NP-MRD: Showing NP-Card for ophiosetin (NP0039166)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:40:20 UTC

Updated at

2021-06-30 00:12:21 UTC

NP-MRD ID

NP0039166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ophiosetin

Provided By

JEOL Database JEOL Logo

Description

ophiosetin is found in Elaphocordyceps ophioglossoides. ophiosetin was first documented in 2010 (Putri, S. P., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123403D          

 59 61  0  0  0  0            999 V2000
    1.4290    0.8651   -5.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286    0.1497   -4.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7643   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    0.0385   -3.0977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0273    0.4047   -3.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940    1.1564   -3.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.7136   -1.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4531    3.1577   -1.8098 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5331    3.6627   -0.3568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9697    5.1305   -0.2987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2602    5.2976   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013    3.4708    0.3801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6674    2.0411    0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4977    1.6560   -1.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7360    0.2822   -1.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5224   -0.8405   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596    0.3051   -0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    1.5682   -0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518   -0.6941   -1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.5002   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5456   -0.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -1.7550   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0635   -1.4574   -1.5811 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9633   -2.5656   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -2.6318   -1.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894   -3.9958   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.0797   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -2.6355   -2.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    0.6648   -6.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.5116   -4.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    1.9485   -5.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.9335   -4.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    1.8488   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.0370   -3.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    0.0245   -4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    1.3461   -3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    1.1028   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054    3.8184   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500    3.2044   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985    3.0604    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    5.4867    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    5.7714   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8776    4.7395   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    4.1698   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    3.7119    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    1.3560    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    1.9744    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    2.4490   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.7416    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -0.8361   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.8412   -1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477    1.5534   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.1848    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -0.5857   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -1.2613   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -2.3245   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -4.5489   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -3.9847   -2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -4.4882   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0  0  0  0
 25 22  1  0  0  0  0
 22 20  1  0  0  0  0
 20 19  1  0  0  0  0
  8  7  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  1  0  0  0  0
 14 48  1  6  0  0  0
  6  5  2  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  4 15  1  0  0  0  0
  3  2  2  0  0  0  0
 14  7  1  0  0  0  0
  2  1  1  0  0  0  0
 15 17  1  1  0  0  0
 20 21  2  0  0  0  0
 27 28  2  0  0  0  0
 17 19  2  0  0  0  0
 22 23  1  0  0  0  0
 19 27  1  0  0  0  0
 23 24  1  0  0  0  0
 12  9  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
  7 37  1  1  0  0  0
  9  8  1  0  0  0  0
 25 26  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
  9 40  1  1  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
  6 36  1  0  0  0  0
  5 35  1  0  0  0  0
  4 34  1  1  0  0  0
 22 53  1  1  0  0  0
 18 52  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
  3 33  1  0  0  0  0
 11 43  1  0  0  0  0
  2 32  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 16 51  1  0  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    1.4290    0.8651   -5.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286    0.1497   -4.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7643   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    0.0385   -3.0977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0273    0.4047   -3.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940    1.1564   -3.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.7136   -1.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4531    3.1577   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5331    3.6627   -0.3568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9697    5.1305   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2602    5.2976   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013    3.4708    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674    2.0411    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    1.6560   -1.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7360    0.2822   -1.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5224   -0.8405   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596    0.3051   -0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    1.5682   -0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518   -0.6941   -1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.5002   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5456   -0.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -1.7550   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0635   -1.4574   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -2.5656   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -2.6318   -1.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894   -3.9958   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.0797   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -2.6355   -2.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    0.6648   -6.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.5116   -4.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    1.9485   -5.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.9335   -4.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    1.8488   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.0370   -3.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    0.0245   -4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    1.3461   -3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    1.1028   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054    3.8184   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500    3.2044   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985    3.0604    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    5.4867    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    5.7714   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8776    4.7395   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    4.1698   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    3.7119    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    1.3560    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    1.9744    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    2.4490   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.7416    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -0.8361   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.8412   -1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477    1.5534   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.1848    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -0.5857   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -1.2613   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -2.3245   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -4.5489   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -3.9847   -2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -4.4882   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 22  1  0
 22 20  1  0
 20 19  1  0
  8  7  1  0
 17 18  1  0
 14 13  1  0
  9 10  1  0
 14 15  1  0
  4  3  1  0
  7  6  1  0
 14 48  1  6
  6  5  2  0
 10 11  1  0
  5  4  1  0
  4 15  1  0
  3  2  2  0
 14  7  1  0
  2  1  1  0
 15 17  1  1
 20 21  2  0
 27 28  2  0
 17 19  2  0
 22 23  1  0
 19 27  1  0
 23 24  1  0
 12  9  1  0
 15 16  1  0
 12 13  1  0
  7 37  1  1
  9  8  1  0
 25 26  1  0
 12 44  1  0
 12 45  1  0
  9 40  1  1
  8 38  1  0
  8 39  1  0
 13 46  1  0
 13 47  1  0
  6 36  1  0
  5 35  1  0
  4 34  1  1
 22 53  1  1
 18 52  1  0
 10 41  1  0
 10 42  1  0
  3 33  1  0
 11 43  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 16 49  1  0
 16 50  1  0
 16 51  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv1652306202123403D          

