NP-MRD: Showing NP-Card for 2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0219251)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 20:11:05 UTC

Updated at

2022-09-05 20:11:05 UTC

NP-MRD ID

NP0219251

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

2-{[6-Hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as neoflavans. These are neoflavonoids with a structure based on a 3,4-dihydro-4-aryl-2H-1-benzopyran skeleton. 2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Cinnamomum aromaticum. 2-{[6-Hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191515222D          

 41 44  0  0  0  0            999 V2000
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   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
    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
    2.1434   -2.8875    0.0000 C   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 O   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
    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
    1.4289   -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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
   -0.7145   -3.7125    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   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  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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  2  0  0  0  0
 12 41  1  0  0  0  0
 31 41  1  0  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
   -1.5083   -3.5524   -3.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3728   -3.7557   -1.9561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4422   -2.8904   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -1.7535   -0.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7196   -0.8784    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605    0.3549    0.2297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6893    1.5511    0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6456    2.6180    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    3.7198    0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    3.8132   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1626    4.9215   -0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0596    5.9783    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3826    2.7332   -1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2675    2.7899   -2.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    1.6157   -1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    0.6188   -1.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    0.6963   -3.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.5799    1.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232    1.6667    2.0240 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7802    1.5960    3.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1705    2.8778    3.8625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.3160    1.5029 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1988   -0.4874    1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    0.1548    0.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082   -0.5090   -0.0383 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1568    0.3620    0.1285 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3926   -0.1543   -0.1271 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8449   -1.1561    0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1091   -1.6611    0.6269 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5186   -0.8221   -1.4716 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8055    0.1175   -2.4670 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2973   -1.6234   -1.8409 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2895   -2.8915   -1.3021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0223   -0.9181   -1.5069 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9661   -1.7819   -1.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.1446    1.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -2.2715    1.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528   -2.5990    2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.7387    3.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3084   -3.1654    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109   -4.3171    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621   -3.6359   -2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -4.3354   -3.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6465   -2.5569   -3.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -1.6018   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    0.3021   -0.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933    4.5387    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720    6.4950    0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1624    5.6157    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8386    6.7533    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618    3.5940   -2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3605    0.0674   -3.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9511    1.7430   -3.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8908    0.4553   -2.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1060    2.0686    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    1.3001    4.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.8684    3.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208    3.5543    3.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -0.2675    2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250   -1.4861    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.6499    2.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -1.3944    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1311    0.6748   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1602   -2.0482    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8703   -0.7371    1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2099   -2.6021    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -1.5223   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.9752   -2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289   -1.7346   -2.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7620   -3.5425   -1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9375    0.0145   -2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -2.3479   -2.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -0.4967    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253   -0.7025    2.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -1.7887    3.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2227   -2.0428    3.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -4.5366    0.8375 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 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 37 40  2  0
 40 41  1  0
  5  6  1  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 18  1  0
 18  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15  7  2  0
 40  3  1  0
  7  6  1  0
 34 25  1  0
  7  8  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
 36 73  1  0
 39 74  1  0
 39 75  1  0
 39 76  1  0
 41 77  1  0
  6 46  1  6
 22 59  1  1
 23 60  1  0
 23 61  1  0
 25 62  1  1
 27 63  1  6
 28 64  1  0
 28 65  1  0
 29 66  1  0
 30 67  1  1
 31 68  1  0
 32 69  1  6
 33 70  1  0
 34 71  1  6
 35 72  1  0
 19 55  1  6
 20 56  1  0
 20 57  1  0
 21 58  1  0
  9 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
M  END


  Mrv1533004191515222D          

 41 44  0  0  0  0            999 V2000
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   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
    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
    2.1434   -2.8875    0.0000 C   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 O   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
    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
    1.4289   -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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
   -0.7145   -3.7125    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   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  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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  2  0  0  0  0
 12 41  1  0  0  0  0
 31 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219251

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1C(COC2OC(CO)C(O)C(O)C2O)C(CO)OC2=CC(OC)=C(O)C(OC)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O14/c1-35-14-5-11(6-15(36-2)21(14)30)19-12(10-39-27-25(34)24(33)22(31)18(9-29)41-27)17(8-28)40-13-7-16(37-3)23(32)26(38-4)20(13)19/h5-7,12,17-19,22,24-25,27-34H,8-10H2,1-4H3

> <INCHI_KEY>
PUTDSHQXPGHGAQ-UHFFFAOYSA-N

> <FORMULA>
C27H36O14

> <MOLECULAR_WEIGHT>
584.571

> <EXACT_MASS>
584.210505839

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
58.079948657136924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-0.9482805663333331

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.932581404935888

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.243528298115839

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9544751322424645

> <JCHEM_POLAR_SURFACE_AREA>
206.21999999999997

> <JCHEM_REFRACTIVITY>
139.56730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   41                                                  
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
CONECT   27   13   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32   41                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   12   31                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₆O₁₄

Average Mass

584.5710 Da

Monoisotopic Mass

584.21051 Da

IUPAC Name

2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1C(COC2OC(CO)C(O)C(O)C2O)C(CO)OC2=CC(OC)=C(O)C(OC)=C12

InChI Identifier

InChI=1S/C27H36O14/c1-35-14-5-11(6-15(36-2)21(14)30)19-12(10-39-27-25(34)24(33)22(31)18(9-29)41-27)17(8-28)40-13-7-16(37-3)23(32)26(38-4)20(13)19/h5-7,12,17-19,22,24-25,27-34H,8-10H2,1-4H3

InChI Key

PUTDSHQXPGHGAQ-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
Cinnamomum aromaticum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as neoflavans. These are neoflavonoids with a structure based on a 3,4-dihydro-4-aryl-2H-1-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Neoflavans

Direct Parent

Neoflavans

Alternative Parents

Substituents

Neoflavan
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Chromane
1-benzopyran
Benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Oxane
Benzenoid
Monosaccharide
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Alcohol
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
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	-0.08	ALOGPS
logP	-0.95	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.24	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	206.22 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	139.57 m³·mol⁻¹	ChemAxon
Polarizability	58.08 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0219251)

MOL for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0219251 (2-{[6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-5,7-dimethoxy-3,4-dihydro-2h-1-benzopyran-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)