NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate (NP0308826)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 02:54:50 UTC

Updated at

2022-09-11 02:54:50 UTC

NP-MRD ID

NP0308826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Description

Dracotanoside B 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. [(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate is found in Dracocephalum tanguticum. Based on a literature review very few articles have been published on dracotanoside B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112204542D          

 60 65  0  0  1  0            999 V2000
   -3.6837    1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6837    0.2505    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9692   -0.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9692   -0.9870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2547   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -0.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258    0.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.2505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0266    0.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    2.0073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    3.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    3.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216    4.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9847    4.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    5.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    5.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3108    5.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044    4.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413    4.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092    1.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4841    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -0.2523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -0.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273   -0.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -0.6379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113   -0.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258   -1.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6837   -1.3995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6837   -2.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -2.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -2.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8271   -2.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5416   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2560   -2.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9705   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9705   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6850   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6850   -3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3994   -3.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1139   -3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1139   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3994   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8271   -3.4620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5416   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -3.8745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -4.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -3.4620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6837   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.9870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.1620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1126    0.2505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  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
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 10 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  2  0  0  0  0
  6 35  1  0  0  0  0
  4 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 45 50  1  0  0  0  0
 40 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
 38 55  1  0  0  0  0
 55 56  1  6  0  0  0
 36 57  1  0  0  0  0
 57 58  1  6  0  0  0
 57 59  1  0  0  0  0
  2 59  1  0  0  0  0
 59 60  1  1  0  0  0
M  END

     RDKit          3D

115120  0  0  0  0  0  0  0  0999 V2000
    2.9626   -6.8350   -0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3894   -5.5977    0.0118 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5599   -4.5260   -0.8156 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404   -3.3104   -0.1155 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6051   -2.9894    0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936   -2.1133    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -1.4066   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -0.5251   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5280   -0.3157   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958    0.6218   -0.7144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8034    0.4953    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4551   -0.8785    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6802   -0.9214   -0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8759   -0.2762   -0.1282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9891   -0.3098   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6776   -0.8645   -2.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3328    0.1029   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0481    0.6492    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4460    1.0256   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0353    1.5835    1.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3579    1.9719    1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1388    1.7999   -0.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5781    1.2506   -1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2253    0.8603   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8854    0.3355    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8687    1.8447    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8115    2.3977    2.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8622    3.2289    1.6609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863    3.8354    0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291    4.8305    1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9026    3.6536   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964    3.1314   -0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696    1.8661   -1.1933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4823   -1.0313    0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -1.8995    1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0258   -3.3268    0.6525 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1256   -2.8834   -0.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.8011    0.5351 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7226   -0.6789   -0.2512 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8808    0.0774   -0.1005 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6330    1.4052   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8239    2.1804   -0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9235    3.4445   -1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405    3.8968   -1.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1127    4.2794   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2366    3.8361   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3350    4.6852   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3273    5.9398   -0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2195    6.4003   -1.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1527    5.5454   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9950   -0.6930   -0.8046 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1517    0.0592   -0.9387 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2041   -1.9662   -0.0208 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4262   -3.0719   -0.8429 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1314   -2.2264    0.9804 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4339   -1.7183    2.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -4.7132    1.1695 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2057   -5.3557    0.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019   -5.4788    1.3309 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2588   -4.9214    2.2618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -7.5937    0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1546   -7.3012   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362   -6.5900   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313   -5.8563    0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -2.5684   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3545   -1.5188   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4890    0.0227   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9904    0.0802   -1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6150    1.1719   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5850    0.7504    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189   -1.3232    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442   -1.5463   -0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0151   -1.9858   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4366   -0.5471   -1.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9439   -0.0669   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5241    0.8241    0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4470    1.7348    1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8389    2.4120    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1983    2.0995    0.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1807    1.1111   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8110    0.4277   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9069    0.0475    1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6540   -0.0422    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8304    2.1919    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7244    2.3174    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4116    1.4486    2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3408    2.8868    3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949    5.7769    1.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421    4.7512   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029    3.2671   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518    3.6041   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    3.7404   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    1.8428   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -0.8658    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -2.4268    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197   -2.6970    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -1.5930    1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0846    0.2371    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    1.2455   -1.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7718    1.9089   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2296    2.8584    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2233    4.3711    0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1874    6.5797   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2617    7.3911   -1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2642    5.8885   -2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5885   -0.9855   -1.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4790   -0.0433   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1533   -1.8262    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7658   -3.7615   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0841   -3.3428    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3388   -1.3272    2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356   -4.6385    2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7544   -6.0641    0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407   -6.5247    1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317   -4.5518    3.0500 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 34  1  0
 34 35  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  4 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 40 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 36 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
 59  2  1  0
 35  6  1  0
 33 10  1  0
 24 19  1  0
 55 38  1  0
 50 45  1  0
  1 61  1  0
  1 62  1  0
  1 63  1  0
  2 64  1  1
  4 65  1  6
  7 66  1  0
  8 67  1  0
 34 94  1  0
 35 95  1  0
 10 68  1  6
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 25 82  1  0
 25 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 30 88  1  0
 31 89  1  0
 31 90  1  0
 32 91  1  0
 32 92  1  0
 33 93  1  0
 17 75  1  0
 18 76  1  0
 20 77  1  0
 21 78  1  0
 22 79  1  0
 23 80  1  0
 24 81  1  0
 36 96  1  1
 38 97  1  1
 40 98  1  1
 41 99  1  0
 41100  1  0
 46101  1  0
 47102  1  0
 48103  1  0
 49104  1  0
 50105  1  0
 51106  1  6
 52107  1  0
 53108  1  1
 54109  1  0
 55110  1  1
 56111  1  0
 57112  1  1
 58113  1  0
 59114  1  1
 60115  1  0
M  END


