NP-MRD: Showing NP-Card for 3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate (NP0297077)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 07:05:06 UTC

Updated at

2022-09-10 07:05:07 UTC

NP-MRD ID

NP0297077

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate

Description

3,5-Dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl}oxy)oxan-4-yl acetate belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. 3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate is found in Astragalus sieversianus. Based on a literature review very few articles have been published on 3,5-dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl}oxy)oxan-4-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102209052D          

 57 63  0  0  0  0            999 V2000
    0.4791   -4.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6133   -3.8333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7306   -3.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -2.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3618   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936   -3.0574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6421   -1.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1103   -1.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6412    1.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927    2.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246    3.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367    3.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7685    3.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170    2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655    0.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6284    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9362   -0.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7366   -2.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0321   -1.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7596   -1.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6144   -2.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1861   -3.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7577   -3.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912   -3.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7809   -2.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971   -2.7728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    0.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9658    0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  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  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 41 46  1  0  0  0  0
 37 46  1  0  0  0  0
 36 47  1  0  0  0  0
 31 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 30 51  1  0  0  0  0
 15 51  1  0  0  0  0
 51 52  1  0  0  0  0
 17 53  1  0  0  0  0
 12 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 10 56  1  0  0  0  0
  5 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END

     RDKit          3D

129135  0  0  0  0  0  0  0  0999 V2000
   10.7760    0.1549    1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9936    1.2617    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5051    2.1191   -0.2960 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6528    1.4557    0.7095 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8464    2.4523    0.1861 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6880    1.9898   -0.6381 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2381    3.0155   -1.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4812    1.6138    0.2320 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0193    0.4106   -0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955    0.3825   -0.5971 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4592   -0.0099   -2.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0264    0.3334   -2.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    0.0628   -1.1922 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7956    1.3873   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.9727   -0.3071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7434   -1.7874    0.4915 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1155   -2.1692    1.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0357   -3.4995    2.0513 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2829   -4.0133    2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -4.8034    3.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497   -5.9347    3.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7082   -6.8260    2.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471   -5.3951    3.1969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6949   -5.6878    4.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -3.8679    3.1164 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4309   -3.4445    4.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910   -1.0281    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882   -0.9644   -0.8389 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2363   -0.4076   -1.8299 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0873   -1.5232   -2.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7253    0.7580   -2.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668    1.2783   -2.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    0.4660   -1.7389 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7339   -0.4207   -2.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776    1.3663   -0.9586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1627    1.9809   -1.5249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0781    2.5054   -2.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5748    3.1972   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8884    2.8562   -0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1481    1.4829   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5801    1.4031   -1.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8837    2.2097   -2.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5270    1.7733    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8817    0.0595   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2242    1.0861   -1.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978    0.7544    0.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4443    1.6359    1.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7502    0.2707    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5395   -0.4500   -0.6748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5107   -1.6438   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258   -0.5035    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8648   -1.7136    0.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8254    0.1911    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    1.6054    1.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1193    2.9037    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4231    3.3500    1.3330 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3853    3.3486    2.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0405   -0.5991    1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3276    0.4922    1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5178   -0.2797    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4890    3.0756   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9874    1.1672   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5492    3.5386   -0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701    2.3675    0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137    1.4081   -0.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.0701   -2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1039    0.5798   -2.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956   -0.2042   -3.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    1.4012   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990    1.5509    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2360    2.2617   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3049    1.6551   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313   -1.7129   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4157   -2.7285   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332   -3.9910    1.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -5.3592    3.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358   -4.2963    4.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384   -6.4461    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9701   -7.7208    2.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -5.8525    2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -6.5421    4.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9742   -3.6097    2.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045   -3.5661    4.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -0.0773    1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482   -1.6916    1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -2.0838   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150   -2.0298   -2.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0234   -1.1662   -3.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -2.3111   -2.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    1.6463   -2.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807    0.5250   -3.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288    1.5240   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0618    2.3266   -2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8129   -0.4981   -2.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -1.4882   -2.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268   -0.1575   -3.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867    2.2256   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9132    1.6999   -3.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3990    3.3390   -3.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0843    2.9157   -3.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8165    3.3794    0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6190    4.1120   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8033    2.9048    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6986    3.5830   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1060    0.7933    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9700    2.4745   -2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3373    3.1743   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7006    1.6531   -3.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0445    1.6766    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9365    2.7924   -0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4209    1.0952    0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6021   -0.3100   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8906   -0.1007    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7325    1.7570    2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    1.1416    0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098   -0.4293    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436   -1.9465    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -1.5033   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -2.5415   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576   -2.6235    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8789   -1.5239    0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578   -1.9297    1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    1.2585    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521   -0.2302    2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657    0.1429    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1304    3.0122    3.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965    3.5343    1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2932    4.4051    1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1347    3.9748    2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5 56  1  0
 56 57  1  0
 56 55  1  0
 55 54  1  0
 54  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 27  1  0
 27 28  1  0
 28 49  1  0
 49 50  1  1
 49 48  1  0
 48 46  1  0
 46 47  1  0
 46 35  1  0
 35 36  1  0
 36 37  1  6
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 45  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 41 44  1  0
 35 33  1  0
 33 34  1  6
 33 32  1  0
 32 31  1  0
 31 29  1  0
 29 30  1  6
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 15 51  1  0
 51 52  1  0
 51 53  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
 51 10  1  0
 29 13  1  0
 25 18  1  0
 29 28  1  0
 33 49  1  0
 45 36  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  5 61  1  6
 56128  1  6
 57129  1  0
 55126  1  0
 55127  1  0
  8 64  1  1
 10 65  1  6
 11 66  1  0
 11 67  1  0
 12 68  1  0
 12 69  1  0
 14 70  1  0
 14 71  1  0
 14 72  1  0
 15 73  1  6
 16 74  1  6
 27 84  1  0
 27 85  1  0
 28 86  1  6
 50117  1  0
 50118  1  0
 50119  1  0
 48115  1  0
 48116  1  0
 46113  1  6
 47114  1  0
 35 97  1  1
 37 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  1
 42106  1  0
 42107  1  0
 42108  1  0
 43109  1  0
 43110  1  0
 43111  1  0
 44112  1  0
 34 94  1  0
 34 95  1  0
 34 96  1  0
 32 92  1  0
 32 93  1  0
 31 90  1  0
 31 91  1  0
 30 87  1  0
 30 88  1  0
 30 89  1  0
 18 75  1  6
 20 76  1  0
 20 77  1  0
 21 78  1  1
 22 79  1  0
 23 80  1  6
 24 81  1  0
 25 82  1  6
 26 83  1  0
 52120  1  0
 52121  1  0
 52122  1  0
 53123  1  0
 53124  1  0
 53125  1  0
  6 62  1  6
  7 63  1  0
M  END


  Mrv1652309102209052D          

 57 63  0  0  0  0            999 V2000
    0.4791   -4.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988   -3.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6133   -3.8333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7306   -3.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -2.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3618   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936   -3.0574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6421   -1.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1103   -1.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6412    1.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927    2.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246    3.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367    3.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7685    3.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170    2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655    0.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6284    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9362   -0.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7366   -2.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0321   -1.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7596   -1.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6144   -2.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1861   -3.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7577   -3.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912   -3.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7809   -2.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7971   -2.7728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    0.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9658    0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  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  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 41 46  1  0  0  0  0
 37 46  1  0  0  0  0
 36 47  1  0  0  0  0
 31 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 30 51  1  0  0  0  0
 15 51  1  0  0  0  0
 51 52  1  0  0  0  0
 17 53  1  0  0  0  0
 12 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 10 56  1  0  0  0  0
  5 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(O)COC(OC2CCC3(C)C(C(CC4C5(C)CC(O)C(C6(C)CCC(O6)C(C)(C)O)C5(C)CCC34C)OC3OCC(O)C(O)C3O)C2(C)C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C43H72O14/c1-21(44)54-32-24(47)20-53-36(31(32)50)56-27-11-13-40(7)34(37(27,2)3)25(55-35-30(49)29(48)23(46)19-52-35)17-26-39(40,6)15-16-41(8)33(22(45)18-42(26,41)9)43(10)14-12-28(57-43)38(4,5)51/h22-36,45-51H,11-20H2,1-10H3

