NP-MRD: Showing NP-Card for ligulasagitin C (NP0025149)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 17:20:28 UTC

Updated at

2021-06-29 23:49:53 UTC

NP-MRD ID

NP0025149

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ligulasagitin C

Provided By

JEOL Database JEOL Logo

Description

ligulasagitin C is found in Ligularia sagitta. ligulasagitin C was first documented in 2007 (Li, P.-L., et al.). Based on a literature review very few articles have been published on (3R,5S,8S,11S,12R,13S,15R)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.1³,¹⁵.0⁵,¹⁵.0⁸,¹³]Heptadec-1-en-6-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119203D          

 50 54  0  0  0  0            999 V2000
   -0.7293   -1.5538    2.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662   -1.0404    1.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -0.4981    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -0.1894    0.3745 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4856   -0.0680   -1.1056 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7675   -1.5181   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.7518   -1.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7104    0.5631   -2.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216    2.2615   -0.8828 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5364    2.8683   -1.7738 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1955    2.1316   -1.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2099    2.4117   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542    2.3128    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    3.1455    1.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3101    1.1347   -0.1207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3964    1.6165   -1.0953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8648    2.1943   -2.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.5263    1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6071   -0.9467    1.1083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4823   -1.1408   -0.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928   -0.0965   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367   -0.1432   -1.9399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3847    0.6303   -1.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8004    0.5698   -3.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -0.9866    3.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -2.6069    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -1.4759    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713    0.7396    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733   -0.9530    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685   -1.5628   -2.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363   -1.9393   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.1933   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    0.3857   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.4804   -2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    1.1408   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    0.8954   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    2.4330    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.8073   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586    2.8601   -2.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    3.9206   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    2.6179   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.7891   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227    2.3798   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    2.5351   -2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    1.0089    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    0.5819    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -1.6755    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.2250   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950   -1.1824   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    0.9527   -3.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  0  0  0  0
  9  7  1  0  0  0  0
  3  2  2  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 23 22  1  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
 21 15  1  0  0  0  0
 19 18  1  0  0  0  0
 21 22  1  0  0  0  0
 15 18  1  0  0  0  0
  7  5  1  0  0  0  0
 12 13  1  0  0  0  0
 15 13  1  0  0  0  0
  5  6  1  6  0  0  0
 13 14  2  0  0  0  0
 23 11  1  0  0  0  0
 15 16  1  6  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
 21  3  1  0  0  0  0
 19 47  1  1  0  0  0
 23  5  1  0  0  0  0
 23 24  1  6  0  0  0
 11 12  1  0  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  7 33  1  1  0  0  0
 11 41  1  6  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 17 44  1  0  0  0  0
 24 50  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -0.7293   -1.5538    2.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662   -1.0404    1.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -0.4981    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -0.1894    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856   -0.0680   -1.1056 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7675   -1.5181   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.7518   -1.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7104    0.5631   -2.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216    2.2615   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    2.8683   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    2.1316   -1.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2099    2.4117   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542    2.3128    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    3.1455    1.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3101    1.1347   -0.1207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3964    1.6165   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648    2.1943   -2.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.5263    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6071   -0.9467    1.1083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4823   -1.1408   -0.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928   -0.0965   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367   -0.1432   -1.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3847    0.6303   -1.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8004    0.5698   -3.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -0.9866    3.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -2.6069    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -1.4759    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713    0.7396    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733   -0.9530    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685   -1.5628   -2.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363   -1.9393   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.1933   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    0.3857   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.4804   -2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    1.1408   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    0.8954   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    2.4330    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.8073   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586    2.8601   -2.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    3.9206   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    2.6179   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.7891   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227    2.3798   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    2.5351   -2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    1.0089    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    0.5819    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -1.6755    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.2250   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950   -1.1824   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    0.9527   -3.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 10 11  1  0
  9  7  1  0
  3  2  2  0
  2 19  1  0
 19 20  1  0
 21 20  1  6
 23 22  1  0
  2  1  1  0
  5  4  1  0
  4  3  1  0
 21 15  1  0
 19 18  1  0
 21 22  1  0
 15 18  1  0
  7  5  1  0
 12 13  1  0
 15 13  1  0
  5  6  1  6
 13 14  2  0
 23 11  1  0
 15 16  1  6
  7  8  1  0
 16 17  1  0
 21  3  1  0
 19 47  1  1
 23  5  1  0
 23 24  1  6
 11 12  1  0
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
  7 33  1  1
 11 41  1  6
  4 28  1  0
  4 29  1  0
 22 48  1  0
 22 49  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 45  1  0
 18 46  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 24 50  1  0
M  END


  Mrv1652306192119203D          

 50 54  0  0  0  0            999 V2000
   -0.7293   -1.5538    2.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662   -1.0404    1.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -0.4981    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -0.1894    0.3745 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4856   -0.0680   -1.1056 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7675   -1.5181   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.7518   -1.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7104    0.5631   -2.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216    2.2615   -0.8828 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5364    2.8683   -1.7738 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1955    2.1316   -1.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2099    2.4117   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542    2.3128    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    3.1455    1.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3101    1.1347   -0.1207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3964    1.6165   -1.0953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8648    2.1943   -2.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.5263    1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6071   -0.9467    1.1083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4823   -1.1408   -0.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928   -0.0965   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367   -0.1432   -1.9399 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3847    0.6303   -1.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8004    0.5698   -3.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -0.9866    3.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -2.6069    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -1.4759    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713    0.7396    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733   -0.9530    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685   -1.5628   -2.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363   -1.9393   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.1933   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    0.3857   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.4804   -2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    1.1408   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    0.8954   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    2.4330    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.8073   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586    2.8601   -2.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    3.9206   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    2.6179   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.7891   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227    2.3798   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    2.5351   -2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    1.0089    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    0.5819    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -1.6755    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.2250   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950   -1.1824   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    0.9527   -3.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  0  0  0  0
  9  7  1  0  0  0  0
  3  2  2  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 23 22  1  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
 21 15  1  0  0  0  0
 19 18  1  0  0  0  0
 21 22  1  0  0  0  0
 15 18  1  0  0  0  0
  7  5  1  0  0  0  0
 12 13  1  0  0  0  0
 15 13  1  0  0  0  0
  5  6  1  6  0  0  0
 13 14  2  0  0  0  0
 23 11  1  0  0  0  0
 15 16  1  6  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
 21  3  1  0  0  0  0
 19 47  1  1  0  0  0
 23  5  1  0  0  0  0
 23 24  1  6  0  0  0
 11 12  1  0  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  7 33  1  1  0  0  0
 11 41  1  6  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 17 44  1  0  0  0  0
 24 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025149

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]12C(=O)O[C@@]3([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]4(C([H])([H])[H])C([H])([H])C5=C(C([H])([H])[H])[C@]([H])(O[C@@]15C([H])([H])[C@@]34O[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O5/c1-10-4-5-14-18(22)8-19-12(6-16(10,18)3)11(2)13(24-19)7-17(19,9-20)15(21)23-14/h10,13-14,20,22H,4-9H2,1-3H3/t10-,13+,14-,16+,17+,18+,19+/m0/s1

> <INCHI_KEY>
ZYHQYKWIRIJDJT-VHOHBCSHSA-N

> <FORMULA>
C19H26O5

> <MOLECULAR_WEIGHT>
334.412

> <EXACT_MASS>
334.178023937

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.09387738300643

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5S,8S,11S,12R,13S,15R)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.1^{3,15}.0^{5,15}.0^{8,13}]heptadec-1-en-6-one

> <ALOGPS_LOGP>
0.84

> <JCHEM_LOGP>
0.8741208423333333

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.786101434757999

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.313875629801931

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8992028855246117

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
86.0046

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5S,8S,11S,12R,13S,15R)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.1^{3,15}.0^{5,15}.0^{8,13}]heptadec-1-en-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -0.7293   -1.5538    2.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662   -1.0404    1.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -0.4981    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -0.1894    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856   -0.0680   -1.1056 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7675   -1.5181   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.7518   -1.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7104    0.5631   -2.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216    2.2615   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    2.8683   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    2.1316   -1.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2099    2.4117   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542    2.3128    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    3.1455    1.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3101    1.1347   -0.1207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3964    1.6165   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648    2.1943   -2.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.5263    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6071   -0.9467    1.1083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4823   -1.1408   -0.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928   -0.0965   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367   -0.1432   -1.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3847    0.6303   -1.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8004    0.5698   -3.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -0.9866    3.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -2.6069    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -1.4759    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713    0.7396    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733   -0.9530    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685   -1.5628   -2.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363   -1.9393   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.1933   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    0.3857   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.4804   -2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    1.1408   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    0.8954   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    2.4330    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.8073   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586    2.8601   -2.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    3.9206   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    2.6179   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.7891   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227    2.3798   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    2.5351   -2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    1.0089    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    0.5819    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -1.6755    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.2250   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950   -1.1824   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    0.9527   -3.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 10 11  1  0
  9  7  1  0
  3  2  2  0
  2 19  1  0
 19 20  1  0
 21 20  1  6
 23 22  1  0
  2  1  1  0
  5  4  1  0
  4  3  1  0
 21 15  1  0
 19 18  1  0
 21 22  1  0
 15 18  1  0
  7  5  1  0
 12 13  1  0
 15 13  1  0
  5  6  1  6
 13 14  2  0
 23 11  1  0
 15 16  1  6
  7  8  1  0
 16 17  1  0
 21  3  1  0
 19 47  1  1
 23  5  1  0
 23 24  1  6
 11 12  1  0
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
  7 33  1  1
 11 41  1  6
  4 28  1  0
  4 29  1  0
 22 48  1  0
 22 49  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 45  1  0
 18 46  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.729  -1.554   2.829  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.166  -1.040   1.511  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.472  -0.498   0.501  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.984  -0.189   0.375  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.486  -0.068  -1.106  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.768  -1.518  -1.593  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.837   0.752  -1.120  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.710   0.563  -2.374  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.622   2.261  -0.883  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.536   2.868  -1.774  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.196   2.132  -1.614  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.210   2.412  -0.247  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.454   2.313   0.266  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.848   3.146   1.081  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.310   1.135  -0.121  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.396   1.617  -1.095  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.865   2.194  -2.280  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.046   0.526   1.142  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.607  -0.947   1.108  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.482  -1.141  -0.324  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.493  -0.097  -0.548  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.937  -0.143  -1.940  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.385   0.630  -1.999  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.800   0.570  -3.378  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.204  -0.987   3.635  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.006  -2.607   2.936  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.354  -1.476   2.957  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.171   0.740   0.922  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.573  -0.953   0.899  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.968  -1.563  -2.668  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.636  -1.939  -1.073  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.930  -2.193  -1.391  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.452   0.386  -0.285  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.011  -0.480  -2.504  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.637   1.141  -2.280  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.215   0.895  -3.289  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.364   2.433   0.169  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.560   2.807  -1.041  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.859   2.860  -2.821  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.411   3.921  -1.489  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.510   2.618  -2.295  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.049   0.789  -1.395  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.023   2.380  -0.618  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.623   2.535  -2.791  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.785   1.009   2.090  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.134   0.582   1.025  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.284  -1.676   1.557  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.648   0.225  -2.685  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.795  -1.182  -2.264  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.095   0.953  -3.929  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3   19    1                                                  
CONECT    3    2    4   21                                                  
CONECT    4    5    3   28   29                                             
CONECT    5    4    7    6   23                                             
CONECT    6    5   30   31   32                                             
CONECT    7    9    5    8   33                                             
CONECT    8    7   34   35   36                                             
CONECT    9   10    7   37   38                                             
CONECT   10    9   11   39   40                                             
CONECT   11   10   23   12   41                                             
CONECT   12   13   11                                                       
CONECT   13   12   15   14                                                  
CONECT   14   13                                                            
CONECT   15   21   18   13   16                                             
CONECT   16   15   17   42   43                                             
CONECT   17   16   44                                                       
CONECT   18   19   15   45   46                                             
CONECT   19    2   20   18   47                                             
CONECT   20   19   21                                                       
CONECT   21   20   15   22    3                                             
CONECT   22   23   21   48   49                                             
CONECT   23   22   11    5   24                                             
CONECT   24   23   50                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   16                                                            
CONECT   43   16                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   24                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

