NP-MRD: Showing NP-Card for Usenamine E (NP0015399)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 00:35:32 UTC

Updated at

2021-07-15 17:19:50 UTC

NP-MRD ID

NP0015399

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Usenamine E

Provided By

NPAtlas

Description

Usenamine E is found in Dolichousnea longissima and Usnea longissima. Based on a literature review very few articles have been published on ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117193D          

 60 62  0  0  0  0            999 V2000
    8.3538   -1.1329    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2164   -0.4443    1.9217 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9456   -0.9281    1.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.8041    0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.2688   -0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.2910   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9965   -0.9118   -1.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9649    0.5473   -1.9246 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9316    1.2863   -1.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    1.0443   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.9578   -2.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.9175   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    1.0057    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.2666    1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.7849    1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814    0.4679    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.2487    2.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    0.2452    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.1317    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108   -0.0564    2.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.1804    3.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.1174    3.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7800    0.2015    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1161    0.0806    0.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    0.3808   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095    0.4559   -1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865    0.4880   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    0.6691   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    0.4169    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.2204    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5613   -1.4103    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.6365   -0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.7878   -2.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1936   -2.2396    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4941   -0.7549    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.8976    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -0.5706    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    0.6547    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -0.9287    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.4275   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519   -1.3294   -2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.4343   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    1.0257   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    0.7084   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576    1.9745   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    1.8581   -3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0026   -3.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.1210   -3.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.8856    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2442   -1.0539    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9190   -0.3076    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    0.7214    2.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8334    0.1175    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432    1.4785   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.2448   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3364    0.1861   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.7273   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.6946   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.6466    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.6276    0.3105 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 12  1  0  0  0  0
 30 16  1  0  0  0  0
 29 18  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  2 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 45  1  0  0  0  0
 11 46  1  0  0  0  0
 11 47  1  0  0  0  0
 11 48  1  0  0  0  0
 15 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 24 53  1  0  0  0  0
 26 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
 28 57  1  0  0  0  0
 31 58  1  0  0  0  0
 31 59  1  0  0  0  0
 31 60  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    8.3538   -1.1329    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2164   -0.4443    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9456   -0.9281    1.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.8041    0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.2688   -0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.2910   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -0.9118   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    0.5473   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316    1.2863   -1.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    1.0443   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.9578   -2.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.9175   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    1.0057    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.2666    1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.7849    1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814    0.4679    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.2487    2.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    0.2452    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.1317    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108   -0.0564    2.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.1804    3.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.1174    3.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7800    0.2015    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1161    0.0806    0.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    0.3808   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095    0.4559   -1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865    0.4880   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    0.6691   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    0.4169    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.2204    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5613   -1.4103    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.6365   -0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.7878   -2.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1936   -2.2396    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4941   -0.7549    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.8976    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -0.5706    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    0.6547    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -0.9287    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.4275   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519   -1.3294   -2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.4343   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    1.0257   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    0.7084   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576    1.9745   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    1.8581   -3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0026   -3.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.1210   -3.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.8856    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2442   -1.0539    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9190   -0.3076    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    0.7214    2.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8334    0.1175    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432    1.4785   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.2448   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3364    0.1861   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.7273   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.6946   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.6466    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.6276    0.3105 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  1
 30 32  1  0
 32 33  2  0
 32 12  1  0
 30 16  1  0
 29 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 15 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 28 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END


  Mrv1652306242117193D          

 60 62  0  0  0  0            999 V2000
    8.3538   -1.1329    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2164   -0.4443    1.9217 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9456   -0.9281    1.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.8041    0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.2688   -0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.2910   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9965   -0.9118   -1.6663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9649    0.5473   -1.9246 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9316    1.2863   -1.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    1.0443   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.9578   -2.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.9175   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    1.0057    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.2666    1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.7849    1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814    0.4679    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.2487    2.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    0.2452    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.1317    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108   -0.0564    2.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.1804    3.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.1174    3.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7800    0.2015    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1161    0.0806    0.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    0.3808   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095    0.4559   -1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865    0.4880   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    0.6691   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    0.4169    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.2204    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5613   -1.4103    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.6365   -0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.7878   -2.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1936   -2.2396    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4941   -0.7549    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.8976    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -0.5706    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    0.6547    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -0.9287    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.4275   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519   -1.3294   -2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.4343   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    1.0257   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    0.7084   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576    1.9745   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    1.8581   -3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0026   -3.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.1210   -3.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.8856    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2442   -1.0539    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9190   -0.3076    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    0.7214    2.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8334    0.1175    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432    1.4785   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.2448   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3364    0.1861   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.7273   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.6946   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.6466    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.6276    0.3105 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 12  1  0  0  0  0
 30 16  1  0  0  0  0
 29 18  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  2 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 45  1  0  0  0  0
 11 46  1  0  0  0  0
 11 47  1  0  0  0  0
 11 48  1  0  0  0  0
 15 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 24 53  1  0  0  0  0
 26 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
 28 57  1  0  0  0  0
 31 58  1  0  0  0  0
 31 59  1  0  0  0  0
 31 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0015399