> <INCHI_KEY>
QJFYXDAOZCMPSE-UHFFFAOYSA-N

> <FORMULA>
C43H72O14

> <MOLECULAR_WEIGHT>
813.035

> <EXACT_MASS>
812.492206998

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
89.15595514202667

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl}oxy)oxan-4-yl acetate

> <JCHEM_LOGP>
1.6682118896666678

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.509424067150519

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.967008666105526

> <JCHEM_PKA_STRONGEST_BASIC>
-2.875943152661687

> <JCHEM_POLAR_SURFACE_AREA>
214.05999999999997

> <JCHEM_REFRACTIVITY>
204.17230000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl}oxy)oxan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       0.894  -8.875   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.371  -7.427   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.145  -7.156   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.364  -6.249   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.841  -4.801   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.675  -4.530   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.668  -5.707   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.199  -3.081   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.206  -1.904   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.310  -2.175   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.303  -0.998   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.374  -3.259   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.797   2.263   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.790   3.440   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.266   4.889   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.259   6.066   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.775   5.795   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.768   6.972   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.298   4.347   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.814   4.076   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.306   3.169   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.829   1.721   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.506   0.319   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.091  -0.231   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.814  -0.572   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.883  -3.790   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.575  -4.603   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.993  -2.723   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.351  -3.449   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.080  -4.965   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.147  -6.076   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.214  -7.186   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.037  -7.143   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      18.258  -5.008   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      14.555  -5.176   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.070  -4.010   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       8.256  -3.618   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.029   1.433   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.670   0.942   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.833  -3.624   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       3.349  -3.895   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   56                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   56                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   53                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   51                                             
CONECT   16   15                                                            
CONECT   17   15   18   53                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20   28                                                  
CONECT   28   27                                                            
CONECT   29   18   30                                                       
CONECT   30   29   31   51                                                  
CONECT   31   30   32   33   47                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   47                                                  
CONECT   37   36   38   39   46                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   46                                                  
CONECT   42   41   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42                                                            
CONECT   46   41   37                                                       
CONECT   47   36   31   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   30   15   52                                             
CONECT   52   51                                                            
CONECT   53   17   12   54   55                                             
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56   10    5   57                                                  
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  126    0
END

View in JSmol

Synonyms

Value	Source
3,5-Dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl}oxy)oxan-4-yl acetic acid	Generator

Chemical Formula

C₄₃H₇₂O₁₄

Average Mass

813.0350 Da

Monoisotopic Mass

812.49221 Da

IUPAC Name

3,5-dihydroxy-2-({13-hydroxy-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,2,6,6,11,15-hexamethyl-8-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl}oxy)oxan-4-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(O)COC(OC2CCC3(C)C(C(CC4C5(C)CC(O)C(C6(C)CCC(O6)C(C)(C)O)C5(C)CCC34C)OC3OCC(O)C(O)C3O)C2(C)C)C1O

InChI Identifier

InChI=1S/C43H72O14/c1-21(44)54-32-24(47)20-53-36(31(32)50)56-27-11-13-40(7)34(37(27,2)3)25(55-35-30(49)29(48)23(46)19-52-35)17-26-39(40,6)15-16-41(8)33(22(45)18-42(26,41)9)43(10)14-12-28(57-43)38(4,5)51/h22-36,45-51H,11-20H2,1-10H3

InChI Key

QJFYXDAOZCMPSE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Astragalus sieversianus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Triterpene saponin
Triterpene glycoside
Triterpenoid
Hydroxysteroid
16-hydroxysteroid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Acetal
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.67	ChemAxon
pKa (Strongest Acidic)	11.97	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	214.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	204.17 m³·mol⁻¹	ChemAxon
Polarizability	89.16 Å³	ChemAxon
Number of Rings	7	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

163068409

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate (NP0297077)

MOL for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

3D MOL for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

3D SDF for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

3D-SDF for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

PDB for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

3D PDB for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

SMILES for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

INCHI for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

Structure for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)

3D Structure for NP0297077 (3,5-dihydroxy-2-({2-hydroxy-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3a,6,6,9a,9b,11a-hexamethyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-dodecahydrocyclopenta[a]phenanthren-7-yl}oxy)oxan-4-yl acetate)