
Polarizability	29.07 Å³	ChemAxon
Number of Rings	1	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]+	168.986	32859911
AllCCS	[M+H-H2O]+	165.653	32859911
AllCCS	[M+Na]+	172.962	32859911
AllCCS	[M+NH4]+	172.075	32859911
AllCCS	[M-H]-	166.433	32859911
AllCCS	[M+Na-2H]-	166.666	32859911
AllCCS	[M+HCOO]-	167.055	32859911
DeepCCS	[M+H]+	175.12	30932474
DeepCCS	[M-H]-	172.725	30932474
DeepCCS	[M-2H]-	206.847	30932474
DeepCCS	[M+Na]+	181.76	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
rhamnetin 3-rhamninoside,6TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2954.6	Semi standard non polar	33892256
rhamnetin 3-rhamninoside,6TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2909.9	Standard non polar	33892256
rhamnetin 3-rhamninoside,6TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2949.4	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 - rhamnetin 3-rhamninoside 10V, Positive-QTOF	splash10-0002-0890000000-e43e137431a2624241ee	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rhamnetin 3-rhamninoside 20V, Positive-QTOF	splash10-00kb-2920000000-85983787b71b5b3fa854	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rhamnetin 3-rhamninoside 40V, Positive-QTOF	splash10-0690-6900000000-c80bb5018153a37ac3e8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rhamnetin 3-rhamninoside 10V, Negative-QTOF	splash10-0170-1960000000-e77a8091b955082aedd0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rhamnetin 3-rhamninoside 20V, Negative-QTOF	splash10-0aor-7910000000-137bbd2c7df7519fc439	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - rhamnetin 3-rhamninoside 40V, Negative-QTOF	splash10-014i-2900000000-d17d05478c434ae0eed7	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

FDB093519

KNApSAcK ID

C00005518

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129720486

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 rhamnetin 3-rhamninoside (HMDB0304579)

MOL for HMDB0304579 (rhamnetin 3-rhamninoside)

3D MOL for HMDB0304579 (rhamnetin 3-rhamninoside)

3D SDF for HMDB0304579 (rhamnetin 3-rhamninoside)

3D-SDF for HMDB0304579 (rhamnetin 3-rhamninoside)

PDB for HMDB0304579 (rhamnetin 3-rhamninoside)

3D PDB for HMDB0304579 (rhamnetin 3-rhamninoside)

SMILES for HMDB0304579 (rhamnetin 3-rhamninoside)

INCHI for HMDB0304579 (rhamnetin 3-rhamninoside)

Structure for HMDB0304579 (rhamnetin 3-rhamninoside)

3D Structure for HMDB0304579 (rhamnetin 3-rhamninoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra