NP-MRD: Showing NP-Card for (2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate (NP0156366)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 13:33:57 UTC

Updated at

2022-09-02 13:33:57 UTC

NP-MRD ID

NP0156366

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

Description

(2R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. (2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is found in Ligustrum robustum. Based on a literature review very few articles have been published on (2R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022215332D          

 53 56  0  0  1  0            999 V2000
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  2  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
   -4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -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
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  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   -1.2375    0.0000 C   0  0  1  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   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
   -2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 38 46  1  0  0  0  0
 46 47  1  1  0  0  0
 36 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 32 50  1  0  0  0  0
 50 51  1  1  0  0  0
 30 52  1  0  0  0  0
 12 52  1  0  0  0  0
 52 53  1  6  0  0  0
M  END

     RDKit          3D

107110  0  0  0  0  0  0  0  0999 V2000
    7.1388   -6.4241    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -5.1779    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1812   -5.2075    1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4875   -4.0248    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448   -3.8978   -0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -3.0317    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5630   -1.6335    0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -1.2484    1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -0.6497   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987    0.7894   -0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1098    1.5123    0.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116    1.4583   -0.6266 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9641    2.7566   -1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    2.6657   -2.3042 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2184    3.9306   -3.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017    3.7758   -4.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    2.3601   -1.8163 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4540    3.3496   -0.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361    4.1970   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    4.0628   -2.0119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041    5.2310   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3293    5.4159    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6738    6.4359    2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132    6.5671    3.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395    7.4866    4.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2116    8.3520    4.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    9.2915    5.0923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886    8.2300    2.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312    7.2965    1.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    0.9817   -1.1989 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4742    0.5696   -0.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8990   -0.5624   -1.4935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0032   -0.1261   -2.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1860   -0.2503   -1.5274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2959    0.5945   -2.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6047   -1.6798   -1.3394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4718   -1.8790   -0.3002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6678   -2.4741   -0.6203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6698   -1.5264   -0.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9702   -1.4316    0.9569 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7990   -0.1786    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8634   -2.5939    1.3666 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6760   -2.9375    2.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5125   -3.7685    0.4677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1957   -3.7316   -0.7358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106   -3.6969    0.1517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7528   -4.8489   -0.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -2.5446   -1.0458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9555   -3.2169   -2.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2124   -1.6951   -0.5857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1272   -2.5038   -0.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.9891   -0.0823 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9349   -0.2515    0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2117   -6.7265   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0760   -6.2826    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5944   -7.2486    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7168   -6.1645    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9088   -5.1759    2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8040   -4.3375    1.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0882   -3.1216    0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4742   -3.5265   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8172   -4.9237   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089   -3.0656   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -3.4946    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5279   -0.8649    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584   -0.4330    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8032   -2.0635    1.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1466   -0.9618   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1143    0.9667    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194    1.2191   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    0.8357   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286    1.7817   -2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581    4.0179   -3.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9565    4.7941   -2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    3.4636   -5.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082    2.4202   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8606    5.8574   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5287    4.7755    1.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580    5.8931    3.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4619    7.5995    5.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    9.9351    5.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    8.8803    2.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752    7.2463    1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.3007   -2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646   -0.8484   -2.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9776    0.1491   -0.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0954    0.7967   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8127    0.0114   -2.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9628    1.5819   -2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -2.0335   -2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -2.7128   -1.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0706   -1.3495    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016    0.6961    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2900    0.0775    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6305   -0.3603    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9360   -2.3353    1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6889   -3.9480    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6622   -4.7227    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1407   -3.5303   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4934   -3.8268    1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5479   -4.6006   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -3.2860   -0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8933   -4.1648   -1.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5421   -1.2531    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -2.6531   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228    1.7613    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.1514    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
 41 40  1  0
 40 39  1  0
 39 38  1  0
 38 37  1  0
 37 36  1  0
 36 34  1  0
 34 35  1  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30 52  1  0
 52 53  1  0
 52 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 32 50  1  0
 50 51  1  0
 50 48  1  0
 48 49  1  0
 38 46  1  0
 46 47  1  0
 46 44  1  0
 44 45  1  0
 44 42  1  0
 42 43  1  0
 42 40  1  0
 48 36  1  0
 17 30  1  0
 29 23  1  0
 41 93  1  0
 41 94  1  0
 41 95  1  0
 40 92  1  1
 38 91  1  6
 36 90  1  6
 34 86  1  1
 35 87  1  0
 35 88  1  0
 35 89  1  0
 32 85  1  6
 30 84  1  6
 52106  1  1
 53107  1  0
 12 71  1  6
 10 69  1  0
 10 70  1  0
  9 68  1  0
  8 65  1  0
  8 66  1  0
  8 67  1  0
  6 63  1  0
  6 64  1  0
  5 61  1  0
  5 62  1  0
  4 60  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  3 57  1  0
  3 58  1  0
  3 59  1  0
 14 72  1  6
 15 73  1  0
 15 74  1  0
 16 75  1  0
 17 76  1  6
 21 77  1  0
 22 78  1  0
 24 79  1  0
 25 80  1  0
 27 81  1  0
 28 82  1  0
 29 83  1  0
 50104  1  1
 51105  1  0
 48102  1  1
 49103  1  0
 46100  1  1
 47101  1  0
 44 98  1  1
 45 99  1  0
 42 96  1  1
 43 97  1  0
M  END


