NP-MRD: Showing NP-Card for (1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium (NP0237765)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 21:00:15 UTC

Updated at

2022-09-06 21:00:15 UTC

NP-MRD ID

NP0237765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium

Description

Alstiphyllanine B belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group. (1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium is found in Alstonia macrophylla. Based on a literature review very few articles have been published on Alstiphyllanine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062223002D          

 43 49  0  0  1  0            999 V2000
   -0.9531    3.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    1.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981    1.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    0.5654    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0741   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.1805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2468    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0456    1.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    2.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6117    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663    0.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    0.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    1.0687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9169    0.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6860    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.4543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4875    2.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4853    3.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.6897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    4.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0518    4.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807    4.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785    5.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918    6.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    5.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6207    6.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185    6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    4.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6253    4.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275    3.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963    4.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594    2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099    2.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806    3.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    4.2330    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
  7 21  1  6  0  0  0
 20 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  6  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  2  0  0  0  0
 30 39  1  0  0  0  0
 25 40  1  1  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  CHG  1   5   1
M  END

     RDKit          3D

 82 88  0  0  0  0  0  0  0  0999 V2000
    1.5532   -3.3043   -0.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -3.6637   -0.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7872   -2.8892    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835   -3.3725    0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0695   -2.4972    0.9603 N   0  0  2  0  0  4  0  0  0  0  0  0
   -3.9811   -3.2971    1.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9821   -1.7897    0.0605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2242   -1.0718   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.1484   -0.2738 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6412    1.3004   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6546    2.0631   -1.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368    3.4304   -1.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323    4.1319   -2.8650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2180    5.5140   -2.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2103    4.0500   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047    3.3135    0.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216    1.9409    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622    0.9840    1.7113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216    1.2717    3.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699   -0.2616    1.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3092   -0.6381    0.8064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5335   -1.4899    1.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0694   -1.4481    2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462   -1.5328    0.6099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8957   -0.4394   -0.2968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2431    0.8669    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684    0.6855    0.2043 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399    1.6777    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5504    2.7647    0.9681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4797    1.4378    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    2.4512    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6698    2.2727    0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2147    1.0778    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5873    0.8736    0.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4278    1.9253    0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973    0.0304    0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807   -1.1516   -0.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -2.2360   -0.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    0.2551    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809   -0.6714   -1.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700    0.2058   -2.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -1.7734   -2.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654   -1.8960   -3.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -3.8526    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -3.7501   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -2.2506   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308   -4.6671   -0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -3.6183   -0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1913   -4.3789    0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5501   -3.9803    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6021   -2.5786    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -3.8447    2.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8246   -2.3619   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0347   -0.5365   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8476   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4475    1.6291   -2.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    5.8998   -3.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705    5.9717   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422    5.6795   -2.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330    5.1205   -0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4231    3.8265    1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    2.1836    3.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6927    1.4989    3.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559    0.4521    3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0102   -1.4601    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7714   -0.4925    2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319   -2.2624    2.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6453   -1.3758    0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4587    1.6673   -0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665    1.1472    1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8863    3.3987    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2877    3.1017    1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4827    1.6428    1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3485    2.7704    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1223    2.2945    1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -2.9614   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200   -2.7922    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -1.8664   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3972   -0.5558   -0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.9020   -3.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8876   -1.8094   -4.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536   -1.0912   -3.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
 43 42  1  0
 42 40  1  0
 40 41  2  0
 25 40  1  6
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  0
 21  7  1  0
  7  8  1  0
  9  8  1  6
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
  7  5  1  0
  5  6  1  1
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  9 25  1  0
 17 10  1  0
 39 30  1  0
  3 24  1  0
  5 22  1  0
  9 20  1  0
 20 18  1  1
 43 80  1  0
 43 81  1  0
 43 82  1  0
 26 69  1  0
 26 70  1  0
 31 71  1  0
 32 72  1  0
 35 73  1  0
 35 74  1  0
 35 75  1  0
 38 76  1  0
 38 77  1  0
 38 78  1  0
 39 79  1  0
 24 68  1  1
 23 66  1  0
 23 67  1  0
 22 65  1  1
  7 53  1  6
  8 54  1  0
  8 55  1  0
 11 56  1  0
 14 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 16 61  1  0
 19 62  1  0
 19 63  1  0
 19 64  1  0
  6 50  1  0
  6 51  1  0
  6 52  1  0
  4 48  1  0
  4 49  1  0
  2 47  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
M  CHG  1   5   1
M  END


