NP-MRD: Showing NP-Card for Isorhamnetin 3,7,4'-tri-O-sulfate (NP0053210)

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Record Information

Version

2.0

Created at

2022-04-27 23:57:20 UTC

Updated at

2022-04-27 23:57:20 UTC

NP-MRD ID

NP0053210

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isorhamnetin 3,7,4'-tri-O-sulfate

Description

Isorhamnetin 3,7,4'-tri-o-sulfate belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Isorhamnetin 3,7,4'-tri-O-sulfate is found in Acrotrema uniflorum and Iphiona scabra. Isorhamnetin 3,7,4'-tri-o-sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241506252D          

 35 37  0  0  0  0            999 V2000
   -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 O   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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    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
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    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  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 23 34  1  0  0  0  0
 34 35  1  0  0  0  0
 14 35  1  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -4.5067    1.6747    1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    0.5475    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6760   -0.1171   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716    0.3676    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -0.2299   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0873    0.2529   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0809   -0.5493   -0.5686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.2686   -0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3181   -1.1563   -0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6638   -0.9046   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138   -1.8286   -1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2456   -3.0091   -0.2383 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1386   -3.7931    0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0721   -3.9547   -1.0412 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2079   -2.2364    0.8929 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0580    0.2959   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    1.2577    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982    2.4213    0.6847 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7987    0.9402    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.7859    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745    2.8976    0.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411    1.4388    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4899    2.3774    0.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687    3.5935   -0.2652 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.6153    3.0145   -1.5362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    4.3921    0.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    4.6388   -0.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -1.3410   -1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -1.8350   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8565   -1.2248   -0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1506   -1.7076   -1.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8304   -2.8735   -0.0336 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.8449   -4.0098    0.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0527   -3.4454   -0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2152   -2.2125    1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8418    1.3565    2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0754    2.4517    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4780    2.0755    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063    1.2142    0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0112   -2.1054   -1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6836   -1.5783    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1029    0.5257   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1399    3.1842    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.0507    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152   -1.8190   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8693   -2.7152   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -2.8394    2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 35  1  0
 32 33  2  0
 32 34  2  0
  5  6  1  0
  6 22  2  0
 22 23  1  0
 23 24  1  0
 24 27  1  0
 24 25  2  0
 24 26  2  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 16  1  0
 16 10  2  0
 10 11  1  0
 11 12  1  0
 12 15  1  0
 12 13  2  0
 12 14  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
 30  3  1  0
  7  6  1  0
  8 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
 28 45  1  0
 29 46  1  0
 35 47  1  0
 27 44  1  0
 18 43  1  0
 16 42  1  0
 15 41  1  0
  9 40  1  0
M  END


  Mrv1533004241506252D          

 35 37  0  0  0  0            999 V2000
   -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 O   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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    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
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    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  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  2  0  0  0  0
 23 34  1  0  0  0  0
 34 35  1  0  0  0  0
 14 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0053210

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=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/C16H12O16S3/c1-28-11-4-7(2-3-10(11)31-34(22,23)24)15-16(32-35(25,26)27)14(18)13-9(17)5-8(6-12(13)29-15)30-33(19,20)21/h2-6,17H,1H3,(H,19,20,21)(H,22,23,24)(H,25,26,27)

> <INCHI_KEY>
KLIAQJWOBMSQFP-UHFFFAOYSA-N

> <FORMULA>
C16H12O16S3

> <MOLECULAR_WEIGHT>
556.44

> <EXACT_MASS>
555.928747828

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
46.25042835085964

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.27

> <JCHEM_LOGP>
0.8762534810000002

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
-2.705095769769142

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.195677900850354

> <JCHEM_PKA_STRONGEST_BASIC>
-4.824267180868254

> <JCHEM_POLAR_SURFACE_AREA>
246.55999999999992

> <JCHEM_REFRACTIVITY>
111.31989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+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  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0      -4.001  -6.930   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.461  -6.930   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.541  -6.930   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0       0.000   1.540   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.540   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       9.336  -2.310   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.106  -3.644   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       8.566  -0.976   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    5   15   35                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   15   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   34                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   27   34                                                       
CONECT   34   33   23   35                                                  
CONECT   35   34   14                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
Isorhamnetin 3,7,4'-tri-O-sulfuric acid	Generator
Isorhamnetin 3,7,4'-tri-O-sulphate	Generator
Isorhamnetin 3,7,4'-tri-O-sulphuric acid	Generator

Chemical Formula

C₁₆H₁₂O₁₆S₃

Average Mass

556.4400 Da

Monoisotopic Mass

555.92875 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=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/C16H12O16S3/c1-28-11-4-7(2-3-10(11)31-34(22,23)24)15-16(32-35(25,26)27)14(18)13-9(17)5-8(6-12(13)29-15)30-33(19,20)21/h2-6,17H,1H3,(H,19,20,21)(H,22,23,24)(H,25,26,27)

InChI Key

KLIAQJWOBMSQFP-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
Acrotrema uniflorum	Plant	KNApSAcK
Iphiona scabra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
Phenylsulfate
Chromone
1-benzopyran
Arylsulfate
Benzopyran
Methoxybenzene
Phenoxy compound
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Vinylogous acid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112400 )

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	0.88	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-3.2	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	246.56 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	111.32 m³·mol⁻¹	ChemAxon
Polarizability	46.25 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

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isorhamnetin 3,7,4'-tri-O-sulfate (NP0053210)

MOL for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

3D MOL for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

3D SDF for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

3D-SDF for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

PDB for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

3D PDB for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

SMILES for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

INCHI for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

Structure for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)

3D Structure for NP0053210 (Isorhamnetin 3,7,4'-tri-O-sulfate)