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(OC3=C([H])C(=O)\C(=C(/N([H])C([H])([H])C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])([H])[H])C([H])([H])[H])C(=O)[C@]23C([H])([H])[H])=C(C(=O)C([H])([H])[H])C(O[H])=C1C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO8/c1-6-32-16(28)8-7-9-25-12(3)17-14(27)10-15-24(5,23(17)31)19-21(30)11(2)20(29)18(13(4)26)22(19)33-15/h10,25,29-30H,6-9H2,1-5H3/b17-12+/t24-/m0/s1

> <INCHI_KEY>
MKICBVRSWZVTPN-JYFCICGUSA-N

> <FORMULA>
C24H27NO8

> <MOLECULAR_WEIGHT>
457.479

> <EXACT_MASS>
457.173666833

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.73986886942178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.5602302983333334

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.271734249376491

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1256382101232445

> <JCHEM_PKA_STRONGEST_BASIC>
-5.360895519758202

> <JCHEM_POLAR_SURFACE_AREA>
139.23000000000002

> <JCHEM_REFRACTIVITY>
122.36789999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    8.3538   -1.1329    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2164   -0.4443    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9456   -0.9281    1.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.8041    0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.2688   -0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.2910   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -0.9118   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    0.5473   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316    1.2863   -1.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    1.0443   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.9578   -2.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.9175   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    1.0057    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.2666    1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.7849    1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814    0.4679    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.2487    2.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    0.2452    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.1317    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108   -0.0564    2.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.1804    3.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.1174    3.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7800    0.2015    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1161    0.0806    0.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    0.3808   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095    0.4559   -1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865    0.4880   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    0.6691   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    0.4169    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.2204    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5613   -1.4103    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.6365   -0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.7878   -2.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1936   -2.2396    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4941   -0.7549    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.8976    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -0.5706    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    0.6547    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -0.9287    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.4275   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519   -1.3294   -2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.4343   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    1.0257   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    0.7084   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576    1.9745   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    1.8581   -3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0026   -3.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.1210   -3.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.8856    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2442   -1.0539    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9190   -0.3076    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    0.7214    2.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8334    0.1175    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432    1.4785   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.2448   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3364    0.1861   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.7273   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.6946   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.6466    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.6276    0.3105 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  1
 30 32  1  0
 32 33  2  0
 32 12  1  0
 30 16  1  0
 29 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 15 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 28 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       8.354  -1.133   1.199  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.216  -0.444   1.922  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.946  -0.928   1.550  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.551  -0.804   0.213  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.353  -0.269  -0.571  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.234  -1.291  -0.243  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.997  -0.912  -1.666  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.965   0.547  -1.925  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.932   1.286  -1.218  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.562   1.044  -1.555  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.141   0.958  -2.996  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.697   0.918  -0.566  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.012   1.006   0.853  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.176   1.267   1.211  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.058   0.785   1.820  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.281   0.468   1.492  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.472   0.249   2.240  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.545   0.245   1.324  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.885   0.132   1.566  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.311  -0.056   2.945  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.759  -0.180   3.242  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.487  -0.117   3.896  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.780   0.202   0.492  0.00  0.00           C+0
HETATM   24  O   UNK     0      -7.116   0.081   0.803  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.368   0.381  -0.807  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.309   0.456  -1.950  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.986   0.488  -1.019  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.583   0.669  -2.325  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.080   0.417   0.022  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.637   0.220   0.094  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.561  -1.410   0.085  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.717   0.637  -0.888  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.065   0.788  -2.092  0.00  0.00           O+0
HETATM   34  H   UNK     0       8.194  -2.240   1.182  0.00  0.00           H+0
HETATM   35  H   UNK     0       8.494  -0.755   0.169  0.00  0.00           H+0
HETATM   36  H   UNK     0       9.293  -0.898   1.781  0.00  0.00           H+0
HETATM   37  H   UNK     0       7.309  -0.571   3.025  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.262   0.655   1.661  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.431  -0.929   0.415  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.221  -2.428  -0.191  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.852  -1.329  -2.287  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.078  -1.434  -2.036  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.948   1.026  -1.693  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.885   0.708  -3.048  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.258   1.974  -0.516  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.518   1.858  -3.275  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.721   0.003  -3.282  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.069   1.121  -3.623  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.155   0.886   2.893  0.00  0.00           H+0
HETATM   50  H   UNK     0      -7.244  -1.054   2.780  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.919  -0.308   4.355  0.00  0.00           H+0
HETATM   52  H   UNK     0      -7.331   0.721   2.985  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.833   0.118   0.132  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.243   1.478  -2.386  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.955  -0.245  -2.743  0.00  0.00           H+0
HETATM   56  H   UNK     0      -7.336   0.186  -1.737  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.231   0.727  -3.083  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.948  -1.695  -0.876  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.265  -1.647   0.889  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.517  -1.628   0.311  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3   37   38                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   39   40                                             
CONECT    7    6    8   41   42                                             
CONECT    8    7    9   43   44                                             
CONECT    9    8   10   45                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   46   47   48                                             
CONECT   12   10   13   32                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   49                                                  
CONECT   16   15   17   30                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   29                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   50   51   52                                             
CONECT   22   20                                                            
CONECT   23   19   24   25                                                  
CONECT   24   23   53                                                       
CONECT   25   23   26   27                                                  
CONECT   26   25   54   55   56                                             
CONECT   27   25   28   29                                                  
CONECT   28   27   57                                                       
CONECT   29   27   30   18                                                  
CONECT   30   29   31   32   16                                             
CONECT   31   30   58   59   60                                             
CONECT   32   30   33   12                                                  
CONECT   33   32                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    2                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46   11                                                            
CONECT   47   11                                                            
CONECT   48   11                                                            
CONECT   49   15                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   21                                                            
CONECT   53   24                                                            
CONECT   54   26                                                            
CONECT   55   26                                                            
CONECT   56   26                                                            
CONECT   57   28                                                            
CONECT   58   31                                                            
CONECT   59   31                                                            
CONECT   60   31                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    8.3538   -1.1329    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2164   -0.4443    1.9217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9456   -0.9281    1.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513   -0.8041    0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.2688   -0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.2910   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -0.9118   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    0.5473   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316    1.2863   -1.2182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    1.0443   -1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.9578   -2.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6969    0.9175   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    1.0057    0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.2666    1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0575    0.7849    1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814    0.4679    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.2487    2.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    0.2452    1.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.1317    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3108   -0.0564    2.9448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7594   -0.1804    3.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.1174    3.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7800    0.2015    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1161    0.0806    0.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    0.3808   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3095    0.4559   -1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865    0.4880   -1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    0.6691   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    0.4169    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    0.2204    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5613   -1.4103    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.6365   -0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.7878   -2.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1936   -2.2396    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4941   -0.7549    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -0.8976    1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095   -0.5706    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    0.6547    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314   -0.9287    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.4275   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519   -1.3294   -2.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -1.4343   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    1.0257   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    0.7084   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576    1.9745   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    1.8581   -3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0026   -3.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.1210   -3.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.8856    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2442   -1.0539    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9190   -0.3076    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    0.7214    2.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8334    0.1175    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2432    1.4785   -2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.2448   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3364    0.1861   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.7273   -3.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.6946   -0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.6466    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5168   -1.6276    0.3105 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  1
 30 32  1  0
 32 33  2  0
 32 12  1  0
 30 16  1  0
 29 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 15 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 28 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0,]trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoic acid	Generator

