NP-MRD: Showing NP-Card for (+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one (NP0238918)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 22:24:00 UTC

Updated at

2022-09-06 22:24:00 UTC

NP-MRD ID

NP0238918

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one

Description

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxy-4H-chromen-4-one belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. (+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one is found in Murraya paniculata. Based on a literature review very few articles have been published on (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxy-4H-chromen-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072200242D          

 38 39  0  0  1  0            999 V2000
   -2.7480   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -0.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480    0.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    1.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099    0.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389    1.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    1.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533   -0.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -0.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -0.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -1.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190   -0.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190   -1.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -2.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7357   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4501    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1646   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1646   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8791    0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8791    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5935   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5935   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3080    0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3080    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0225   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7370    0.2062    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
    5.5604    0.2063    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6099    1.2678    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504    1.0363    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5436    1.0764    2.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2781    1.3630    3.2840 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1868    0.8467    2.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    0.8946    3.3758 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4779    0.5626    0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    0.3409    0.9693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243    0.0638   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9446   -0.1488    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3126   -0.5827    1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6112   -0.7404    1.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6170   -0.4868    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048   -0.0693   -0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9539    0.1005   -0.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786    0.5419   -2.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.0047   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.2928   -2.5080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6198   -1.6345   -2.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4931    0.2376   -1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    0.1857   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1617    0.5163   -0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400    0.7553   -0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    0.7000   -1.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7568   -0.4618   -1.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    1.3472   -1.4456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599    0.4910   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8373   -0.6340   -0.1989 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7467   -1.4632    0.5277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310   -0.2156    0.8553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2538   -1.4125    1.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733    0.6556    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0818    1.8681   -0.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -0.1141   -0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5326   -1.3349    0.0192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176    0.6409   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856    0.8173    0.5186 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2010   -0.7263    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    0.5329    0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7889    0.0348    2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689    1.3961    4.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806    0.7328    3.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844   -0.7801    2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8509   -1.0768    2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565   -0.6237    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    0.1507   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708    0.7378   -2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239   -2.1216   -3.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -2.1852   -2.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050   -1.5837   -3.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -0.5105   -3.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8561   -0.4054   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951   -1.3478   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174    0.6102   -0.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -1.1881   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1095   -0.9063    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    0.2191    1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6359   -2.1908    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9218    0.8562    1.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940    2.5773    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7227   -0.2664   -1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6702   -2.0460   -0.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    1.6206   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849   -0.0233   -1.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8095    0.0919    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  1  0
 37 35  1  0
 35 36  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 27  2  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 24  3  1  0
 16 11  1  0
 23  8  1  0
 38 66  1  0
 37 64  1  0
 37 65  1  0
 35 62  1  6
 36 63  1  0
 33 60  1  1
 34 61  1  0
 31 58  1  1
 32 59  1  0
 29 56  1  6
 30 57  1  0
 28 55  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  0
  7 43  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 17 48  1  0
M  END


  Mrv1652309072200242D          

 38 39  0  0  1  0            999 V2000
   -2.7480   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480   -0.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7480    0.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    1.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099    0.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389    1.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    1.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678    0.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2533   -0.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8244   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -0.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -0.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -1.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -0.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190   -0.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190   -1.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -2.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7357   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4501    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1646   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1646   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8791    0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8791    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5935   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5935   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3080    0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3080    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0225   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7370    0.2062    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0238918

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O.COC1=C(O)C(O)=C2OC(=C(OC)C(=O)C2=C1OC)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8.C6H12O6/c1-23-16-10-11(20)17(24-2)14(8-6-4-5-7-9(8)19)26-15(10)12(21)13(22)18(16)25-3;7-1-3(9)5(11)6(12)4(10)2-8/h4-7,19,21-22H,1-3H3;1,3-6,8-12H,2H2/t;3-,4+,5+,6+/m.0/s1

> <INCHI_KEY>
APLBBQHNQYBWSK-SSPAHAAFSA-N

> <FORMULA>
C24H28O14

> <MOLECULAR_WEIGHT>
540.474

> <EXACT_MASS>
540.147905582

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
35.13978489720853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxy-4H-chromen-4-one

> <JCHEM_LOGP>
1.6073496436666659

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.132195406355999

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.176492497124514

> <JCHEM_PKA_STRONGEST_BASIC>
-4.458817064498658

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
92.5589

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.130  -3.021   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.130  -1.481   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.796  -0.711   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.796   0.829   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.130   1.599   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.462   1.599   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.462   3.139   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.128   0.829   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.205   1.599   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.539   0.829   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.873   1.599   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.873   3.139   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.206   3.909   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.540   3.139   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.540   1.599   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.206   0.829   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.206  -0.711   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.539  -0.711   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.873  -1.481   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.873  -3.021   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.205  -1.481   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.205  -3.021   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.128  -0.711   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.462  -1.481   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.462  -3.021   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.796  -3.791   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.840  -0.385   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.174   0.385   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.507  -0.385   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.507  -1.925   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.841   0.385   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.841   1.925   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.175  -0.385   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.175  -1.925   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      15.508   0.385   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.508   1.925   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      16.842  -0.385   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      18.176   0.385   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   10   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    8   24                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   28                                                            
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₁₄

Average Mass

540.4740 Da

Monoisotopic Mass

540.14791 Da

IUPAC Name

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxy-4H-chromen-4-one

Traditional Name

(+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one

CAS Registry Number

Not Available

SMILES

OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O.COC1=C(O)C(O)=C2OC(=C(OC)C(=O)C2=C1OC)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C18H16O8.C6H12O6/c1-23-16-10-11(20)17(24-2)14(8-6-4-5-7-9(8)19)26-15(10)12(21)13(22)18(16)25-3;7-1-3(9)5(11)6(12)4(10)2-8/h4-7,19,21-22H,1-3H3;1,3-6,8-12H,2H2/t;3-,4+,5+,6+/m.0/s1

InChI Key

APLBBQHNQYBWSK-SSPAHAAFSA-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
Murraya paniculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
8-hydroxyflavonoid
7-hydroxyflavonoid
3-methoxychromone
Hexose monosaccharide
Chromone
1-benzopyran
Benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Medium-chain aldehyde
Alkyl aryl ether
Benzenoid
Pyran
Monosaccharide
Beta-hydroxy aldehyde
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous ester
Alpha-hydroxyaldehyde
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Not Available

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	1.61	ChemAxon
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	92.56 m³·mol⁻¹	ChemAxon
Polarizability	35.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163187890

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one (NP0238918)

MOL for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

3D MOL for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

3D SDF for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

3D-SDF for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

PDB for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

3D PDB for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

SMILES for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

INCHI for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

Structure for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)

3D Structure for NP0238918 ((+)-glucose; 7,8-dihydroxy-2-(2-hydroxyphenyl)-3,5,6-trimethoxychromen-4-one)