  Mrv1652309112204542D          

 60 65  0  0  1  0            999 V2000
   -3.6837    1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6837    0.2505    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9692   -0.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9692   -0.9870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2547   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -0.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258    0.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.2505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0266    0.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857    1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    1.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    2.0073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    3.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    3.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216    4.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9847    4.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    5.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    5.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3108    5.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044    4.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7413    4.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092    1.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4841    0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -0.2523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -0.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273   -0.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -0.6379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113   -0.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8258   -1.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6837   -1.3995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6837   -2.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -2.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -2.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8271   -2.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5416   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2560   -2.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9705   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9705   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6850   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6850   -3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3994   -3.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1139   -3.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1139   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3994   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8271   -3.4620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5416   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -3.8745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -4.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -3.4620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6837   -3.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.9870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1126   -1.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.1620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1126    0.2505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  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
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 10 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  2  0  0  0  0
  6 35  1  0  0  0  0
  4 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 45 50  1  0  0  0  0
 40 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
 38 55  1  0  0  0  0
 55 56  1  6  0  0  0
 36 57  1  0  0  0  0
 57 58  1  6  0  0  0
 57 59  1  0  0  0  0
  2 59  1  0  0  0  0
 59 60  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0308826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC=C(C=C2)[C@H]2CCCN(CCCN=C(O)CCN2)C(=O)\C=C\C2=CC=CC=C2)[C@H](O[C@@H]2O[C@H](COC(=O)C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C44H55N3O13/c1-27-36(50)39(53)41(60-43-40(54)38(52)37(51)33(59-43)26-56-42(55)30-12-6-3-7-13-30)44(57-27)58-31-18-16-29(17-19-31)32-14-8-24-47(25-9-22-46-34(48)21-23-45-32)35(49)20-15-28-10-4-2-5-11-28/h2-7,10-13,15-20,27,32-33,36-41,43-45,50-54H,8-9,14,21-26H2,1H3,(H,46,48)/b20-15+/t27-,32+,33+,36-,37+,38-,39+,40+,41+,43-,44-/m0/s1

> <INCHI_KEY>
HLZPNUFTRKCSRX-RYDMIBJOSA-N

> <FORMULA>
C44H55N3O13

> <MOLECULAR_WEIGHT>
833.932

> <EXACT_MASS>
833.373488843

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
86.08447153610048

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-{4-[(10R)-6-hydroxy-1-[(2E)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

