NP-MRD: Showing NP-Card for (2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate (NP0157904)

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Record Information

Version

2.0

Created at

2022-09-02 15:23:51 UTC

Updated at

2022-09-02 15:23:51 UTC

NP-MRD ID

NP0157904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate

Description

(2R,3S,4S,5R)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. (2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate is found in Rodgersia podophylla. Based on a literature review very few articles have been published on (2R,3S,4S,5R)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217232D          

 33 36  0  0  1  0            999 V2000
   -2.2028   -4.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7179   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0535   -3.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  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
    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 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
   -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 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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8974   -4.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619   -5.1657    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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  2  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    6.8731   -1.2299   -0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6140   -0.4669   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5891    0.7760   -0.5964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4528   -1.1133    0.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2900   -0.3311    0.2130 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1368   -0.8302   -0.6341 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2201   -0.2352   -1.8993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -0.3405    0.1661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2025   -1.1633    0.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -0.5875   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627   -0.0217    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834    0.0440    1.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    0.9171    2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942    0.9874    3.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6338    0.2027    4.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    0.2858    5.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   -0.6655    3.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214   -0.7438    2.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042    0.5110   -0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.5308   -1.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6678    1.1133   -2.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7630    1.1090   -3.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839    1.6868   -4.3055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8189    0.5688   -4.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791   -0.0193   -3.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.5503   -4.8037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501   -0.0319   -2.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4536   -0.5932   -1.9416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691   -1.0990   -2.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.2261    1.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7031   -0.4399    1.5876 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3724    0.4885    2.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725    1.8010    2.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9267   -2.1289    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7855   -0.6166   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9085   -1.6262   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4716    0.7438   -0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610   -1.9384   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7035   -0.8589   -2.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160    0.6826   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816    1.5400    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1248    1.7021    4.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4169    0.9265    6.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190   -1.3096    4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -1.4711    2.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3914    1.5298   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0282    1.7254   -5.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9064    0.5716   -5.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.9929   -4.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8782   -1.4853    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094    0.4266    3.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193    0.1996    2.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9123    2.0463    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5 31  1  0
 31 32  1  0
 32 33  1  0
 31 30  1  0
 30  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
 28 10  1  0
 18 12  1  0
 27 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  6
 31 50  1  1
 32 51  1  0
 32 52  1  0
 33 53  1  0
  8 40  1  6
 21 46  1  0
 23 47  1  0
 24 48  1  0
 26 49  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
  6 38  1  6
  7 39  1  0
M  END


  Mrv1652309022217232D          

 33 36  0  0  1  0            999 V2000
   -2.2028   -4.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7179   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0535   -3.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  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
    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 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
   -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 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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8974   -4.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619   -5.1657    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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  2  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1[C@@H](CO)O[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O11/c1-9(24)30-20-15(8-23)32-22(18(20)29)33-21-17(28)16-13(27)6-12(26)7-14(16)31-19(21)10-2-4-11(25)5-3-10/h2-7,15,18,20,22-23,25-27,29H,8H2,1H3/t15-,18+,20-,22-/m1/s1

> <INCHI_KEY>
LAVPYPMOBSOJLD-SNDIGXPUSA-N

> <FORMULA>
C22H20O11

> <MOLECULAR_WEIGHT>
460.391

> <EXACT_MASS>
460.100561464

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.808876163866024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,5R)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
1.2301903779999999

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.869709142467819

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.372348538541529

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9818692370452693

> <JCHEM_POLAR_SURFACE_AREA>
172.21

> <JCHEM_REFRACTIVITY>
110.48359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.112  -9.321   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.207  -8.075   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.833  -6.668   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.675  -8.236   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.770  -6.990   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.246  -5.525   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.711  -5.049   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.246  -5.525   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.770  -6.990   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.675  -8.236   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.049  -9.643   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   28                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   11   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20   28                                                  
CONECT   28   27   10   29                                                  
CONECT   29   28                                                            
CONECT   30    8   31                                                       
CONECT   31   30    5   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4S,5R)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₀O₁₁

Average Mass

460.3910 Da

Monoisotopic Mass

460.10056 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1[C@@H](CO)O[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)[C@H]1O

InChI Identifier

InChI=1S/C22H20O11/c1-9(24)30-20-15(8-23)32-22(18(20)29)33-21-17(28)16-13(27)6-12(26)7-14(16)31-19(21)10-2-4-11(25)5-3-10/h2-7,15,18,20,22-23,25-27,29H,8H2,1H3/t15-,18+,20-,22-/m1/s1

InChI Key

LAVPYPMOBSOJLD-SNDIGXPUSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Rodgersia podophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Pentose monosaccharide
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Pyran
Tetrahydrofuran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Primary alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
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	1.99	ALOGPS
logS	-3	ALOGPS

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

163088274

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate (NP0157904)

MOL for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

3D MOL for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

3D SDF for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

3D-SDF for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

PDB for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

3D PDB for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

SMILES for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

INCHI for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

Structure for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)

3D Structure for NP0157904 ((2r,3s,4s,5r)-5-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl acetate)