NP-MRD: Showing NP-Card for (1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione (NP0282580)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 09:28:10 UTC

Updated at

2022-09-09 09:28:10 UTC

NP-MRD ID

NP0282580

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione

Description

(1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]Hexacosa-5,17,19-triene-3,7,23-trione belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione is found in Sorangium cellulosum. Based on a literature review very few articles have been published on (1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]Hexacosa-5,17,19-triene-3,7,23-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211282D          

 41 43  0  0  1  0            999 V2000
    1.9568   -1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137   -1.2791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0551   -0.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    0.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    1.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.9797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7359    1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806    2.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394    2.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7025    1.3514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2649    1.9550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689    1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9612    0.5680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4120   -0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7689    0.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3181    1.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0276   -0.3832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4784   -0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -0.5509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3845    0.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0940   -1.3343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5448   -1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -2.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426   -2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8104   -1.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5624   -1.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2543   -3.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4465   -3.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974   -3.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1879   -2.3980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -2.2302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1215   -1.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8310   -2.8459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0896   -3.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232   -2.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741   -3.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
  3 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
M  END

     RDKit          3D

 87 89  0  0  0  0  0  0  0  0999 V2000
    2.8369    0.5323    2.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106   -0.6968    1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0222   -0.4595    0.0586 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2330   -1.8047   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864   -2.9690   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -3.4735    0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -4.2133    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6022   -3.3564    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -3.4161   -0.8209 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7995   -3.5306   -2.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -4.5571   -0.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381   -2.2264   -0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3142   -2.4605   -0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3575   -1.4957   -0.5318 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4023   -2.2274   -1.1090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -2.0346   -2.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092   -0.5067    0.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2511   -0.7564    1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9464    0.8883    0.0517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0241    1.4508    0.7996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    1.8889    0.0792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7098    1.6901   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737    2.5150    1.4033 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7049    3.2410    1.8849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187    3.4034    1.5315 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2878    3.1824    0.7675 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    3.6667    1.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    3.6111    2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878    3.5018    2.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103    3.4829    3.9448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    4.1609    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    3.5578   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061    4.3577   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469    2.3373   -0.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    1.6247   -1.2487 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1316    0.4869   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9412    0.9456   -2.4598 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5872    2.0607   -3.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440    0.3556   -1.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067    0.1497   -2.4580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    0.0551   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117    0.3367    3.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597    1.4414    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514    0.7663    2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -1.1833    1.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277   -1.3500    1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6473   -1.6899   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7612   -3.7386   -0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -5.0088    2.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2164   -3.4891    2.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2331   -4.6701    1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720   -3.1850    1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586   -4.0789   -2.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798   -4.1696   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -2.5619   -2.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -4.9908    0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5221   -1.2974   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2426   -2.0245   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229   -2.2846    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6403   -3.5234   -0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8980   -0.9337   -1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7059   -0.9976   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103   -2.3552   -3.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3425   -2.6721   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190   -0.8235    0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -0.1592    2.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1858   -0.6109    1.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4891   -1.8080    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814    0.8760   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3245    2.2798    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    2.7810   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033    1.2179   -1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892    1.1123   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050    2.6842   -1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4606    1.7103    2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217    4.0359    1.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7571    4.4596    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2480    3.6381    3.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745    5.2603    0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277    3.7794    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5543    2.1495   -1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6056    0.9911    0.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9385   -0.0651   -0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890    0.2506   -2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5182    2.3154   -3.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    2.9234   -3.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7033    1.6998   -4.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3 36  1  0
 36 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  2  0
 32 31  1  0
 31 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 17 14  1  0
 14 13  1  0
 13 12  1  0
 12  9  1  0
  9 10  1  0
  9 11  1  1
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
 14 15  1  0
 15 16  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
 39 41  1  0
  4  3  1  0
 41  3  1  0
 26 27  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
 36 82  1  0
 36 83  1  0
 35 81  1  6
 31 79  1  0
 31 80  1  0
 28 78  1  0
 25 77  1  6
 23 75  1  1
 24 76  1  0
 21 71  1  6
 22 72  1  0
 22 73  1  0
 22 74  1  0
 19 69  1  6
 20 70  1  0
 17 65  1  1
 18 66  1  0
 18 67  1  0
 18 68  1  0
 14 61  1  6
 13 59  1  0
 13 60  1  0
 12 57  1  0
 12 58  1  0
 10 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  0
  8 52  1  0
  7 49  1  0
  7 50  1  0
  7 51  1  0
  5 48  1  0
  4 47  1  0
 16 62  1  0
 16 63  1  0
 16 64  1  0
 37 84  1  6
 38 85  1  0
 38 86  1  0
 38 87  1  0
M  END


