NP-MRD: Showing NP-Card for Salannol 3-acetate (NP0084392)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:07:59 UTC

Updated at

2022-04-29 05:07:59 UTC

NP-MRD ID

NP0084392

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salannol 3-acetate

Description

Salannol acetate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Salannol 3-acetate is found in Azadirachta indica . Based on a literature review very few articles have been published on Salannol acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207082D          

 48 53  0  0  1  0            999 V2000
   -2.8783    2.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515    1.2232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    0.8179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4248   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6981   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205   -1.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -2.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472   -2.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576   -2.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -3.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.2232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    0.0071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1276   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625   -0.2203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1706   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -2.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696   -2.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534   -0.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.3378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8328   -0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906    1.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1009    1.5627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7194    1.0167    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0475    1.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914    0.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -0.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9319   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203    0.1334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3562    0.6590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773   -0.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    0.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8061   -0.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4781   -1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6568   -0.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5407    0.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830    0.5850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034    1.3902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1493    2.0087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    0.8321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3949    1.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    2.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2604    2.1405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494    2.4678    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  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
 10 12  1  0  0  0  0
  8 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  1  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 37  1  0  0  0  0
 31 38  1  0  0  0  0
 26 38  1  0  0  0  0
 24 39  1  6  0  0  0
 24 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
  4 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 40 47  1  0  0  0  0
  2 48  2  0  0  0  0
M  END

     RDKit          3D

 89 94  0  0  0  0  0  0  0  0999 V2000
    4.1755   -1.3639    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -1.5635    0.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5352   -1.7104   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -1.6473   -1.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141   -1.9210   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082   -0.7380   -1.2510 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7901    0.2607   -2.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3289   -0.2910   -3.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7361    1.2233   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.7291   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237    1.3169   -2.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167    2.9255   -0.5267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5289    2.6043    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    1.7988    1.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.8868    2.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0478    2.6962    2.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7515    3.1579    1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4876    3.3320   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    2.0412   -0.7458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3696    2.0982   -1.4970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    1.2992   -2.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5779    0.6815   -3.0047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5955    1.6086   -3.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6795    1.1737   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -0.3149   -2.0039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8930   -1.0667   -3.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545   -0.7842   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8346    0.2029    0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9098    0.7115    0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843    1.7471    2.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0657    0.3029    0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1813   -2.0411   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6901   -1.7962   -0.1641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5292   -0.8656    0.8675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8748   -1.1954    2.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -2.3419    2.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6851   -0.2241    3.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0533   -0.8310    4.3058 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6621   -2.0174    4.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744   -1.1983    3.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1137   -1.2850   -1.5013 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0903   -2.4651   -2.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397   -0.1529   -1.8117 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7208   -0.6673    0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967   -0.9959    2.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698   -2.3498    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1950   -2.5034   -2.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806   -2.6479   -0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053   -0.2640   -0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -1.2034   -3.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.3627   -4.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.4958   -3.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809    1.0658   -1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442    2.2066   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0941    0.5300   -2.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    3.7519   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    1.2013    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    1.3712    3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    3.8539    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2226    3.8062    0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083    4.0508   -1.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071    1.5867    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1734    1.9198   -3.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4611    0.1164   -3.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6149    1.2826   -2.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021    1.7287   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944   -1.0814   -4.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3346   -2.0750   -2.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7996   -0.5136   -3.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9989   -1.1173   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627    2.2114    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4357    2.5321    1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    1.2715    3.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -2.7698   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357   -2.4944    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541   -2.7717    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757    0.7014    2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6817    0.1056    3.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939   -0.0513    5.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -2.8979    4.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -1.8760    5.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087   -2.2435    4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -0.3436    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9284   -1.5142    4.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -2.0933    3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -2.7820   -2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -3.3639   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.3573   -3.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.5677   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  6 41  1  0
 41 42  1  6
 41 33  1  0
 33 32  1  0
 32 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 27 25  1  0
 25 26  1  6
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 22 43  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 12 13  1  0
 13 17  2  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
  9 19  1  0
 21  7  1  0
 14 13  1  0
 20 19  1  0
 43 41  1  0
 43 25  1  0
 19 62  1  1
 18 60  1  0
 18 61  1  0
 12 56  1  6
 11 53  1  0
 11 54  1  0
 11 55  1  0
  8 50  1  0
  8 51  1  0
  8 52  1  0
  6 49  1  1
  5 47  1  0
  5 48  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
 42 86  1  0
 42 87  1  0
 42 88  1  0
 33 76  1  1
 32 74  1  0
 32 75  1  0
 27 70  1  6
 30 71  1  0
 30 72  1  0
 30 73  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
 24 65  1  0
 24 66  1  0
 22 64  1  6
 21 63  1  6
 43 89  1  1
 37 77  1  0
 37 78  1  0
 38 79  1  1
 39 80  1  0
 39 81  1  0
 39 82  1  0
 40 83  1  0
 40 84  1  0
 40 85  1  0
 17 59  1  0
 15 58  1  0
 14 57  1  0
M  END


  Mrv1652304292207082D          

 48 53  0  0  1  0            999 V2000
   -2.8783    2.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515    1.2232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    0.8179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4248   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6981   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205   -1.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -2.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472   -2.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576   -2.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -3.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.2232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    0.0071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1276   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625   -0.2203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1706   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1742   -2.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696   -2.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534   -0.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.3378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8328   -0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906    1.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1009    1.5627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7194    1.0167    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0475    1.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914    0.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -0.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9319   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203    0.1334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3562    0.6590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773   -0.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    0.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8061   -0.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4781   -1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6568   -0.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5407    0.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830    0.5850    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034    1.3902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1493    2.0087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    0.8321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3949    1.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    2.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2604    2.1405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4494    2.4678    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  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
 10 12  1  0  0  0  0
  8 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  1  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 37  1  0  0  0  0
 31 38  1  0  0  0  0
 26 38  1  0  0  0  0
 24 39  1  6  0  0  0
 24 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
  4 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 40 47  1  0  0  0  0
  2 48  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084392