RDKit          3D

50 54  0  0  0  0  0  0  0  0999 V2000
   -0.7293   -1.5538    2.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662   -1.0404    1.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718   -0.4981    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -0.1894    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856   -0.0680   -1.1056 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7675   -1.5181   -1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8374    0.7518   -1.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7104    0.5631   -2.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216    2.2615   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    2.8683   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    2.1316   -1.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2099    2.4117   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542    2.3128    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8484    3.1455    1.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3101    1.1347   -0.1207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3964    1.6165   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648    2.1943   -2.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.5263    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6071   -0.9467    1.1083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4823   -1.1408   -0.3242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928   -0.0965   -0.5480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367   -0.1432   -1.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3847    0.6303   -1.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8004    0.5698   -3.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -0.9866    3.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -2.6069    2.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -1.4759    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713    0.7396    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733   -0.9530    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9685   -1.5628   -2.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6363   -1.9393   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.1933   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    0.3857   -0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.4804   -2.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374    1.1408   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    0.8954   -3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    2.4330    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.8073   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586    2.8601   -2.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109    3.9206   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    2.6179   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    0.7891   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227    2.3798   -0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    2.5351   -2.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    1.0089    2.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    0.5819    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2842   -1.6755    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.2250   -2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950   -1.1824   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0945    0.9527   -3.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 10 11  1  0
  9  7  1  0
  3  2  2  0
  2 19  1  0
 19 20  1  0
 21 20  1  6
 23 22  1  0
  2  1  1  0
  5  4  1  0
  4  3  1  0
 21 15  1  0
 19 18  1  0
 21 22  1  0
 15 18  1  0
  7  5  1  0
 12 13  1  0
 15 13  1  0
  5  6  1  6
 13 14  2  0
 23 11  1  0
 15 16  1  6
  7  8  1  0
 16 17  1  0
 21  3  1  0
 19 47  1  1
 23  5  1  0
 23 24  1  6
 11 12  1  0
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
  7 33  1  1
 11 41  1  6
  4 28  1  0
  4 29  1  0
 22 48  1  0
 22 49  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 18 45  1  0
 18 46  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 24 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₅

Average Mass

334.4120 Da

Monoisotopic Mass

334.17802 Da

IUPAC Name

(3R,5S,8S,11S,12R,13S,15R)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.1^{3,15}.0^{5,15}.0^{8,13}]heptadec-1-en-6-one

Traditional Name

(3R,5S,8S,11S,12R,13S,15R)-13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.1^{3,15}.0^{5,15}.0^{8,13}]heptadec-1-en-6-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]12C(=O)O[C@@]3([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@@]4(C([H])([H])[H])C([H])([H])C5=C(C([H])([H])[H])[C@]([H])(O[C@@]15C([H])([H])[C@@]34O[H])C2([H])[H]

InChI Identifier

InChI=1S/C19H26O5/c1-10-4-5-14-18(22)8-19-12(6-16(10,18)3)11(2)13(24-19)7-17(19,9-20)15(21)23-14/h10,13-14,20,22H,4-9H2,1-3H3/t10-,13+,14-,16+,17+,18+,19+/m0/s1

InChI Key

ZYHQYKWIRIJDJT-VHOHBCSHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ligularia sagitta	JEOL database	Li, P.-L., et al, Tetrahedron 63, 12665 (2007)

Chemical Taxonomy

Classification

Not classified

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	0.84	ALOGPS
logP	0.87	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86 m³·mol⁻¹	ChemAxon
Polarizability	35.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

24776077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, P.-L., et al. (2007). Li, P.-L., et al, Tetrahedron 63, 12665 (2007). Tetrahedron.

Showing NP-Card for ligulasagitin C (NP0025149)

MOL for NP0025149 (ligulasagitin C)

3D MOL for NP0025149 (ligulasagitin C)

3D SDF for NP0025149 (ligulasagitin C)

3D-SDF for NP0025149 (ligulasagitin C)

PDB for NP0025149 (ligulasagitin C)

3D PDB for NP0025149 (ligulasagitin C)

SMILES for NP0025149 (ligulasagitin C)

INCHI for NP0025149 (ligulasagitin C)

Structure for NP0025149 (ligulasagitin C)

3D Structure for NP0025149 (ligulasagitin C)