Chemical Formula

C₂₄H₂₇NO₈

Average Mass

457.4790 Da

Monoisotopic Mass

457.17367 Da

IUPAC Name

ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoate

Traditional Name

ethyl 4-({1-[(2R,4E)-10-acetyl-11,13-dihydroxy-2,12-dimethyl-3,5-dioxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),6,9,11-tetraen-4-ylidene]ethyl}amino)butanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CCCN\C(C)=C1/C(=O)C=C2OC3=C(C(C)=O)C(O)=C(C)C(O)=C3[C@@]2(C)C1=O

InChI Identifier

InChI=1S/C24H27NO8/c1-6-32-16(28)8-7-9-25-12(3)17-14(27)10-15-24(5,23(17)31)19-21(30)11(2)20(29)18(13(4)26)22(19)33-15/h10,25,29-30H,6-9H2,1-5H3/b17-12+/t24-/m0/s1

InChI Key

MKICBVRSWZVTPN-JYFCICGUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dolichousnea longissima	LOTUS Database	35616633
Usnea longissima	NPAtlas	27186821

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	2.62	ALOGPS
logP	2.56	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.13	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.23 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	122.37 m³·mol⁻¹	ChemAxon
Polarizability	48.74 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA021938

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

76785388

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132566472

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Usenamine E (NP0015399)

MOL for NP0015399 (Usenamine E)

3D MOL for NP0015399 (Usenamine E)

3D SDF for NP0015399 (Usenamine E)

3D-SDF for NP0015399 (Usenamine E)

PDB for NP0015399 (Usenamine E)

3D PDB for NP0015399 (Usenamine E)

SMILES for NP0015399 (Usenamine E)

INCHI for NP0015399 (Usenamine E)

Structure for NP0015399 (Usenamine E)

3D Structure for NP0015399 (Usenamine E)