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]([H])(C(C)=C1[C@@]1(C)[C@H](CC(=O)OC)[C@@]3(C)[C@H](C[C@@H](OC(C)=O)[C@@]4(C)CO[C@@]([H])([C@@]1([H])O2)[C@]34[H])OC(=O)CC(C)C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H46O9/c1-17(2)11-27(37)43-25-14-24(41-19(4)35)32(5)16-40-29-30(32)33(25,6)23(13-26(36)38-8)34(7)28-18(3)21(20-9-10-39-15-20)12-22(28)42-31(29)34/h9-10,15,17,21-25,29-31H,11-14,16H2,1-8H3/t21-,22-,23-,24-,25+,29-,30+,31-,32-,33+,34-/m1/s1

> <INCHI_KEY>
MGNBYZGLBGZLSJ-RMXSUMFLSA-N

> <FORMULA>
C34H46O9

> <MOLECULAR_WEIGHT>
598.733

> <EXACT_MASS>
598.314183061

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
63.60491233509798

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-(acetyloxy)-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.0^{2,9}.0^{4,8}.0^{15,18}]octadec-7-en-12-yl 3-methylbutanoate

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
3.6181530493333316

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.838751125474928

> <JCHEM_POLAR_SURFACE_AREA>
110.5

> <JCHEM_REFRACTIVITY>
155.1849

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-(acetyloxy)-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.0^{2,9}.0^{4,8}.0^{15,18}]octadec-7-en-12-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -5.373   4.580   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.032   3.823   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.016   2.283   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.675   1.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.660  -0.013   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.318  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.303  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.038  -3.067   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.054  -4.606   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.395  -5.363   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.721  -4.580   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.410  -6.903   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.364  -2.283   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.008   0.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.238  -1.509   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.797  -0.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.185  -1.901   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.670  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.058  -3.800   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.543  -4.209   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.766  -1.228   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.931   0.631   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.421  -0.829   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.596   2.134   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.922   2.917   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.076   1.898   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       5.689   3.311   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       4.464   0.485   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.619  -0.534   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.473  -2.067   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.945   0.249   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       8.132   1.230   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       8.358  -0.363   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.684   0.420   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.838  -0.599   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      10.226  -2.012   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.693  -1.866   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.609   1.752   0.000  0.00  0.00           C+0
HETATM   39  H   UNK     0       1.462   1.092   0.000  0.00  0.00           H+0
HETATM   40  C   UNK     0       1.126   2.595   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0       2.145   3.750   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0      -0.008   1.553   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   44  C   UNK     0      -1.349   2.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.604   3.203   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.044   3.819   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       0.486   3.996   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -2.706   4.607   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   44                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8                                                            
CONECT   14    6   15   16   42                                             
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   16   23   24   28                                             
CONECT   23   22                                                            
CONECT   24   22   25   39   40                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28   38                                             
CONECT   27   26                                                            
CONECT   28   26   22   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33   38                                             
CONECT   32   31                                                            
CONECT   33   31   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   33                                                       
CONECT   38   31   26                                                       
CONECT   39   24                                                            
CONECT   40   24   41   42   47                                             
CONECT   41   40                                                            
CONECT   42   40   14   43   44                                             
CONECT   43   42                                                            
CONECT   44   42    4   45   46                                             
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   40                                                       
CONECT   48    2                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Value	Source
Salannol acetic acid	Generator

Chemical Formula

C₃₄H₄₆O₉

Average Mass

598.7330 Da

Monoisotopic Mass

598.31418 Da

IUPAC Name

(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-(acetyloxy)-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.0^{2,9}.0^{4,8}.0^{15,18}]octadec-7-en-12-yl 3-methylbutanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]([H])(C(C)=C1[C@@]1(C)[C@H](CC(=O)OC)[C@@]3(C)[C@H](C[C@@H](OC(C)=O)[C@@]4(C)CO[C@@]([H])([C@@]1([H])O2)[C@]34[H])OC(=O)CC(C)C)C1=COC=C1

InChI Identifier

InChI=1S/C34H46O9/c1-17(2)11-27(37)43-25-14-24(41-19(4)35)32(5)16-40-29-30(32)33(25,6)23(13-26(36)38-8)34(7)28-18(3)21(20-9-10-39-15-20)12-22(28)42-31(29)34/h9-10,15,17,21-25,29-31H,11-14,16H2,1-8H3/t21-,22-,23-,24-,25+,29-,30+,31-,32-,33+,34-/m1/s1

InChI Key

MGNBYZGLBGZLSJ-RMXSUMFLSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Azadirachta indica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Naphthofuran
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Furan
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.08	ALOGPS
logP	3.62	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	110.5 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	155.18 m³·mol⁻¹	ChemAxon
Polarizability	63.6 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

C00053764

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

14194026

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Salannol 3-acetate (NP0084392)

MOL for NP0084392 (Salannol 3-acetate)

3D MOL for NP0084392 (Salannol 3-acetate)

3D SDF for NP0084392 (Salannol 3-acetate)

3D-SDF for NP0084392 (Salannol 3-acetate)

PDB for NP0084392 (Salannol 3-acetate)

3D PDB for NP0084392 (Salannol 3-acetate)

SMILES for NP0084392 (Salannol 3-acetate)

INCHI for NP0084392 (Salannol 3-acetate)

Structure for NP0084392 (Salannol 3-acetate)

3D Structure for NP0084392 (Salannol 3-acetate)