NP-MRD: Showing NP-Card for dichotomide iv (NP0239934)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 23:37:16 UTC

Updated at

2022-09-06 23:37:16 UTC

NP-MRD ID

NP0239934

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dichotomide iv

Description

Dichotomide IV belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Dichotomide IV is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. dichotomide iv is found in Stellaria dichotoma. Based on a literature review very few articles have been published on dichotomide IV.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072201372D          

 37 40  0  0  1  0            999 V2000
    8.3345    2.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825    2.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    2.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206    3.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -1.3283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8573   -2.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -2.2844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9192   -3.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672   -3.6821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -1.6713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0233   -1.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614   -0.8867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5134   -0.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544   -0.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   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
  3  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  1  0  0  0
 16 29  2  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
 15 32  2  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 33 37  2  0  0  0  0
 10 37  1  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
   11.5379    0.6898    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1365    0.6019    0.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5181   -0.2767   -0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1917   -1.0089   -0.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582   -0.3682   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3159    0.3982    0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328    0.4638    0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0360   -0.2990   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037   -1.1341   -1.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -0.1488    0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6624   -0.8911   -0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2871   -0.7431   -0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255    0.1719    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207    0.1111    0.3324 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449   -0.8000   -0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125   -1.2022   -0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -0.6159   -0.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -0.8532   -0.5586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2613    0.3238   -0.9934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6335    0.2734   -0.9038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1690    1.4979   -1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5600    1.4713   -1.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1014    0.4281    0.5293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3385   -0.1488    0.7369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0400   -0.1867    1.4179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0901    0.7244    1.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3563   -1.3228    0.6924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2775   -2.3200    0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2957   -2.1744   -1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673   -2.7494   -2.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0666   -2.3186   -2.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941   -1.3481   -1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470    0.9078    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3166    1.8777    2.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    2.6593    2.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    2.0631    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    0.7285    0.8864 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7924    1.6220    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9507    0.7204   -0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0099   -0.1667    1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787   -1.0460   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775    1.0860    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5180    1.1553    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0269   -1.5969   -1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1593    0.6761    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7863   -1.6219   -1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0840   -0.6011   -1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8225    2.3859   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8716    1.4943   -2.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9749    0.8953   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1671    1.4958    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -1.0749    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5832   -0.6466    2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951    1.3413    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296   -1.7625    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1847   -2.6517   -0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -2.5268   -2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -3.5070   -3.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -2.7321   -2.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017    3.5474    2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9159    2.9121    3.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043    2.0151    2.9540 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 32  2  0
 32 31  1  0
 31 30  2  0
 30 29  1  0
 29 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 13 33  1  0
 33 37  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 37 10  1  0
 32 12  1  0
 27 18  1  0
 16 15  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
 11 44  1  0
 14 45  1  0
 31 59  1  0
 30 58  1  0
 29 57  1  0
 18 46  1  6
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  1
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  1
 28 56  1  0
 35 60  1  0
 35 61  1  0
 35 62  1  0
M  END


  Mrv1652309072201372D          

 37 40  0  0  1  0            999 V2000
    8.3345    2.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825    2.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    2.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206    3.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -1.3283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8573   -2.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -2.2844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9192   -3.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672   -3.6821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2163   -1.6713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0233   -1.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614   -0.8867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5134   -0.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544   -0.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   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
  3  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  1  0  0  0
 16 29  2  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
 15 32  2  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 33 37  2  0  0  0  0
 10 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0239934

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C\NC(=O)C1=CC2=C(NC3=C2C=CC=C3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=N1)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H25N3O10/c1-10(29)17-19-12(8-13(26-17)23(34)25-7-6-16(30)35-2)11-4-3-5-14(18(11)27-19)36-24-22(33)21(32)20(31)15(9-28)37-24/h3-8,15,20-22,24,27-28,31-33H,9H2,1-2H3,(H,25,34)/b7-6+/t15-,20-,21+,22-,24-/m1/s1

> <INCHI_KEY>
UMGPWCXTJXKPHK-INDRKVQXSA-N

> <FORMULA>
C24H25N3O10

> <MOLECULAR_WEIGHT>
515.475

> <EXACT_MASS>
515.153994017

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
51.619765423782795

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2E)-3-[(1-acetyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-pyrido[3,4-b]indol-3-yl)formamido]prop-2-enoate

