NP-MRD: Showing NP-Card for (6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid (NP0223618)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 01:45:54 UTC

Updated at

2022-09-06 01:45:54 UTC

NP-MRD ID

NP0223618

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid

Description

(6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid is found in Streptomyces platensis.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062203452D          

 45 48  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  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  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  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  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  2  0  0  0  0
 17 38  1  0  0  0  0
 38 39  1  0  0  0  0
  4 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  4 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END

     RDKit          3D

 88 91  0  0  0  0  0  0  0  0999 V2000
    7.3580    2.4959   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9485    1.5757    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5300    0.9835    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6686   -0.4444    0.5544 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8811   -1.4903    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -1.4913   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526   -0.4375   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    0.6566    0.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3043   -0.6379   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -0.8392   -1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493   -1.8920    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    0.5570   -0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203    0.5797   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2689    0.4767   -1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6374    1.2805   -2.7863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1680   -0.3532   -2.3078 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962   -1.2375   -1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -0.7036   -0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2612    0.6288   -0.9708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3043    1.3502   -0.4226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7600    2.2916    0.4849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8741    2.6961    1.2566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3273    3.3336    2.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5447    4.4189    2.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6104    3.7118    0.4332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2908    5.0116    0.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2849    3.5855   -1.0433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2144    4.4005   -1.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0847    2.1455   -1.4525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4149    2.1292   -2.6836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6837   -1.5363    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3373   -2.8622    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -3.4271   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418   -4.8286   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6960   -5.4867    0.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220   -5.5337   -0.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7511   -6.9007   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5526   -2.5841   -1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750   -3.0374   -2.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -0.8160   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1658   -0.3814    0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7204    0.9595    1.4603 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7932    0.5239    2.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8500   -0.5413    2.0785 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6312   -0.2935    2.6803 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7451    2.9238   -1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3535    2.9440   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758    1.5707    1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1469    1.2556   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150   -2.4824   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692   -2.4425   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.1004   -2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457   -1.1895   -2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156   -1.6610   -2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3119   -1.7677    0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -2.7383   -0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055   -2.1017    1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606    0.6448    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9873    1.5072   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3522    1.5804   -0.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165   -0.1443    0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    2.2571   -2.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9977    0.7128    0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5157    1.8189    1.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1598    3.6240    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7196    2.5720    3.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7733    4.5130    2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7171    3.5480    0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0121    5.6608    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1722    3.9687   -1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3855    4.0314   -1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0658    1.6765   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2396    3.0457   -2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5434   -1.1472    0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9164   -3.5155    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8368   -7.3215   -1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027   -7.0252    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6184   -7.5144   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -3.9228   -2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189   -1.8999   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1095   -0.2756   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3162   -1.0729    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1401   -0.2375    0.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5344    1.5739    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2864    1.3717    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4406    0.0322    3.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2172   -1.5645    2.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4200   -0.9457    3.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 34  1  0
 34 35  2  0
 34 33  1  0
 33 38  2  0
 38 39  1  0
 38 17  1  0
 17 16  1  0
 16 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  1  0
 12  9  1  0
  9 10  1  0
  9 11  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  2  0
  4  5  1  6
  4 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 42  2  1  0
  2  1  2  3
  2  3  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 18 31  1  0
 31 32  2  0
 32 33  1  0
 44  4  1  0
 29 20  1  0
  3  4  1  0
 37 76  1  0
 37 77  1  0
 37 78  1  0
 39 79  1  0
 15 62  1  0
 13 60  1  0
 13 61  1  0
 12 58  1  0
 12 59  1  0
 10 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 11 57  1  0
  6 51  1  0
  5 50  1  0
 40 80  1  0
 40 81  1  0
 41 82  1  0
 41 83  1  0
 42 84  1  1
 43 85  1  0
 43 86  1  0
 44 87  1  6
 45 88  1  0
  1 46  1  0
  1 47  1  0
  3 48  1  0
  3 49  1  0
 20 63  1  1
 22 64  1  1
 23 65  1  0
 23 66  1  0
 24 67  1  0
 25 68  1  6
 26 69  1  0
 27 70  1  6
 28 71  1  0
 29 72  1  6
 30 73  1  0
 31 74  1  0
 32 75  1  0
M  END


  Mrv1652309062203452D          

 45 48  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  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  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  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  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  2  0  0  0  0
 17 38  1  0  0  0  0
 38 39  1  0  0  0  0
  4 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  4 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223618

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(O)C(N=C(O)CCC(C)(C)C(=O)\C=C/C23CCC(CC2O)C(=C)C3)=C(OC2OC(CO)C(O)C(O)C2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H43NO12/c1-16-14-32(11-7-17(16)13-22(32)36)12-8-21(35)31(2,3)10-9-23(37)33-24-19(6-5-18(25(24)38)29(42)43-4)44-30-28(41)27(40)26(39)20(15-34)45-30/h5-6,8,12,17,20,22,26-28,30,34,36,38-41H,1,7,9-11,13-15H2,2-4H3,(H,33,37)/b12-8-

> <INCHI_KEY>
QHOFITYSEPKPAJ-WQLSENKSSA-N

> <FORMULA>
C32H43NO12

> <MOLECULAR_WEIGHT>
633.691

> <EXACT_MASS>
633.278525829

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.4389151776137

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6Z)-N-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid

> <JCHEM_LOGP>
3.641146983333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.643551146525413

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.98387892239538

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6551068556524741

> <JCHEM_POLAR_SURFACE_AREA>
215.79999999999995

> <JCHEM_REFRACTIVITY>
162.4632

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6Z)-N-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.897   5.954   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.437   3.286   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -8.002   4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -10.669   3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -12.003   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -14.670   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -16.004   0.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -14.670   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -16.004   3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -13.337   3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -13.337   4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -12.003   5.390   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -9.336  10.010   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -12.003  10.010   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0     -12.003  11.550   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -8.002   7.700   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.590   1.283   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.590   0.257   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   40   44                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   38                                                  
CONECT   18   17   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   20   30                                                  
CONECT   30   29                                                            
CONECT   31   18   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36                                                            
CONECT   38   33   17   39                                                  
CONECT   39   38                                                            
CONECT   40    4   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    2   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43    4   45                                                  
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₃NO₁₂

Average Mass

633.6910 Da

Monoisotopic Mass

633.27853 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(O)C(N=C(O)CCC(C)(C)C(=O)\C=C/C23CCC(CC2O)C(=C)C3)=C(OC2OC(CO)C(O)C(O)C2O)C=C1

InChI Identifier

InChI=1S/C32H43NO12/c1-16-14-32(11-7-17(16)13-22(32)36)12-8-21(35)31(2,3)10-9-23(37)33-24-19(6-5-18(25(24)38)29(42)43-4)44-30-28(41)27(40)26(39)20(15-34)45-30/h5-6,8,12,17,20,22,26-28,30,34,36,38-41H,1,7,9-11,13-15H2,2-4H3,(H,33,37)/b12-8-

InChI Key

QHOFITYSEPKPAJ-WQLSENKSSA-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
Streptomyces platensis	LOTUS Database	35616633

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

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid (NP0223618)

MOL for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

3D MOL for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

3D SDF for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

3D-SDF for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

PDB for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

3D PDB for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

SMILES for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

INCHI for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

Structure for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)

3D Structure for NP0223618 ((6z)-n-[2-hydroxy-3-(methoxycarbonyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]-7-{2-hydroxy-5-methylidenebicyclo[2.2.2]octan-1-yl}-4,4-dimethyl-5-oxohept-6-enimidic acid)