NP-MRD: Showing NP-Card for (1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate (NP0160148)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:02:12 UTC

Updated at

2022-09-02 18:02:12 UTC

NP-MRD ID

NP0160148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate

Description

(1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]Icos-13-en-18-yl 4-methoxybenzoate belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. (1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate is found in Aconitum episcopale. Based on a literature review very few articles have been published on (1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]Icos-13-en-18-yl 4-methoxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022220022D          

 43 49  0  0  1  0            999 V2000
   -1.1487    0.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5039    0.0093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.0669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5812    0.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    1.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949    0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -1.0340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3726   -1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -1.5851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2390   -2.4770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -0.7115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1955   -0.5046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5241   -1.0047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.8507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8420   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705   -0.7226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5036   -1.0006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441   -0.0756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1363    0.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6605    0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7979    0.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652    0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861    0.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7605    0.8694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6654    1.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    2.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3465    0.1288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9002   -0.6174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4223   -1.4304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8041   -2.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705   -2.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026   -3.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1984   -3.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1623   -4.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4305   -5.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -6.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901   -6.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -4.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7708   -3.9149    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15  3  1  6  0  0  0
 15 16  1  0  0  0  0
  9 16  1  1  0  0  0
 14 17  1  1  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30  5  1  1  0  0  0
 14 30  1  0  0  0  0
 31 25  1  1  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 36 43  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
   -4.7021   -1.6570   -2.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0214   -0.3950   -2.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391   -0.4421   -1.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -0.5121   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    0.0630    1.0540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4673   -0.2495    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511    0.0932    2.6269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7203   -0.5098    1.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9902    1.5886    0.8153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9354    2.3555    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546    2.1200    0.7545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3403    3.1124   -0.1155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1878    3.7699    0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462    0.7175    0.1132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7944    0.8714   -0.9989 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7958    1.7351   -0.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    0.5282   -0.5184 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1997   -0.5628   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3177   -0.7696   -1.5095 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8145   -0.5537   -2.7941 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -2.1425   -1.0651 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9444   -2.5538   -1.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704   -3.7024   -2.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419   -2.1918    0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4829   -1.3179    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -1.9659    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0365   -1.5961    1.1853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6706   -2.4531    0.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599   -3.5640    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335   -0.1782    1.1080 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6626    0.1541    0.4854 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7587    0.3204   -0.5539 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0456    0.2785   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251    1.3234   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368    2.2936   -1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3218    1.3508   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0905    2.4340   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4225    2.5463   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0258    1.5551    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3714    1.6218    1.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1110    2.7635    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2699    0.4719    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187    0.3746    0.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8162   -1.6030   -2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -1.7949   -4.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -2.5354   -2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2522   -0.1339   -3.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956    0.4224   -2.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9872   -1.4591   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2545    0.2016   -0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7740    0.1438    3.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852   -1.3699    2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6680   -1.6376    1.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8730   -0.1890    0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7545   -0.3130    2.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0020    1.9093    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562    2.1233    2.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1959    3.4291    1.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8627    2.0539    1.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554    4.2332    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    4.6200   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832    3.1058    0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3498    1.2432   -1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1189    1.4605   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -0.1674   -2.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -1.4960   -1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    0.4098   -2.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -2.8367   -1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187   -4.5384   -1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7643   -4.1313   -2.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1037   -3.5593   -3.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -3.2491    0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5647   -1.9047    0.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787   -3.0498    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2600   -2.0075    2.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -4.1454   -0.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974   -3.3748    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5089   -4.2479    1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    0.2424    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7016    0.7776    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577    1.2794   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6532    3.2324   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0205    3.3994   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1333    2.6833    1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1219    2.7039   -0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6455    3.7141    0.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7504   -0.3024    1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3396   -0.4676    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 11  1  1
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  1  0
 39 42  1  0
 42 43  2  0
 32 31  1  0
 31 25  1  0
 25 24  1  0
 24 21  1  0
 21 22  1  0
 22 23  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 14 15  1  0
 15 16  1  0
 15  3  1  0
 30  5  1  0
 16  9  1  0
 30 14  1  0
 31 17  1  0
 21 19  1  0
 43 36  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  4 49  1  0
  4 50  1  0
  6 51  1  0
  6 52  1  0
  8 53  1  0
  8 54  1  0
  8 55  1  0
  9 56  1  1
 10 57  1  0
 10 58  1  0
 11 59  1  1
 13 60  1  0
 13 61  1  0
 13 62  1  0
 17 64  1  6
 18 65  1  0
 18 66  1  0
 20 67  1  0
 32 81  1  6
 37 82  1  0
 38 83  1  0
 41 84  1  0
 41 85  1  0
 41 86  1  0
 42 87  1  0
 43 88  1  0
 31 80  1  1
 24 72  1  0
 24 73  1  0
 21 68  1  6
 23 69  1  0
 23 70  1  0
 23 71  1  0
 26 74  1  0
 27 75  1  1
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  1
 15 63  1  6
M  END