> <JCHEM_LOGP>
0.45918200044111573

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.101321934514178

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6565489639304776

> <JCHEM_PKA_STRONGEST_BASIC>
8.358964197779313

> <JCHEM_POLAR_SURFACE_AREA>
229.29999999999995

> <JCHEM_REFRACTIVITY>
216.93059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-6-{[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-{4-[(10R)-6-hydroxy-1-[(2E)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.876   2.008   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.876   0.468   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.542  -0.302   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.542  -1.842   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.209  -2.612   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.875  -1.842   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.875  -0.302   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.541   0.468   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.208  -0.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.126   0.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.050   1.462   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.533   2.888   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.069   2.774   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.445   3.747   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.270   5.277   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.858   5.891   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.508   6.193   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.334   7.723   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.571   8.640   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.397  10.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.634  11.086   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.047  10.472   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.221   8.942   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.984   8.026   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.870   3.164   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.078   1.638   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.504   1.055   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.712  -0.471   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       5.494  -1.414   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.702  -2.940   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.069  -0.831   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.851  -1.774   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       1.426  -1.191   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      -0.208  -1.842   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.541  -2.612   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.876  -2.612   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -6.876  -4.152   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -8.210  -4.922   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -9.544  -4.152   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -10.877  -4.922   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.211  -4.152   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -13.545  -4.922   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -14.878  -4.152   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -14.878  -2.612   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -16.212  -4.922   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -16.212  -6.462   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -17.546  -7.232   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -18.879  -6.462   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -18.879  -4.922   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -17.546  -4.152   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -10.877  -6.462   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -12.211  -7.232   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -9.544  -7.232   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -9.544  -8.772   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -8.210  -6.462   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -6.876  -7.232   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -8.210  -1.842   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -9.544  -2.612   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -8.210  -0.302   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -9.544   0.468   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   59                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   36                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   35                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   34                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   14   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   10                                                       
CONECT   34    9   35                                                       
CONECT   35   34    6                                                       
CONECT   36    4   37   57                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   55                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   51                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   45                                                       
CONECT   51   40   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   38   56                                                  
CONECT   56   55                                                            
CONECT   57   36   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57    2   60                                                  
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  130    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₅₅N₃O₁₃

Average Mass

833.9320 Da

Monoisotopic Mass

833.37349 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-{4-[(10R)-6-hydroxy-1-[(2E)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=CC=C(C=C2)[C@H]2CCCN(CCCN=C(O)CCN2)C(=O)\C=C\C2=CC=CC=C2)[C@H](O[C@@H]2O[C@H](COC(=O)C3=CC=CC=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C44H55N3O13/c1-27-36(50)39(53)41(60-43-40(54)38(52)37(51)33(59-43)26-56-42(55)30-12-6-3-7-13-30)44(57-27)58-31-18-16-29(17-19-31)32-14-8-24-47(25-9-22-46-34(48)21-23-45-32)35(49)20-15-28-10-4-2-5-11-28/h2-7,10-13,15-20,27,32-33,36-41,43-45,50-54H,8-9,14,21-26H2,1H3,(H,46,48)/b20-15+/t27-,32+,33+,36-,37+,38-,39+,40+,41+,43-,44-/m0/s1

InChI Key

HLZPNUFTRKCSRX-RYDMIBJOSA-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
Dracocephalum tanguticum	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

Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Macrolactam
Alkyl glycoside
Cinnamic acid or derivatives
Disaccharide
O-glycosyl compound
Beta amino acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Styrene
Aralkylamine
Oxane
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid ester
Lactam
Amino acid or derivatives
Secondary carboxylic acid amide
Acetal
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Polyol
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Organic nitrogen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.46	ChemAxon
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	8.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	216.93 m³·mol⁻¹	ChemAxon
Polarizability	86.08 Å³	ChemAxon
Number of Rings	6	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

C00047439

Chemspider ID

24619791

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45273475

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate (NP0308826)

MOL for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

3D MOL for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

3D SDF for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

3D-SDF for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

PDB for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

3D PDB for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

SMILES for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

INCHI for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

Structure for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)

3D Structure for NP0308826 ([(2r,3s,4s,5r,6s)-6-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{4-[(10r)-6-hydroxy-1-[(2e)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-5-en-10-yl]phenoxy}-6-methyloxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl benzoate)