NP-MRD: Showing NP-Card for Isoscoparin 2''-(6-(E)-p-coumaroylglucoside) (NP0048778)

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Record Information

Version

2.0

Created at

2022-03-17 21:02:01 UTC

Updated at

2022-03-17 21:02:01 UTC

NP-MRD ID

NP0048778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoscoparin 2''-(6-(E)-p-coumaroylglucoside)

Description

Isoscoparin 2''-(6-(E)-p-coumaroylglucoside) belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Isoscoparin 2''-(6-(E)-p-coumaroylglucoside) is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Isoscoparin 2''-(6-(E)-p-coumaroylglucoside) has been detected, but not quantified in, a few different foods, such as cereals and cereal products, cucumbers, and rices. This could make isoscoparin 2''-(6-(e)-p-coumaroylglucoside) a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241217252D          

 55 60  0  0  0  0            999 V2000
    1.7860    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0715   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0715   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5015   -2.2685    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
  2 15  2  0  0  0  0
  3  4  1  0  0  0  0
  3 18  2  0  0  0  0
  4  5  1  0  0  0  0
  4 34  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 39  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 36  1  0  0  0  0
 10 11  1  0  0  0  0
 10 43  1  0  0  0  0
 11 12  1  0  0  0  0
 12 46  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  2  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 39  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 42  1  0  0  0  0
 39 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 54  2  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 55  1  0  0  0  0
 53 54  1  0  0  0  0
M  END


  Mrv0541 02241217252D          

 55 60  0  0  0  0            999 V2000
    1.7860    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    2.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -3.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -2.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3580   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0715   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7865   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0715   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5015   -2.2685    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
  2 15  2  0  0  0  0
  3  4  1  0  0  0  0
  3 18  2  0  0  0  0
  4  5  1  0  0  0  0
  4 34  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  7  8  1  0  0  0  0
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 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 30  2  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
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 33 39  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 42  1  0  0  0  0
 39 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 54  2  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 55  1  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(C3OC(CO)C(O)C(O)C3OC3OC(COC(=O)\C=C\C4=CC=C(O)C=C4)C(O)C(O)C3O)=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C37H38O18/c1-50-22-10-16(5-8-18(22)40)21-11-19(41)27-23(52-21)12-20(42)28(31(27)46)35-36(33(48)29(44)24(13-38)53-35)55-37-34(49)32(47)30(45)25(54-37)14-51-26(43)9-4-15-2-6-17(39)7-3-15/h2-12,24-25,29-30,32-40,42,44-49H,13-14H2,1H3/b9-4+

> <INCHI_KEY>
PLLYYRRPIIWFON-RUDMXATFSA-N

> <FORMULA>
C37H38O18

> <MOLECULAR_WEIGHT>
770.6868

> <EXACT_MASS>
770.205814412

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
75.28545702793225

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[6-({2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
0.7511867136666674

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.638810081216812

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.197145427057403

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490925210988543

> <JCHEM_POLAR_SURFACE_AREA>
291.82

> <JCHEM_REFRACTIVITY>
186.45730000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[6-({2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       3.334   2.695   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.334   1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.002   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.667   2.695   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.665   3.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.665   5.005   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.999   5.775   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.334  -1.155   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.666  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.000  -1.155   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.000   0.385   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.003   2.695   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.003   1.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.669   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.669  -1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.002  -1.155   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.667  -1.925   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.335   0.385   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.335  -1.155   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.003  -1.925   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.003  -1.925   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.671  -1.155   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.336  -1.925   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.004  -1.155   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.670  -1.925   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.670  -3.465   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.004  -4.235   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.336  -3.465   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.671  -4.235   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.334   0.385   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.999   1.155   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.665   0.385   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.665  -1.155   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.999  -1.925   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.999  -3.465   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.665  -4.235   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.999   2.695   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.334   3.465   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.334  -5.775   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -3.334  -4.235   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.666  -3.465   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.000  -4.235   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -7.332   2.695   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -7.332   1.155   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -8.667   0.385   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.667  -1.155   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -10.002  -1.925   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -10.002  -3.465   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -11.333  -4.235   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -12.668  -3.465   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -12.668  -1.925   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -11.333  -1.155   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0     -14.003  -4.235   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9   10   36                                                       
CONECT   10    9   11   43                                                  
CONECT   11   10   12                                                       
CONECT   12   11   46                                                       
CONECT   13   14                                                            
CONECT   14   13   15   20                                                  
CONECT   15    2   14   16                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18    3   17   19                                                  
CONECT   19   18                                                            
CONECT   20   14   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   16   21                                                       
CONECT   23   24                                                            
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   21   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   25   29   31                                                  
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33   32   34   39                                                  
CONECT   34    4   33   35                                                  
CONECT   35   34   36                                                       
CONECT   36    9   35   37                                                  
CONECT   37   36   38   42                                                  
CONECT   38   37                                                            
CONECT   39    6   33   40                                                  
CONECT   40   39                                                            
CONECT   41   42                                                            
CONECT   42   37   41   43                                                  
CONECT   43   10   42   44                                                  
CONECT   44   43                                                            
CONECT   45   46                                                            
CONECT   46   12   45   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   54                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   55                                                  
CONECT   53   52   54                                                       
CONECT   54   49   53                                                       
CONECT   55   52                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Value	Source
[6-({2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₇H₃₈O₁₈

Average Mass

770.6868 Da

Monoisotopic Mass

770.20581 Da

IUPAC Name

[6-({2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

[6-({2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

99445-33-7

SMILES

COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(C3OC(CO)C(O)C(O)C3OC3OC(COC(=O)\C=C\C4=CC=C(O)C=C4)C(O)C(O)C3O)=C(O)C=C2O1

InChI Identifier

InChI=1S/C37H38O18/c1-50-22-10-16(5-8-18(22)40)21-11-19(41)27-23(52-21)12-20(42)28(31(27)46)35-36(33(48)29(44)24(13-38)53-35)55-37-34(49)32(47)30(45)25(54-37)14-51-26(43)9-4-15-2-6-17(39)7-3-15/h2-12,24-25,29-30,32-40,42,44-49H,13-14H2,1H3/b9-4+

InChI Key

PLLYYRRPIIWFON-RUDMXATFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cucumis sativus L.	FooDB	KNAPSACK
Oryza sativa	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid C-glycosides

Alternative Parents

Substituents

Flavonoid c-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Phenolic glycoside
Coumaric acid ester
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
O-glycosyl compound
Disaccharide
C-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Methoxyphenol
Styrene
Anisole
Methoxybenzene
Phenol ether
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Monocyclic benzene moiety
Oxane
Enoate ester
Vinylogous acid
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Dialkyl ether
Organic oxide
Carbonyl group
Organooxygen compound
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.52	ALOGPS
logP	0.75	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	186.46 m³·mol⁻¹	ChemAxon
Polarizability	75.29 Å³	ChemAxon
Number of Rings	6	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

HMDB0037423

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016470

KNApSAcK ID

C00006334

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

131752187

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isoscoparin 2''-(6-(E)-p-coumaroylglucoside) (NP0048778)

MOL for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

3D MOL for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

3D SDF for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

3D-SDF for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

PDB for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

3D PDB for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

SMILES for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

INCHI for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

Structure for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))

3D Structure for NP0048778 (Isoscoparin 2''-(6-(E)-p-coumaroylglucoside))