  Mrv1652309062223002D          

 43 49  0  0  1  0            999 V2000
   -0.9531    3.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    1.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981    1.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    0.5654    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0741   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.1805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2468    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0456    1.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    2.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6117    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663    0.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    0.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4982   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    1.0687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9169    0.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6860    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.4543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4875    2.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4853    3.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.6897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    4.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0518    4.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807    4.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785    5.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918    6.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    5.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6207    6.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185    6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    4.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6253    4.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275    3.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963    4.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594    2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9099    2.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0806    3.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    4.2330    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
  7 21  1  6  0  0  0
 20 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  6  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  2  0  0  0  0
 30 39  1  0  0  0  0
 25 40  1  1  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
NP0237765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]1(COC(=O)C2=CC=C(OC)C(OC)=C2)[C@H]2C[C@H]3[C@]45O[C@@H](C[C@]14C1=CC(OC)=CC=C1N5C)[N+]3(C)C\C2=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C33H39N2O8/c1-8-19-17-35(3)27-15-22(19)31(30(37)41-7,18-42-29(36)20-9-12-25(39-5)26(13-20)40-6)32-16-28(35)43-33(27,32)34(2)24-11-10-21(38-4)14-23(24)32/h8-14,22,27-28H,15-18H2,1-7H3/q+1/b19-8-/t22-,27-,28-,31-,32-,33-,35?/m0/s1

> <INCHI_KEY>
FEWCKFKZLJXUMP-GMHDAERMSA-N

> <FORMULA>
C33H39N2O8

> <MOLECULAR_WEIGHT>
591.68

> <EXACT_MASS>
591.270092644

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
62.535354969382894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,9S,11S,14E,15S,17S,19R)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-trien-12-ium

> <JCHEM_LOGP>
0.12272930986158861

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-4.203637923223618

> <JCHEM_POLAR_SURFACE_AREA>
92.76

> <JCHEM_REFRACTIVITY>
169.93419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,11S,14E,15S,17S,19R)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-trien-12-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.779   6.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.805   4.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.485   3.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.557   1.981   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.880   1.055   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0       0.138  -0.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.437   0.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.194   1.551   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.818   3.128   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.419   3.131   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.438   4.286   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.947   3.982   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.966   5.137   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.475   4.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.438   2.522   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.420   1.367   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.910   1.671   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.703   0.769   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.663  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.227   1.995   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.578   0.249   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.754   2.094   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.281   3.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.028   4.581   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.777   4.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.772   6.121   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.437   6.887   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.432   8.427   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.097   9.194   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.764   9.201   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.760  10.741   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.091  11.515   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.427  10.748   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.759  11.522   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.754  13.062   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.431   9.208   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.767   8.442   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.771   6.902   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.100   8.435   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.031   5.475   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.432   4.836   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.884   7.008   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.138   7.902   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   22                                             
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20   25                                             
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    9   21   22                                             
CONECT   21   20    7                                                       
CONECT   22   20    5   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24    9   26   40                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   30                                                       
CONECT   40   25   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₉N₂O₈

Average Mass

591.6800 Da

Monoisotopic Mass

591.27009 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]1(COC(=O)C2=CC=C(OC)C(OC)=C2)[C@H]2C[C@H]3[C@]45O[C@@H](C[C@]14C1=CC(OC)=CC=C1N5C)[N+]3(C)C\C2=C\C

InChI Identifier

InChI=1S/C33H39N2O8/c1-8-19-17-35(3)27-15-22(19)31(30(37)41-7,18-42-29(36)20-9-12-25(39-5)26(13-20)40-6)32-16-28(35)43-33(27,32)34(2)24-11-10-21(38-4)14-23(24)32/h8-14,22,27-28H,15-18H2,1-7H3/q+1/b19-8-/t22-,27-,28-,31-,32-,33-,35?/m0/s1

InChI Key

FEWCKFKZLJXUMP-GMHDAERMSA-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
Alstonia macrophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Corynanthean-type alkaloids

Sub Class

Not Available

Direct Parent

Corynanthean-type alkaloids

Alternative Parents

Substituents

Corynanthean skeleton
Pyridoindole
Carbazole
Beta-carboline
P-methoxybenzoic acid or derivatives
M-methoxybenzoic acid or derivatives
Quinolizidine
Dimethoxybenzene
O-dimethoxybenzene
Benzoate ester
Benzoic acid or derivatives
Indole or derivatives
Phenol ether
Dialkylarylamine
Anisole
Methoxybenzene
Phenoxy compound
Benzoyl
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Piperidine
Tetraalkylammonium salt
Methyl ester
Quaternary ammonium salt
Oxazolidine
Oxolane
Carboxylic acid ester
Hemiaminal
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Organic cation
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047166

Chemspider ID

24621500

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45270514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium (NP0237765)

MOL for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

3D MOL for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

3D SDF for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

3D-SDF for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

PDB for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

3D PDB for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

SMILES for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

INCHI for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

Structure for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)

3D Structure for NP0237765 ((1r,9s,11s,14e,15s,17s,19r)-19-[(3,4-dimethoxybenzoyloxy)methyl]-14-ethylidene-6-methoxy-19-(methoxycarbonyl)-2,12-dimethyl-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-trien-12-ium)