  Mrv1652309022215332D          

 53 56  0  0  1  0            999 V2000
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  2  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
   -4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -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
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  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   -1.2375    0.0000 C   0  0  1  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   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  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
   -2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 38 46  1  0  0  0  0
 46 47  1  1  0  0  0
 36 48  1  0  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 32 50  1  0  0  0  0
 50 51  1  1  0  0  0
 30 52  1  0  0  0  0
 12 52  1  0  0  0  0
 52 53  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0156366

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@H]2[C@H](C)O[C@@H](O[C@@H]3[C@@H](O)[C@H](OC\C=C(/C)CCC=C(C)C)O[C@H](CO)C3OC(=O)\C=C\C3=CC=C(O)C=C3)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H54O16/c1-18(2)7-6-8-19(3)15-16-47-35-31(46)34(33(24(17-38)50-35)51-25(40)14-11-22-9-12-23(39)13-10-22)53-37-30(45)28(43)32(21(5)49-37)52-36-29(44)27(42)26(41)20(4)48-36/h7,9-15,20-21,24,26-39,41-46H,6,8,16-17H2,1-5H3/b14-11+,19-15+/t20-,21-,24+,26-,27+,28-,29+,30+,31+,32-,33?,34+,35+,36-,37-/m0/s1

> <INCHI_KEY>
WXMRZJXXQKPFTD-RGVGUNFNSA-N

> <FORMULA>
C37H54O16

> <MOLECULAR_WEIGHT>
754.823

> <EXACT_MASS>
754.341185659

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
79.5014611378531

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
2.0140216886666646

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.805584416999203

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.396881216222923

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981814959106849

> <JCHEM_POLAR_SURFACE_AREA>
243.51999999999998

> <JCHEM_REFRACTIVITY>
186.88320000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.003   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   52                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23                                                       
CONECT   30   17   31   52                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   50                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   48                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   46                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   38   47                                                  
CONECT   47   46                                                            
CONECT   48   36   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   32   51                                                  
CONECT   51   50                                                            
CONECT   52   30   12   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

View in JSmol

Synonyms

Value	Source
(2R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₇H₅₄O₁₆

Average Mass

754.8230 Da

Monoisotopic Mass

754.34119 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@H](C)O[C@@H](O[C@@H]3[C@@H](O)[C@H](OC\C=C(/C)CCC=C(C)C)O[C@H](CO)C3OC(=O)\C=C\C3=CC=C(O)C=C3)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C37H54O16/c1-18(2)7-6-8-19(3)15-16-47-35-31(46)34(33(24(17-38)50-35)51-25(40)14-11-22-9-12-23(39)13-10-22)53-37-30(45)28(43)32(21(5)49-37)52-36-29(44)27(42)26(41)20(4)48-36/h7,9-15,20-21,24,26-39,41-46H,6,8,16-17H2,1-5H3/b14-11+,19-15+/t20-,21-,24+,26-,27+,28-,29+,30+,31+,32-,33?,34+,35+,36-,37-/m0/s1

InChI Key

WXMRZJXXQKPFTD-RGVGUNFNSA-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
Ligustrum robustum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Oligosaccharide
Terpene glycoside
Fatty acyl glycoside
Coumaric acid ester
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Oxane
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	1.47	ALOGPS
logP	2.01	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	243.52 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	186.88 m³·mol⁻¹	ChemAxon
Polarizability	79.5 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

163188507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate (NP0156366)

MOL for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D MOL for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D SDF for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D-SDF for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

PDB for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D PDB for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

SMILES for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

INCHI for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

Structure for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D Structure for NP0156366 ((2r,4r,5r,6r)-4-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)