NP-MRD: Showing NP-Card for (2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate (NP0215558)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 15:13:03 UTC

Updated at

2022-09-05 15:13:03 UTC

NP-MRD ID

NP0215558

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate

Description

Polygalatenoside D belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. (2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate is found in Polygala tenuifolia. Based on a literature review very few articles have been published on Polygalatenoside D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052217132D          

 33 35  0  0  1  0            999 V2000
    5.0179   -0.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8464   -1.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618   -1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -2.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -2.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4925   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7079   -2.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364   -3.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -1.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102   -2.0372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0553   -2.8218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5402   -3.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -2.8218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2547   -3.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751   -3.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0247   -2.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.5523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7622   -0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5872   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -0.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3722   -0.1234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1972   -0.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    0.5781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4421    0.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8471   -0.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2121    1.2968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6321    2.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872    1.3055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0178    2.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328    0.5953    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8577    0.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487   -1.0174    0.0000 C   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
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  1  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  1  0  0  0
  6 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    7.4248    0.3432    3.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787   -0.0321    3.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733   -0.1773    2.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    0.0491    1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774   -0.1023    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -0.4692    0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8171   -0.6169   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463   -0.3973   -1.9339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4963   -0.9815   -0.7528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6633   -1.1322   -1.8719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0044   -2.4812   -1.8058 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7092   -3.4906   -2.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -2.1873   -2.4755 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3648   -3.0406   -1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6382   -2.8539   -2.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -0.8645   -2.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605   -0.2061   -1.7384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2282    1.0169   -2.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    1.9039   -2.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7112    0.0025   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503    0.7326    0.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5763    0.0983    0.9499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8517    0.5910    0.9884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7659   -0.1187    0.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3719   -0.0231   -1.2759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7845    2.0822    0.7160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8532    2.6783    1.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    2.6751    1.3314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5668    4.0419    1.1411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2805    2.0377    0.7338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3887    1.7626    1.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463   -0.6913    1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9440   -0.5484    2.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0624   -0.4477    3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7890    0.6699    4.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5430    1.2465    2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8432    0.3401    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    0.0859   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.9335   -2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1539   -2.7323   -0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5840   -3.1354   -2.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2251   -2.5380   -3.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3455   -2.7991   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1289   -4.1248   -1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2365   -3.4657   -1.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308    0.6514   -3.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037    1.5115   -2.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    1.5941   -3.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3629    1.0678   -0.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261    0.4243    2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7663    0.3600    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090   -1.1971    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    0.6580   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9004    2.3292   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4995    2.0174    1.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818    2.3935    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370    4.5480    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8055    2.7100   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5530    0.8730    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177   -0.9790    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188   -0.7289    3.7516 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  6  2  0
  6 32  1  0
 32 33  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  1
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 33  3  1  0
 17 10  1  0
 30 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
 32 60  1  0
 33 61  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  6
 14 43  1  0
 14 44  1  0
 15 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 21 49  1  6
 23 50  1  1
 24 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  6
 27 55  1  0
 28 56  1  1
 29 57  1  0
 30 58  1  6
 31 59  1  0
M  END


  Mrv1652309052217132D          

 33 35  0  0  1  0            999 V2000
    5.0179   -0.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8464   -1.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618   -1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -2.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -2.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4925   -2.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7079   -2.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364   -3.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -1.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102   -2.0372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0553   -2.8218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5402   -3.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -2.8218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2547   -3.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751   -3.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0247   -2.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.5523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7622   -0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5872   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478   -0.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3722   -0.1234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1972   -0.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    0.5781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4421    0.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8471   -0.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2121    1.2968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6321    2.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872    1.3055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0178    2.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328    0.5953    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8577    0.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487   -1.0174    0.0000 C   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
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  1  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  1  0  0  0
  6 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O13/c1-29-10-4-2-9(3-5-10)18(28)31-17-14(25)12(7-22)32-20(17,8-23)33-19-16(27)15(26)13(24)11(6-21)30-19/h2-5,11-17,19,21-27H,6-8H2,1H3/t11-,12-,13-,14-,15+,16-,17+,19-,20+/m1/s1

> <INCHI_KEY>
RMCBGKQRBXYTKL-HVFWBYNNSA-N

> <FORMULA>
C20H28O13

> <MOLECULAR_WEIGHT>
476.431

> <EXACT_MASS>
476.152990962

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.493364692988806

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate

> <JCHEM_LOGP>
-2.191206380666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.752025510816736

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.112529606497013

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849128024337

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999998

> <JCHEM_REFRACTIVITY>
105.05930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       9.367  -0.947   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.047  -2.454   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.582  -2.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.262  -4.436   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.797  -4.912   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.653  -3.881   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.188  -4.357   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.868  -5.864   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.044  -3.327   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.579  -3.803   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.103  -5.267   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.008  -6.513   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.437  -5.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.342  -6.513   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.874  -6.352   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.913  -3.803   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.667  -2.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.423  -1.556   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.963  -1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.089  -1.556   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.695  -0.230   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.235  -0.246   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.019   1.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.559   1.063   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.315  -0.279   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.263   2.421   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.047   3.746   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.723   2.437   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.033   3.779   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.061   1.111   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.601   1.127   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.973  -2.375   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.438  -1.899   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   10   18   20                                             
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   21   31                                                  
CONECT   31   30                                                            
CONECT   32    6   33                                                       
CONECT   33   32    3                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₁₃

Average Mass

476.4310 Da

Monoisotopic Mass

476.15299 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C20H28O13/c1-29-10-4-2-9(3-5-10)18(28)31-17-14(25)12(7-22)32-20(17,8-23)33-19-16(27)15(26)13(24)11(6-21)30-19/h2-5,11-17,19,21-27H,6-8H2,1H3/t11-,12-,13-,14-,15+,16-,17+,19-,20+/m1/s1

InChI Key

RMCBGKQRBXYTKL-HVFWBYNNSA-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
Polygala tenuifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Disaccharide
O-glycosyl compound
P-methoxybenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Anisole
Methoxybenzene
Benzoyl
Phenoxy compound
Phenol ether
Alkyl aryl ether
Ketal
Benzenoid
Oxane
Monocyclic benzene moiety
Oxolane
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Primary alcohol
Organic oxide
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00041787

Chemspider ID

17245203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16086554

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate (NP0215558)

MOL for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

3D MOL for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

3D SDF for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

3D-SDF for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

PDB for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

3D PDB for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

SMILES for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

INCHI for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

Structure for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)

3D Structure for NP0215558 ((2s,3s,4r,5r)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 4-methoxybenzoate)