> <JCHEM_LOGP>
-0.9847154573333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200387660475846

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.0185476863084

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3284924195440654

> <JCHEM_POLAR_SURFACE_AREA>
200.52999999999997

> <JCHEM_REFRACTIVITY>
124.85140000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-3-[(1-acetyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-pyrido[3,4-b]indol-3-yl)formamido]prop-2-enoate

> <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      15.558   5.532   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.527   4.387   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.021   4.707   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.545   6.172   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.990   3.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.484   3.883   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       9.454   2.739   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.471   4.524   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.124  -2.479   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.600  -3.944   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.107  -4.264   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.583  -5.729   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.552  -6.873   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.137  -3.120   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.643  -3.440   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.661  -1.655   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.692  -0.511   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.155  -1.335   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.344  -2.479   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.808  -3.304   0.000  0.00  0.00           O+0
HETATM   37  N   UNK     0       7.393   0.450   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   37                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   32                                                  
CONECT   13   12   14   33                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   18   28                                                  
CONECT   28   27                                                            
CONECT   29   16   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   15   12                                                  
CONECT   33   13   34   37                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   33   10                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₅N₃O₁₀

Average Mass

515.4750 Da

Monoisotopic Mass

515.15399 Da

IUPAC Name

methyl (2E)-3-[(1-acetyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-pyrido[3,4-b]indol-3-yl)formamido]prop-2-enoate

Traditional Name

methyl (2E)-3-[(1-acetyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9H-pyrido[3,4-b]indol-3-yl)formamido]prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\NC(=O)C1=CC2=C(NC3=C2C=CC=C3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=N1)C(C)=O

InChI Identifier

InChI=1S/C24H25N3O10/c1-10(29)17-19-12(8-13(26-17)23(34)25-7-6-16(30)35-2)11-4-3-5-14(18(11)27-19)36-24-22(33)21(32)20(31)15(9-28)37-24/h3-8,15,20-22,24,27-28,31-33H,9H2,1-2H3,(H,25,34)/b7-6+/t15-,20-,21+,22-,24-/m1/s1

InChI Key

UMGPWCXTJXKPHK-INDRKVQXSA-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
Stellaria dichotoma	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Harman
Beta-carboline
Pyridoindole
Hexose monosaccharide
O-glycosyl compound
Indole
Indole or derivatives
Pyridine carboxylic acid or derivatives
Alkaloid or derivatives
2-heteroaryl carboxamide
Aryl alkyl ketone
Aryl ketone
Benzenoid
Monosaccharide
Oxane
Pyridine
Heteroaromatic compound
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Acrylic acid or derivatives
Pyrrole
Carboxamide group
Carboxylic acid ester
Ketone
Secondary carboxylic acid amide
Secondary alcohol
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Carbonyl group
Alcohol
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:70212 )
organic heterotricyclic compound (CHEBI:70212 )
beta-D-glucoside (CHEBI:70212 )
monosaccharide derivative (CHEBI:70212 )
methyl ester (CHEBI:70212 )
aromatic ketone (CHEBI:70212 )
enoate ester (CHEBI:70212 )
beta-carboline alkaloid (CHEBI:70212 )

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	-0.98	ChemAxon
pKa (Strongest Acidic)	10.02	ChemAxon
pKa (Strongest Basic)	-0.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	124.85 m³·mol⁻¹	ChemAxon
Polarizability	51.62 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

34448466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50906292

PDB ID

Not Available

ChEBI ID

70212

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for dichotomide iv (NP0239934)

MOL for NP0239934 (dichotomide iv)

3D MOL for NP0239934 (dichotomide iv)

3D SDF for NP0239934 (dichotomide iv)

3D-SDF for NP0239934 (dichotomide iv)

PDB for NP0239934 (dichotomide iv)

3D PDB for NP0239934 (dichotomide iv)

SMILES for NP0239934 (dichotomide iv)

INCHI for NP0239934 (dichotomide iv)

Structure for NP0239934 (dichotomide iv)

3D Structure for NP0239934 (dichotomide iv)