  Mrv1652309092211282D          

 41 43  0  0  1  0            999 V2000
    1.9568   -1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137   -1.2791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0551   -0.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    0.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    1.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.9797    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7359    1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806    2.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394    2.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7025    1.3514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2649    1.9550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689    1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9612    0.5680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4120   -0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7689    0.4002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3181    1.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0276   -0.3832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4784   -0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -0.5509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3845    0.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0940   -1.3343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5448   -1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -2.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426   -2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8104   -1.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5624   -1.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2543   -3.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4465   -3.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974   -3.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1879   -2.3980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -2.2302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1215   -1.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8310   -2.8459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0896   -3.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232   -2.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741   -3.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646   -1.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
  3 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282580

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12C[C@H](OC(=O)CC3=CC(=O)[C@@H](O3)[C@@H](O)[C@@H](C)[C@H](O)[C@H](C)[C@@H](CC[C@](C)(O)\C=C(/C)\C=C\1)OC)[C@H](C)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O10/c1-8-31-12-9-17(2)15-30(6,37)11-10-23(38-7)18(3)26(34)20(5)27(35)28-22(32)13-21(39-28)14-25(33)40-24(16-31)19(4)29(36)41-31/h9,12-13,15,18-20,23-24,26-28,34-35,37H,8,10-11,14,16H2,1-7H3/b12-9+,17-15+/t18-,19+,20+,23-,24+,26-,27+,28-,30+,31+/m1/s1

> <INCHI_KEY>
VCPZJAICYPAPCG-CLMSKAAWSA-N

> <FORMULA>
C31H46O10

> <MOLECULAR_WEIGHT>
578.699

> <EXACT_MASS>
578.309097681

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.43269839735321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1^{5,8}]hexacosa-5,17,19-triene-3,7,23-trione

> <JCHEM_LOGP>
2.2741590303333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.349042667212338

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.962031161946373

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9463861518574923

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
153.17100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1^{5,8}]hexacosa-5,17,19-triene-3,7,23-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.653  -3.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.678  -2.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.186  -2.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.703  -0.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.195  -0.612   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.712   0.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.198   1.131   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.778   2.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.771   3.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.240   3.527   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.444   5.200   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.233   4.178   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.144   2.937   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.778   2.523   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.828   3.649   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.329   3.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.261   1.060   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.236  -0.089   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.769   0.747   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.794   1.896   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.251  -0.715   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.226  -1.865   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.759  -1.028   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.784   0.121   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.242  -2.491   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.217  -3.640   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.700  -5.102   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.266  -4.762   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.579  -3.254   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.983  -2.622   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.675  -6.252   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.167  -5.939   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.142  -7.088   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.684  -4.476   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.176  -4.163   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.693  -2.701   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.151  -5.312   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.634  -6.775   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.643  -4.999   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.618  -6.149   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.161  -3.537   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36   41                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35    3                                                       
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    3                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₆O₁₀

Average Mass

578.6990 Da

Monoisotopic Mass

578.30910 Da

IUPAC Name

(1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1^{5,8}]hexacosa-5,17,19-triene-3,7,23-trione

Traditional Name

(1S,8S,9S,10S,11S,12S,13R,16S,17E,19E,21R,24S)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1^{5,8}]hexacosa-5,17,19-triene-3,7,23-trione

CAS Registry Number

Not Available

SMILES

CC[C@@]12C[C@H](OC(=O)CC3=CC(=O)[C@@H](O3)[C@@H](O)[C@@H](C)[C@H](O)[C@H](C)[C@@H](CC[C@](C)(O)\C=C(/C)\C=C\1)OC)[C@H](C)C(=O)O2

InChI Identifier

InChI=1S/C31H46O10/c1-8-31-12-9-17(2)15-30(6,37)11-10-23(38-7)18(3)26(34)20(5)27(35)28-22(32)13-21(39-28)14-25(33)40-24(16-31)19(4)29(36)41-31/h9,12-13,15,18-20,23-24,26-28,34-35,37H,8,10-11,14,16H2,1-7H3/b12-9+,17-15+/t18-,19+,20+,23-,24+,26-,27+,28-,30+,31+/m1/s1

InChI Key

VCPZJAICYPAPCG-CLMSKAAWSA-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
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
3-furanone
Oxane
Dihydrofuran
Vinylogous ester
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen 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
logP	2.27	ChemAxon
pKa (Strongest Acidic)	5.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	153.17 m³·mol⁻¹	ChemAxon
Polarizability	61.43 Å³	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162955484

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione (NP0282580)

MOL for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

3D MOL for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

3D SDF for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

3D-SDF for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

PDB for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

3D PDB for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

SMILES for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

INCHI for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

Structure for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)

3D Structure for NP0282580 ((1s,8s,9s,10s,11s,12s,13r,16s,17e,19e,21r,24s)-21-ethyl-9,11,16-trihydroxy-13-methoxy-10,12,16,18,24-pentamethyl-2,22,26-trioxatricyclo[19.3.1.1⁵,⁸]hexacosa-5,17,19-triene-3,7,23-trione)