NP-MRD: Showing NP-Card for (5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid (NP0260566)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 02:46:04 UTC

Updated at

2022-09-08 02:46:05 UTC

NP-MRD ID

NP0260566

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid

Description

CHEMBL454421 belongs to the class of organic compounds known as caprolactams. These are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH. (5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid is found in Ilex paraguariensis. Based on a literature review very few articles have been published on CHEMBL454421.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082204462D          

 34 38  0  0  1  0            999 V2000
    0.2741   -3.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -3.7475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2541   -4.4677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0790   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5014   -3.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -3.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -4.5023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5537   -4.5139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0986   -3.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -3.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -3.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -3.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827   -4.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -5.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580   -6.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4453   -5.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9562   -5.2341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5337   -5.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088   -5.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3064   -5.2110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8839   -5.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4814   -5.1994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3837   -6.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590   -5.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -5.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -5.1763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5909   -5.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1884   -6.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -5.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9933   -5.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958   -4.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -3.7359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3758   -3.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END

     RDKit          3D

 81 85  0  0  0  0  0  0  0  0999 V2000
   -3.0399   -2.1232    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5052   -0.8221   -0.3299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9429    0.3348    0.4592 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4693    0.3504    0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -0.3490    1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197   -0.4313    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -0.1831    0.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7838   -0.4059    0.8502 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3896    0.4372    1.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577   -1.8146    1.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -2.9272    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -3.2488   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -4.5580   -0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -2.3881   -0.7034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7680   -0.9324   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949   -0.3271    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1275   -0.6053   -2.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069   -0.4432   -0.4874 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0840    0.8190   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.9786   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8658    1.0136   -0.0855 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3437    2.3498    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    1.1713   -0.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8884    0.8199   -1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    2.5340    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5970    2.6450   -0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5296    1.6696    0.0809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1909    2.3311    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559    1.7536    2.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276    3.5431    1.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853    1.4711   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6707    0.4739   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206   -0.8111   -0.0281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7186   -2.0041   -0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869   -2.1807    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5708   -2.9254   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9691   -2.2876    0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.8328   -1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    0.1181    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602   -0.9257    2.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    0.1904    2.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -1.4808    2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0245   -1.0529   -0.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771    0.9953    2.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510    1.1607    1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622   -0.1367    2.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701   -1.8621    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5237   -1.9573    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476   -3.8414    1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9120   -2.8649   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -5.3297   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9124    0.7591    0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8558   -0.6006   -0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630   -0.7948    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4295   -1.0499   -2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0959   -1.1829   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101    0.4380   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593   -1.2046   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200    0.5886   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6487    1.6878   -1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602    1.9289   -2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416    0.0746   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8272    2.6850    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446    3.0667   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712    2.4090    0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9681    0.9441   -1.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -0.2641   -1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    1.5027   -2.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    2.6881    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539    3.4035   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773    3.7018   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6536    2.7730   -1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9146    4.1732    1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2094    2.4650   -0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3436    1.2526   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2183    0.9446    0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4314    0.2966   -1.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0594   -0.8931    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7777   -1.6971   -0.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8216   -2.8050    0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2571   -2.3989   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  6
 23  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
  4  3  1  0
  3  2  1  0
  2  1  1  0
 27 28  1  1
 28 30  1  0
 28 29  2  0
  2 33  1  0
  3 27  1  0
 21 23  1  0
 21  7  1  0
 18  8  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
 33 78  1  1
 32 76  1  0
 32 77  1  0
 31 74  1  0
 31 75  1  0
 26 71  1  0
 26 72  1  0
 25 69  1  0
 25 70  1  0
 24 66  1  0
 24 67  1  0
 24 68  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 13 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
  3 39  1  1
  2 38  1  6
  1 35  1  0
  1 36  1  0
  1 37  1  0
 30 73  1  0
M  END