 59 61  0  0  0  0            999 V2000
    1.4290    0.8651   -5.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286    0.1497   -4.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7643   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    0.0385   -3.0977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0273    0.4047   -3.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940    1.1564   -3.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.7136   -1.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4531    3.1577   -1.8098 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5331    3.6627   -0.3568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9697    5.1305   -0.2987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2602    5.2976   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013    3.4708    0.3801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6674    2.0411    0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4977    1.6560   -1.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7360    0.2822   -1.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5224   -0.8405   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596    0.3051   -0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    1.5682   -0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518   -0.6941   -1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.5002   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5456   -0.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -1.7550   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0635   -1.4574   -1.5811 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9633   -2.5656   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -2.6318   -1.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894   -3.9958   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.0797   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -2.6355   -2.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    0.6648   -6.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.5116   -4.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    1.9485   -5.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.9335   -4.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    1.8488   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.0370   -3.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    0.0245   -4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    1.3461   -3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    1.1028   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054    3.8184   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500    3.2044   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985    3.0604    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    5.4867    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    5.7714   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8776    4.7395   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    4.1698   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    3.7119    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    1.3560    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    1.9744    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    2.4490   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.7416    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -0.8361   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.8412   -1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477    1.5534   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.1848    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -0.5857   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -1.2613   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -2.3245   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -4.5489   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -3.9847   -2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -4.4882   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0  0  0  0
 25 22  1  0  0  0  0
 22 20  1  0  0  0  0
 20 19  1  0  0  0  0
  8  7  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  1  0  0  0  0
 14 48  1  6  0  0  0
  6  5  2  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  4 15  1  0  0  0  0
  3  2  2  0  0  0  0
 14  7  1  0  0  0  0
  2  1  1  0  0  0  0
 15 17  1  1  0  0  0
 20 21  2  0  0  0  0
 27 28  2  0  0  0  0
 17 19  2  0  0  0  0
 22 23  1  0  0  0  0
 19 27  1  0  0  0  0
 23 24  1  0  0  0  0
 12  9  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
  7 37  1  1  0  0  0
  9  8  1  0  0  0  0
 25 26  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
  9 40  1  1  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
  6 36  1  0  0  0  0
  5 35  1  0  0  0  0
  4 34  1  1  0  0  0
 22 53  1  1  0  0  0
 18 52  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
  3 33  1  0  0  0  0
 11 43  1  0  0  0  0
  2 32  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 16 51  1  0  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O\C(=C1\C(=O)N(C([H])([H])[H])[C@]([H])(C1=O)C([H])([H])O[H])[C@]1(C([H])([H])[H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])[H])C([H])=C([H])[C@]2([H])C([H])([H])[C@]([H])(C([H])([H])O[H])C([H])([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO5/c1-4-5-15-8-7-14-10-13(11-24)6-9-16(14)22(15,2)20(27)18-19(26)17(12-25)23(3)21(18)28/h4-5,7-8,13-17,24-25,27H,6,9-12H2,1-3H3/b5-4+,20-18+/t13-,14-,15-,16-,17+,22-/m1/s1

> <INCHI_KEY>
WZQSQSNVQCSAAE-IIFNNQGOSA-N

> <FORMULA>
C22H31NO5

> <MOLECULAR_WEIGHT>
389.492

> <EXACT_MASS>
389.220223102

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.06747204316949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-6-(hydroxymethyl)-1-methyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
1.3108687316666665