  Mrv1652309022220022D          

 43 49  0  0  1  0            999 V2000
   -1.1487    0.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5039    0.0093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -0.0669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5812    0.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    1.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949    0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608   -1.0340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3726   -1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -1.5851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2390   -2.4770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -0.7115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1955   -0.5046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5241   -1.0047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.8507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8420   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705   -0.7226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5036   -1.0006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441   -0.0756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1363    0.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6605    0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7979    0.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652    0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861    0.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7605    0.8694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6654    1.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    2.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3465    0.1288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9002   -0.6174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4223   -1.4304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8041   -2.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705   -2.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026   -3.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1984   -3.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1623   -4.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4305   -5.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -6.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901   -6.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -4.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7708   -3.9149    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15  3  1  6  0  0  0
 15 16  1  0  0  0  0
  9 16  1  1  0  0  0
 14 17  1  1  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30  5  1  1  0  0  0
 14 30  1  0  0  0  0
 31 25  1  1  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 36 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0160148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC)[C@H]3C[C@H](OC)[C@]4([C@@H]5C[C@@]6(O)[C@H](OC(=O)C7=CC=C(OC)C=C7)[C@@H]5C(C[C@@H]6OC)=C[C@H](OC)[C@H]24)[C@@H]1O3

> <INCHI_IDENTIFIER>
InChI=1S/C33H45NO9/c1-7-34-16-31(17-37-2)23-14-25(41-6)33(30(34)42-23)21-15-32(36)24(40-5)13-19(12-22(39-4)27(31)33)26(21)28(32)43-29(35)18-8-10-20(38-3)11-9-18/h8-12,21-28,30,36H,7,13-17H2,1-6H3/t21-,22+,23-,24+,25+,26-,27-,28-,30+,31+,32+,33+/m1/s1

> <INCHI_KEY>
FXOKFRHHIVZUGE-ADITUMOXSA-N

> <FORMULA>
C33H45NO9

> <MOLECULAR_WEIGHT>
599.721

> <EXACT_MASS>
599.309432033

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
65.06353075155437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0^{2,7}.0^{2,11}.0^{5,10}.0^{14,19}]icos-13-en-18-yl 4-methoxybenzoate

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
1.6332555049999977

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.85097150285015

> <JCHEM_PKA_STRONGEST_BASIC>
5.999324191494405

> <JCHEM_POLAR_SURFACE_AREA>
105.15000000000002

> <JCHEM_REFRACTIVITY>
157.3457999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0^{2,7}.0^{2,11}.0^{5,10}.0^{14,19}]icos-13-en-18-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.144   0.593   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.748  -0.215   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.941   0.017   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.914   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.879  -0.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.085   1.243   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.229   2.322   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.670   1.781   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.540  -1.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.562  -3.514   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.991  -2.959   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.179  -4.624   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.896  -6.195   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.036  -1.328   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.232  -0.942   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.978  -1.875   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.716  -1.588   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.172  -2.244   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.718  -1.349   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.273  -1.868   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.789  -0.141   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.454   0.060   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.433   1.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.956   1.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.588   0.426   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.694   1.706   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.153   1.623   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.975   3.277   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.745   4.702   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.380   0.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.280  -1.152   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.255  -2.670   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.968  -4.184   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.339  -5.058   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.705  -4.347   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      10.272  -6.597   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.570  -7.424   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.503  -8.963   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.137  -9.674   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      10.069 -11.212   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      11.368 -12.040   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.838  -8.846   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.905  -7.308   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   17   30                                             
CONECT   15   14    3   16                                                  
CONECT   16   15    9                                                       
CONECT   17   14   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21   32                                             
CONECT   20   19                                                            
CONECT   21   19   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27    5   14                                                  
CONECT   31   25   17   32                                                  
CONECT   32   31   19   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   43                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   39   43                                                       
CONECT   43   42   36                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-Ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0,.0,.0,.0,]icos-13-en-18-yl 4-methoxybenzoic acid	Generator

Chemical Formula

C₃₃H₄₅NO₉

Average Mass

599.7210 Da

Monoisotopic Mass

599.30943 Da

IUPAC Name

(1R,2R,3S,5R,7S,10R,11R,12S,16S,17S,18R,19S)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0^{2,7}.0^{2,11}.0^{5,10}.0^{14,19}]icos-13-en-18-yl 4-methoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC)[C@H]3C[C@H](OC)[C@]4([C@@H]5C[C@@]6(O)[C@H](OC(=O)C7=CC=C(OC)C=C7)[C@@H]5C(C[C@@H]6OC)=C[C@H](OC)[C@H]24)[C@@H]1O3

InChI Identifier

InChI=1S/C33H45NO9/c1-7-34-16-31(17-37-2)23-14-25(41-6)33(30(34)42-23)21-15-32(36)24(40-5)13-19(12-22(39-4)27(31)33)26(21)28(32)43-29(35)18-8-10-20(38-3)11-9-18/h8-12,21-28,30,36H,7,13-17H2,1-6H3/t21-,22+,23-,24+,25+,26-,27-,28-,30+,31+,32+,33+/m1/s1

InChI Key

FXOKFRHHIVZUGE-ADITUMOXSA-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
Aconitum episcopale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Benzoate ester
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
1,3-oxazinane
Oxane
Oxazinane
Piperidine
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Hemiaminal
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen 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	2.48	ALOGPS
logP	1.63	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.85	ChemAxon
pKa (Strongest Basic)	6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.15 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	157.35 m³·mol⁻¹	ChemAxon
Polarizability	65.06 Å³	ChemAxon
Number of Rings	7	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

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

162875555

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate (NP0160148)

MOL for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

3D MOL for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

3D SDF for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

3D-SDF for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

PDB for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

3D PDB for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

SMILES for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

INCHI for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

Structure for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)

3D Structure for NP0160148 ((1r,2r,3s,5r,7s,10r,11r,12s,16s,17s,18r,19s)-8-ethyl-17-hydroxy-3,12,16-trimethoxy-10-(methoxymethyl)-6-oxa-8-azahexacyclo[15.2.1.0²,⁷.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]icos-13-en-18-yl 4-methoxybenzoate)