NP-MRD: Showing NP-Card for (2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid (NP0232347)

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Record Information

Version

2.0

Created at

2022-09-06 13:33:38 UTC

Updated at

2022-09-06 13:33:38 UTC

NP-MRD ID

NP0232347

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid

Description

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. (2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid is found in Beta vulgaris. Based on a literature review very few articles have been published on (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062215332D          

 31 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   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
   -1.4289   -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  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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    5.8796   -1.4647   -3.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8981   -1.0110   -2.5160 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959   -0.3596   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995   -0.1295   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9894    0.5166    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.7312    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1682    1.3303    1.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316    1.4791    1.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332    2.0469    2.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    0.9989    0.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843    1.0769    1.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    0.3410    2.2362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8237   -1.0355    2.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5099    0.5428    2.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4619    0.0111    1.8614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6785    0.4429    0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3584   -0.6242   -0.2700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406   -1.4327   -0.5273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9121   -2.7163   -1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861   -2.9086   -1.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7653   -3.7479   -1.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972   -0.7214   -1.5686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4498   -1.4279   -1.8201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5294    0.6751   -1.0646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9117    1.6014   -1.9182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221    0.8730    0.3599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0140    0.2299    1.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0130    0.9406    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3237    0.7054    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6248    0.0602   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9428   -0.1733   -0.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1269   -2.0372   -2.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3419   -2.1869   -4.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4140   -0.6053   -3.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5157   -0.4832   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    0.3717   -0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779    1.7031    2.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169    0.5119    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231    2.1001    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4738    0.6961    3.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.4127    3.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093    1.6186    2.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940    0.0223    3.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0513    1.2879    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -1.7134    0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7469   -3.6226   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7154   -0.6805   -2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2559   -0.9418   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6204    0.8680   -1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.5179   -1.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1766    1.9527    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9618    0.5422    2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.4571    1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1139    1.0459    1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6995    0.1372   -0.3038 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
  5 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  3  1  0
 26 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  1
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  6
 18 45  1  1
 22 47  1  6
 23 48  1  0
 24 49  1  1
 25 50  1  0
 26 51  1  1
 27 52  1  0
 21 46  1  0
 28 53  1  0
 29 54  1  0
 31 55  1  0
M  END


  Mrv1652309062215332D          

 31 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   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
   -1.4289   -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  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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)OC[C@H](O)CO[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O12/c1-28-12-6-9(2-4-11(12)21)3-5-13(22)29-7-10(20)8-30-19-16(25)14(23)15(24)17(31-19)18(26)27/h2-6,10,14-17,19-21,23-25H,7-8H2,1H3,(H,26,27)/b5-3+/t10-,14-,15-,16+,17-,19-/m0/s1

> <INCHI_KEY>
OXRPUBQOXZHCQX-NWPDDBIASA-N

> <FORMULA>
C19H24O12

> <MOLECULAR_WEIGHT>
444.389

> <EXACT_MASS>
444.126776213

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.991031178391225

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid

> <JCHEM_LOGP>
-0.7169209996666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.865827791134294

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2921134586688936

> <JCHEM_PKA_STRONGEST_BASIC>
-3.389639884574607

> <JCHEM_POLAR_SURFACE_AREA>
192.44

> <JCHEM_REFRACTIVITY>
100.80860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   16   27                                                  
CONECT   27   26                                                            
CONECT   28    5   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylate	Generator

Chemical Formula

C₁₉H₂₄O₁₂

Average Mass

444.3890 Da

Monoisotopic Mass

444.12678 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)OC[C@H](O)CO[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1O

InChI Identifier

InChI=1S/C19H24O12/c1-28-12-6-9(2-4-11(12)21)3-5-13(22)29-7-10(20)8-30-19-16(25)14(23)15(24)17(31-19)18(26)27/h2-6,10,14-17,19-21,23-25H,7-8H2,1H3,(H,26,27)/b5-3+/t10-,14-,15-,16+,17-,19-/m0/s1

InChI Key

OXRPUBQOXZHCQX-NWPDDBIASA-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
Beta vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Methoxybenzene
Anisole
Styrene
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Fatty acid ester
Alkyl aryl ether
Glycerolipid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Ether
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
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

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

163189784

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,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid (NP0232347)

MOL for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

3D MOL for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

3D SDF for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

3D-SDF for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

PDB for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

3D PDB for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

SMILES for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

INCHI for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

Structure for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)

3D Structure for NP0232347 ((2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propoxy]oxane-2-carboxylic acid)