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.081353056085996

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.586228056812645

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7344723980041924

> <JCHEM_POLAR_SURFACE_AREA>
98.07

> <JCHEM_REFRACTIVITY>
110.08329999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-6-(hydroxymethyl)-1-methyl-2-[(1E)-prop-1-en-1-yl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    1.4290    0.8651   -5.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286    0.1497   -4.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7643   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    0.0385   -3.0977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0273    0.4047   -3.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940    1.1564   -3.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.7136   -1.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4531    3.1577   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5331    3.6627   -0.3568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9697    5.1305   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2602    5.2976   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013    3.4708    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674    2.0411    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    1.6560   -1.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7360    0.2822   -1.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5224   -0.8405   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596    0.3051   -0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    1.5682   -0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518   -0.6941   -1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.5002   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5456   -0.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -1.7550   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0635   -1.4574   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -2.5656   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -2.6318   -1.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894   -3.9958   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.0797   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -2.6355   -2.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    0.6648   -6.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.5116   -4.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    1.9485   -5.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.9335   -4.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    1.8488   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.0370   -3.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    0.0245   -4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    1.3461   -3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    1.1028   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054    3.8184   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500    3.2044   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985    3.0604    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    5.4867    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    5.7714   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8776    4.7395   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    4.1698   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    3.7119    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    1.3560    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    1.9744    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    2.4490   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.7416    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -0.8361   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.8412   -1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477    1.5534   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.1848    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -0.5857   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -1.2613   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -2.3245   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -4.5489   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -3.9847   -2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -4.4882   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 22  1  0
 22 20  1  0
 20 19  1  0
  8  7  1  0
 17 18  1  0
 14 13  1  0
  9 10  1  0
 14 15  1  0
  4  3  1  0
  7  6  1  0
 14 48  1  6
  6  5  2  0
 10 11  1  0
  5  4  1  0
  4 15  1  0
  3  2  2  0
 14  7  1  0
  2  1  1  0
 15 17  1  1
 20 21  2  0
 27 28  2  0
 17 19  2  0
 22 23  1  0
 19 27  1  0
 23 24  1  0
 12  9  1  0
 15 16  1  0
 12 13  1  0
  7 37  1  1
  9  8  1  0
 25 26  1  0
 12 44  1  0
 12 45  1  0
  9 40  1  1
  8 38  1  0
  8 39  1  0
 13 46  1  0
 13 47  1  0
  6 36  1  0
  5 35  1  0
  4 34  1  1
 22 53  1  1
 18 52  1  0
 10 41  1  0
 10 42  1  0
  3 33  1  0
 11 43  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 16 49  1  0
 16 50  1  0
 16 51  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.429   0.865  -5.273  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.329   0.150  -4.562  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.613   0.764  -3.826  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.737   0.039  -3.098  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.027   0.405  -3.792  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.994   1.156  -3.254  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.922   1.714  -1.866  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.453   3.158  -1.810  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.533   3.663  -0.357  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.970   5.130  -0.299  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.260   5.298  -0.872  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.201   3.471   0.380  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   2.041   0.252  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.498   1.656  -1.240  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.736   0.282  -1.524  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.522  -0.841  -0.794  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.260   0.305  -0.993  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.120   1.568  -0.521  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.652  -0.694  -1.024  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.035  -0.500  -0.507  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.440   0.546  -0.011  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.851  -1.755  -0.702  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.064  -1.457  -1.581  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.963  -2.566  -1.569  0.00  0.00           O+0
HETATM   25  N   UNK     0       1.856  -2.632  -1.323  0.00  0.00           N+0
HETATM   26  C   UNK     0       2.189  -3.996  -1.678  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.605  -2.080  -1.555  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.324  -2.636  -2.106  0.00  0.00           O+0
HETATM   29  H   UNK     0       1.371   0.665  -6.348  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.398   0.512  -4.909  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.383   1.948  -5.125  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.305  -0.934  -4.669  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.597   1.849  -3.727  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.620  -1.037  -3.270  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.157   0.025  -4.804  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.896   1.346  -3.832  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.609   1.103  -1.264  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.805   3.818  -2.402  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.450   3.204  -2.267  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.298   3.060   0.152  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.011   5.487   0.736  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.271   5.771  -0.847  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.878   4.739  -0.369  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.452   4.170  -0.014  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.330   3.712   1.442  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.367   1.356   0.746  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.732   1.974   0.812  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.900   2.449  -1.716  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.438  -0.742   0.294  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.587  -0.836  -1.046  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.172  -1.841  -1.043  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.048   1.553  -0.200  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.122  -2.185   0.268  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.611  -0.586  -1.207  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.768  -1.261  -2.618  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.722  -2.325  -2.131  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.295  -4.549  -1.977  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.891  -3.985  -2.516  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.646  -4.488  -0.816  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    3    1   32                                                  
CONECT    3    4    2   33                                                  
CONECT    4    3    5   15   34                                             
CONECT    5    6    4   35                                                  
CONECT    6    7    5   36                                                  
CONECT    7    8    6   14   37                                             
CONECT    8    7    9   38   39                                             
CONECT    9   10   12    8   40                                             
CONECT   10    9   11   41   42                                             
CONECT   11   10   43                                                       
CONECT   12    9   13   44   45                                             
CONECT   13   14   12   46   47                                             
CONECT   14   13   15   48    7                                             
CONECT   15   14    4   17   16                                             
CONECT   16   15   49   50   51                                             
CONECT   17   18   15   19                                                  
CONECT   18   17   52                                                       
CONECT   19   20   17   27                                                  
CONECT   20   22   19   21                                                  
CONECT   21   20                                                            
CONECT   22   25   20   23   53                                             
CONECT   23   22   24   54   55                                             
CONECT   24   23   56                                                       
CONECT   25   27   22   26                                                  
CONECT   26   25   57   58   59                                             
CONECT   27   25   28   19                                                  
CONECT   28   27                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  122    0
END

