NP-MRD: Showing NP-Card for Quercetin 3,7,3'-tri-O-sulfate (NP0053201)

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Record Information

Version

2.0

Created at

2022-04-27 23:57:04 UTC

Updated at

2022-04-27 23:57:04 UTC

NP-MRD ID

NP0053201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quercetin 3,7,3'-tri-O-sulfate

Description

Quercetin 3,3',7-trissulfate belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton. A quercetin trissulfate having the three sulfo groups placed at the 3-, 3'- and 7-positions. Quercetin 3,7,3'-tri-O-sulfate is found in Flaveria bidentis . Quercetin 3,3',7-trissulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261500322D          

 34 36  0  0  0  0            999 V2000
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 13 34  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    2.0824   -2.5348   -1.9340 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309   -1.6235   -1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2959   -1.7420   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162   -2.8775   -1.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -2.6962   -2.7269 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8731   -1.3351   -2.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -3.7586   -2.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -2.7221   -3.9956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1983   -0.7587    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844   -0.7993    0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986   -1.8888    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7313   -1.8679    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054   -0.6917    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5116   -0.5839    1.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3839    0.4264    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.6360    2.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982    2.7151    0.8770 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.9328    3.9645    1.6157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338    2.9564   -0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0147    2.0491    0.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884    0.4007    1.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572    0.2882    0.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    0.4439   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286    1.5468    0.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8350    1.7359    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489    2.8789    0.4376 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897    2.6957    1.9170 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.3160    2.5415    2.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2498    3.8949    2.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3080    1.2807    1.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    0.7953   -0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836   -0.3431   -1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3169   -1.2530   -1.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.5353   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121   -1.8229   -4.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446   -2.8354    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318   -2.7464    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1280   -1.3853    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8146    1.5809   -0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4382    1.2825    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    2.2958    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8093    0.5775    1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4468    0.8812   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0070   -2.0662   -2.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10 21  1  0
 21 15  2  0
 15 16  1  0
 16 17  1  0
 17 20  1  0
 17 18  2  0
 17 19  2  0
 10  9  1  0
  9  3  2  0
  3  4  1  0
  4  5  1  0
  5  8  1  0
  5  6  2  0
  5  7  2  0
  3  2  1  0
  2  1  2  0
  2 34  1  0
 34 32  2  0
 32 33  1  0
 32 31  1  0
 31 25  2  0
 25 26  1  0
 26 27  1  0
 27 30  1  0
 27 28  2  0
 27 29  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 15 13  1  0
 22  9  1  0
 23 34  1  0
 14 38  1  0
 12 37  1  0
 11 36  1  0
 21 40  1  0
 20 39  1  0
  8 35  1  0
 33 44  1  0
 31 43  1  0
 30 42  1  0
 24 41  1  0
M  END


  Mrv1533004261500322D          

 34 36  0  0  0  0            999 V2000
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 13 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0053201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1OS(O)(=O)=O)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C(OS(O)(=O)=O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O16S3/c16-8-2-1-6(3-10(8)30-33(22,23)24)14-15(31-34(25,26)27)13(18)12-9(17)4-7(5-11(12)28-14)29-32(19,20)21/h1-5,16-17H,(H,19,20,21)(H,22,23,24)(H,25,26,27)

> <INCHI_KEY>
WWSKELVNYRIPTL-UHFFFAOYSA-N

> <FORMULA>
C15H10O16S3

> <MOLECULAR_WEIGHT>
542.41

> <EXACT_MASS>
541.913097764

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19538498068807

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-hydroxy-5-[5-hydroxy-4-oxo-3,7-bis(sulfooxy)-4H-chromen-2-yl]phenyl}oxidanesulfonic acid

> <ALOGPS_LOGP>
-1.27

> <JCHEM_LOGP>
1.380359425

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
-2.7675649462773153

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.27530614481642

> <JCHEM_PKA_STRONGEST_BASIC>
-4.865072073502604

> <JCHEM_POLAR_SURFACE_AREA>
257.55999999999995

> <JCHEM_REFRACTIVITY>
106.83759999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quercetin 3,3',7-trissulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0      -2.667  -7.700   0.000  0.00  0.00           S+0
HETATM   10  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.897  -9.034   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.437  -6.366   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       0.000   1.540   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.540   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0       9.336  -2.310   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.106  -3.644   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.566  -0.976   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    5   14   34                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   14   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   33                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   26   33                                                       
CONECT   33   32   22   34                                                  
CONECT   34   33   13                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
Quercetin 3,3',7-trissulfuric acid	Generator
Quercetin 3,3',7-trissulphate	Generator
Quercetin 3,3',7-trissulphuric acid	Generator
Quercetin 3,7,3'-tri-O-sulfuric acid	Generator
Quercetin 3,7,3'-tri-O-sulphate	Generator
Quercetin 3,7,3'-tri-O-sulphuric acid	Generator

Chemical Formula

C₁₅H₁₀O₁₆S₃

Average Mass

542.4100 Da

Monoisotopic Mass

541.91310 Da

IUPAC Name

{2-hydroxy-5-[5-hydroxy-4-oxo-3,7-bis(sulfooxy)-4H-chromen-2-yl]phenyl}oxidanesulfonic acid

Traditional Name

quercetin 3,3',7-trissulfate

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1OS(O)(=O)=O)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C(OS(O)(=O)=O)C=C2O1

InChI Identifier

InChI=1S/C15H10O16S3/c16-8-2-1-6(3-10(8)30-33(22,23)24)14-15(31-34(25,26)27)13(18)12-9(17)4-7(5-11(12)28-14)29-32(19,20)21/h1-5,16-17H,(H,19,20,21)(H,22,23,24)(H,25,26,27)

InChI Key

WWSKELVNYRIPTL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Flaveria bidentis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Sulfated flavonoids

Direct Parent

3-sulfated flavonoids

Alternative Parents

Substituents

3-sulfated flavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Phenylsulfate
Arylsulfate
Benzopyran
1-benzopyran
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Pyran
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:16557 )
quercetin trissulfate (CHEBI:16557 )
flavonols (C03897 )
Flavones and Flavonols (C03897 )
Flavones and Flavonols (LMPK12112310 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-1.3	ALOGPS
logP	1.38	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-3.3	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	257.56 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.84 m³·mol⁻¹	ChemAxon
Polarizability	44.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00004962

Chemspider ID

Not Available

KEGG Compound ID

C03897

BioCyc ID

QUERCETIN-337-TRISSULFATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280631

PDB ID

Not Available

ChEBI ID

16557

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quercetin 3,7,3'-tri-O-sulfate (NP0053201)

MOL for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

3D MOL for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

3D SDF for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

3D-SDF for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

PDB for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

3D PDB for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

SMILES for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

INCHI for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

Structure for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)

3D Structure for NP0053201 (Quercetin 3,7,3'-tri-O-sulfate)