NP-MRD: Showing NP-Card for 2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate (NP0315728)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 14:30:22 UTC

Updated at

2022-09-11 14:30:23 UTC

NP-MRD ID

NP0315728

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate

Description

2-(3,4-Dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate 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. 2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate is found in Syringa vulgaris. 2-(3,4-Dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513102D          

 37 40  0  0  0  0            999 V2000
    0.0000    0.8250    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 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
   -1.4289   -1.6500    0.0000 O   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
    0.7145   -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
    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 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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 30 37  1  0  0  0  0
M  END

     RDKit          3D

 67 70  0  0  0  0  0  0  0  0999 V2000
   -3.0154   -3.1948   -1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -2.9191   -0.5359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7453   -3.8588   -0.8593 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5189   -3.3888   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -3.8146   -1.1366 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5988   -2.3513    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -1.1406    0.1877 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5182   -0.0225   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9114    0.2960   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3795    1.3068   -0.8881 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -0.3916    0.5951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1136    0.0016    0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -0.1070   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2625    0.3362   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151   -0.5906    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5316   -0.2294    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9105    1.0897    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2080    1.5020    0.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9513    2.0220   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3437    3.3431   -0.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6557    1.6620   -0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1948    0.7495   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    0.5828   -1.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2525   -0.4473   -0.8807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3567    0.0282    0.3790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620    0.1886    1.0231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3037    0.1798   -0.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629    0.5113    0.0206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5176    0.0868   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3917   -1.2956   -1.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6966    1.9830    0.2597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9746    2.2326    0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7000    2.3403    1.3719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0781    1.6558    2.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3536    1.9500    0.9734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3898    2.1205    1.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2371   -1.5850   -0.8479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0219   -4.2847   -1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153   -2.9810   -0.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -2.6401   -2.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234   -3.0436    0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950   -2.2179    0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0234   -2.8459    1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -0.7109    1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2101    1.0146    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5864   -0.6915    1.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9328   -1.1866   -0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4260    0.4369   -1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9181   -1.6202    0.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2785   -0.9531    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8951    0.7946    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6781    4.0375   -0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9026    2.3740   -0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    1.5882   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500   -0.7252   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3064    0.3107    1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8574    0.0061    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2142    0.5658   -2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5590    0.3716   -0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2394   -1.7073   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4399    2.5889   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5817    2.2182   -0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8031    3.4536    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0446    1.8209    2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335    2.0977   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202    2.6964    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -1.5993   -1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7 37  1  0
 37 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 24 23  1  0
 23 22  1  0
 22  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 37  2  1  0
 35 26  1  0
 21 14  1  0
  8  7  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  1
  6 42  1  0
  6 43  1  0
  7 44  1  1
 37 67  1  6
 24 55  1  6
 26 56  1  1
 28 57  1  1
 29 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  6
 32 62  1  0
 33 63  1  1
 34 64  1  0
 35 65  1  6
 36 66  1  0
 22 54  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  0
 20 52  1  0
 21 53  1  0
M  END


  Mrv1533004171513102D          

 37 40  0  0  0  0            999 V2000
    0.0000    0.8250    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 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
   -1.4289   -1.6500    0.0000 O   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
    0.7145   -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
    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 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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 30 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0315728

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(=O)CC2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(=O)OCCC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O13/c1-10-18-12(7-17(28)35-10)13(22(32)33-5-4-11-2-3-14(26)15(27)6-11)9-34-23(18)37-24-21(31)20(30)19(29)16(8-25)36-24/h2-3,6,9-10,12,16,18-21,23-27,29-31H,4-5,7-8H2,1H3

> <INCHI_KEY>
MZJRUTGNOKVUEW-UHFFFAOYSA-N

> <FORMULA>
C24H30O13

> <MOLECULAR_WEIGHT>
526.491

> <EXACT_MASS>
526.168641026

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
52.26093659466284

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
-0.3604652633333325

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.094656186111328

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.284206542524236

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084760188039

> <JCHEM_POLAR_SURFACE_AREA>
201.67

> <JCHEM_REFRACTIVITY>
120.62479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21                                                  
CONECT   21   20                                                            
CONECT   22    9   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    7   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   30                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,8H,8ah-pyrano[3,4-c]pyran-4-carboxylic acid	Generator

Chemical Formula

C₂₄H₃₀O₁₃

Average Mass

526.4910 Da

Monoisotopic Mass

526.16864 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate

Traditional Name

2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,8H,8aH-pyrano[3,4-c]pyran-4-carboxylate

CAS Registry Number

Not Available

SMILES

CC1OC(=O)CC2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(=O)OCCC1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C24H30O13/c1-10-18-12(7-17(28)35-10)13(22(32)33-5-4-11-2-3-14(26)15(27)6-11)9-34-23(18)37-24-21(31)20(30)19(29)16(8-25)36-24/h2-3,6,9-10,12,16,18-21,23-27,29-31H,4-5,7-8H2,1H3

InChI Key

MZJRUTGNOKVUEW-UHFFFAOYSA-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
Syringa vulgaris	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

Hexose monosaccharide
O-glycosyl compound
Tyrosol derivative
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Delta valerolactone
Delta_valerolactone
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Benzenoid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Secondary alcohol
Lactone
Carboxylic acid ester
Acetal
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
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	0	ALOGPS
logP	-0.36	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	120.62 m³·mol⁻¹	ChemAxon
Polarizability	52.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

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

73810066

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate (NP0315728)

MOL for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

3D MOL for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

3D SDF for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

3D-SDF for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

PDB for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

3D PDB for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

SMILES for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

INCHI for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

Structure for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)

3D Structure for NP0315728 (2-(3,4-dihydroxyphenyl)ethyl 8-methyl-6-oxo-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,4ah,5h,8h,8ah-pyrano[3,4-c]pyran-4-carboxylate)