RDKit          3D

59 61  0  0  0  0  0  0  0  0999 V2000
    1.4290    0.8651   -5.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286    0.1497   -4.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    0.7643   -3.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    0.0385   -3.0977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0273    0.4047   -3.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940    1.1564   -3.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.7136   -1.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4531    3.1577   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5331    3.6627   -0.3568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9697    5.1305   -0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2602    5.2976   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013    3.4708    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674    2.0411    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    1.6560   -1.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7360    0.2822   -1.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5224   -0.8405   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596    0.3051   -0.9928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197    1.5682   -0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518   -0.6941   -1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.5002   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5456   -0.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -1.7550   -0.7018 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0635   -1.4574   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -2.5656   -1.5691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -2.6318   -1.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894   -3.9958   -1.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -2.0797   -1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -2.6355   -2.1058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3708    0.6648   -6.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    0.5116   -4.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3830    1.9485   -5.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.9335   -4.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    1.8488   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.0370   -3.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1567    0.0245   -4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    1.3461   -3.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090    1.1028   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054    3.8184   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500    3.2044   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985    3.0604    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    5.4867    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    5.7714   -0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8776    4.7395   -0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    4.1698   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    3.7119    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    1.3560    0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    1.9744    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    2.4490   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380   -0.7416    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -0.8361   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1719   -1.8412   -1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477    1.5534   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.1848    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -0.5857   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -1.2613   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217   -2.3245   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -4.5489   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -3.9847   -2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461   -4.4882   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 22  1  0
 22 20  1  0
 20 19  1  0
  8  7  1  0
 17 18  1  0
 14 13  1  0
  9 10  1  0
 14 15  1  0
  4  3  1  0
  7  6  1  0
 14 48  1  6
  6  5  2  0
 10 11  1  0
  5  4  1  0
  4 15  1  0
  3  2  2  0
 14  7  1  0
  2  1  1  0
 15 17  1  1
 20 21  2  0
 27 28  2  0
 17 19  2  0
 22 23  1  0
 19 27  1  0
 23 24  1  0
 12  9  1  0
 15 16  1  0
 12 13  1  0
  7 37  1  1
  9  8  1  0
 25 26  1  0
 12 44  1  0
 12 45  1  0
  9 40  1  1
  8 38  1  0
  8 39  1  0
 13 46  1  0
 13 47  1  0
  6 36  1  0
  5 35  1  0
  4 34  1  1
 22 53  1  1
 18 52  1  0
 10 41  1  0
 10 42  1  0
  3 33  1  0
 11 43  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 16 49  1  0
 16 50  1  0
 16 51  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₅

Average Mass

389.4920 Da

Monoisotopic Mass

389.22022 Da

IUPAC Name

(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-6-(hydroxymethyl)-1-methyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

Traditional Name

(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-6-(hydroxymethyl)-1-methyl-2-[(1E)-prop-1-en-1-yl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

[H]O\C(=C1\C(=O)N(C([H])([H])[H])[C@]([H])(C1=O)C([H])([H])O[H])[C@]1(C([H])([H])[H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])[H])C([H])=C([H])[C@]2([H])C([H])([H])[C@]([H])(C([H])([H])O[H])C([H])([H])C([H])([H])[C@@]12[H]

InChI Identifier

InChI=1S/C22H31NO5/c1-4-5-15-8-7-14-10-13(11-24)6-9-16(14)22(15,2)20(27)18-19(26)17(12-25)23(3)21(18)28/h4-5,7-8,13-17,24-25,27H,6,9-12H2,1-3H3/b5-4+,20-18+/t13-,14-,15-,16-,17+,22-/m1/s1

InChI Key

WZQSQSNVQCSAAE-IIFNNQGOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD at -80C, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tolypocladium ophioglossoides	JEOL database	Putri, S. P., et al, J. Antibiotics 63, 195 (2010)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.93	ALOGPS
logP	1.31	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	98.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.08 m³·mol⁻¹	ChemAxon
Polarizability	43.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Putri, S. P., et al. (2010). Putri, S. P., et al, J. Antibiotics 63, 195 (2010). J. Antibiotics.

Showing NP-Card for ophiosetin (NP0039166)

MOL for NP0039166 (ophiosetin)

3D MOL for NP0039166 (ophiosetin)

3D SDF for NP0039166 (ophiosetin)

3D-SDF for NP0039166 (ophiosetin)

PDB for NP0039166 (ophiosetin)

3D PDB for NP0039166 (ophiosetin)

SMILES for NP0039166 (ophiosetin)

INCHI for NP0039166 (ophiosetin)

Structure for NP0039166 (ophiosetin)

3D Structure for NP0039166 (ophiosetin)