  Mrv1652309082204462D          

 34 38  0  0  1  0            999 V2000
    0.2741   -3.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -3.7475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2541   -4.4677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0790   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5014   -3.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -3.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -4.5023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5537   -4.5139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0986   -3.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8659   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -3.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -3.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -3.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827   -4.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -5.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580   -6.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4453   -5.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9562   -5.2341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5337   -5.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088   -5.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3064   -5.2110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8839   -5.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4814   -5.1994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3837   -6.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590   -5.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -5.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -5.1763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5909   -5.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1884   -6.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -5.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9933   -5.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958   -4.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -3.7359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3758   -3.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0260566

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(O)=NC(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H47NO3/c1-18-10-15-30(25(33)34)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(32)31-26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-22,24H,9-17H2,1-7H3,(H,31,32)(H,33,34)/t18-,19+,21+,22-,24+,27+,28-,29-,30+/m1/s1

> <INCHI_KEY>
YRCGVDWNLBAYIE-OADIDDRXSA-N

> <FORMULA>
C30H47NO3

> <MOLECULAR_WEIGHT>
469.71

> <EXACT_MASS>
469.355594377

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.64333241000047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,8R,9S,10S,14R,15R,21R)-18-hydroxy-1,2,8,9,15,20,20-heptamethyl-19-azapentacyclo[12.9.0.0^{2,11}.0^{5,10}.0^{15,21}]tricosa-11,18-diene-5-carboxylic acid

> <JCHEM_LOGP>
5.814815760403819

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.359997542014242

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.848348875324679

> <JCHEM_PKA_STRONGEST_BASIC>
4.110379245323067

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
136.5144

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,8R,9S,10S,14R,15R,21R)-18-hydroxy-1,2,8,9,15,20,20-heptamethyl-19-azapentacyclo[12.9.0.0^{2,11}.0^{5,10}.0^{15,21}]tricosa-11,18-diene-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.512  -5.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.277  -6.995   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.474  -8.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.014  -8.361   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.803  -7.038   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.343  -7.060   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.094  -8.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.634  -8.426   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.784  -7.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.216  -7.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.694  -6.567   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.954  -7.452   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.299  -6.701   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      10.048  -8.990   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.904 -10.021   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.322 -11.447   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.164 -10.906   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.385  -9.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.596 -11.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.056 -11.071   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.305  -9.727   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.517 -11.050   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.765  -9.706   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.583 -11.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.977 -11.028   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.437 -11.007   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.314  -9.662   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.103 -10.985   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.352 -12.330   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.643 -10.964   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.854  -9.641   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.605  -8.297   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.817  -6.974   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.568  -5.629   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9   10   18                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15    8   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   22   23                                             
CONECT   22   21                                                            
CONECT   23   21    4   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3   28   31                                             
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32    2   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₇NO₃

Average Mass

469.7100 Da

Monoisotopic Mass

469.35559 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(O)=NC(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI Identifier

InChI=1S/C30H47NO3/c1-18-10-15-30(25(33)34)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(32)31-26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-22,24H,9-17H2,1-7H3,(H,31,32)(H,33,34)/t18-,19+,21+,22-,24+,27+,28-,29-,30+/m1/s1

InChI Key

YRCGVDWNLBAYIE-OADIDDRXSA-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
Ilex paraguariensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as caprolactams. These are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Caprolactams

Direct Parent

Caprolactams

Alternative Parents

Substituents

Caprolactam
Azepane
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23331854

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44562549

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid (NP0260566)

MOL for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

3D MOL for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

3D SDF for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

3D-SDF for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

PDB for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

3D PDB for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

SMILES for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

INCHI for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

Structure for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)

3D Structure for NP0260566 ((5ar,7ar,7bs,9as,12r,13s,13as,15ar,15br)-3-hydroxy-5,5,7a,7b,12,13,15b-heptamethyl-1h,2h,5ah,6h,7h,8h,9h,10h,11h,12h,13h,13ah,15h,15ah-chryseno[2,1-c]azepine-9a-carboxylic acid)