NP-MRD: Showing NP-Card for 4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate (NP0282232)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 08:59:12 UTC

Updated at

2022-09-09 08:59:12 UTC

NP-MRD ID

NP0282232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate

Description

{4-[(2,4-Dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]Pentacosane]-10',14',16',22'-tetraen-22'-yl}methyl 1H-pyrrole-2-carboxylate belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.G. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species. 4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate is found in Streptomyces bingchenggensis. Based on a literature review very few articles have been published on {4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]Pentacosane]-10',14',16',22'-tetraen-22'-yl}methyl 1H-pyrrole-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092210592D          

 56 61  0  0  0  0            999 V2000
    3.6763    5.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285    4.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    4.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134    3.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    2.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026    1.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7982    2.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5645    2.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    2.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9787    2.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494    1.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2157    0.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8016    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9201   -0.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6865   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3343    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8050   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1572   -1.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5713   -1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -2.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4562   -2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -2.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353    0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    0.4878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548    1.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9700    2.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733    0.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756   -0.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082   -1.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431   -2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733   -2.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -2.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -3.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -3.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -3.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3209   -2.5949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454    0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129    0.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215    1.3647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159    2.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5559    2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0851    3.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144    4.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    4.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    5.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744    1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244    0.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 38 42  1  0  0  0  0
 33 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  4  0  0  0
 50 51  2  0  0  0  0
 51 52  1  4  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  2 54  1  0  0  0  0
 48 55  1  0  0  0  0
 31 55  1  0  0  0  0
 45 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END

     RDKit          3D

115120  0  0  0  0  0  0  0  0999 V2000
    0.7743   -6.5007   -1.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800   -5.2384   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -4.2702   -1.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -3.2611   -1.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046   -1.9037   -1.8657 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5281   -1.3741   -1.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6035   -0.6976   -0.1469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7937   -0.4230    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8004   -0.1295   -0.7042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4439    1.1091   -1.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4438    1.7489   -1.9120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0588    0.9835   -3.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4480    2.2189   -0.8854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7356    3.3131   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8848    1.1247    0.0386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2775    0.8481   -0.0870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1999    1.0335    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8294    1.4773    1.9949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6004    0.7078    0.6455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9615    1.0587   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6022    1.1131    1.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0012    2.5195    1.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6132    3.1942    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9778    3.4172    2.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1638   -0.1639   -0.0746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0919   -0.7308    1.2233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -1.0149   -1.7521 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851   -1.3722    0.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -0.9971    1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -1.0313    2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -0.5424    1.4660 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5376    0.8669    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635    1.4054    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568    2.8408   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888    3.5144   -0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5740    4.8418   -0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5844    5.4734   -0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504    5.5340   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0925    6.8561   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4061    7.1593   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9491    5.9923    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0060    5.0356    0.1699 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2538    0.5887   -0.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4226    1.3677   -0.7935 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056   -0.6025    0.1466 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2456   -1.5739   -0.5755 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -2.7903   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713   -2.5973    1.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -3.3542    2.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -3.7975    2.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -4.4905    2.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -4.7299    0.5829 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -5.8238    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8435   -5.2466    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175   -1.3822    0.5365 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7229   -1.6162   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -7.2520   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -6.2881   -2.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949   -6.9794   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796   -4.1581   -2.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -3.1833   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505   -3.5991   -1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191   -2.1391   -2.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988   -0.7458   -2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -2.2801   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.3031   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -1.1796    1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113    0.5236    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798    2.6791   -2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359    0.6318   -3.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.7164   -3.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7690    0.2095   -2.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    2.7115   -1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416    3.1773    1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312    3.2302   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113    4.3210   -0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7718    1.5014    1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6900   -0.4616    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9545    0.6480   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9137    2.1353   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2498    0.5863   -1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5628    0.5342    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3357    0.7381    2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8500    2.4938    2.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0851    2.4759   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9327    3.9295    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4882    3.8564    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6520    2.9217    3.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4956    4.3598    2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2030    3.7853    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8354   -0.8975   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226   -1.7059    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959   -0.4785    2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    1.5258    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3728    3.3788    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    2.8381   -1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3760    7.5705   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9036    8.1016   -0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9766    5.8752    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1286    4.0365    0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9318    0.3174   -1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7096    1.5667    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1910   -0.3318    1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0173   -3.1128    0.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7677   -3.5032   -0.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386   -3.7066    2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2407   -3.5041    3.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -4.9915    2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517   -3.8351   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -5.5984    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -5.9141   -0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -6.8117    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135   -6.2708    0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165   -4.6487    0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.7917   -1.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
  9 10  1  6
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 54  1  0
 54 52  1  0
 52 53  1  0
 52 51  1  0
 51 50  2  0
 50 49  1  0
 49 48  2  0
 48 47  1  0
 47 46  1  0
 46 45  1  0
 45 43  1  0
 43 44  1  0
 43 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 33 32  2  0
 32 31  1  0
 31 29  1  0
 29 30  2  0
 29 28  1  0
 31 55  1  0
 55 56  1  6
  5 27  1  0
  9 25  1  0
 25 26  1  0
 25 15  1  0
 27  9  1  0
 28  7  1  0
 55 48  1  0
 55 45  1  0
 42 38  1  0
 23 85  1  0
 23 86  1  0
 23 87  1  0
 22 84  1  0
 24 88  1  0
 24 89  1  0
 24 90  1  0
 21 82  1  0
 21 83  1  0
 19 78  1  6
 20 79  1  0
 20 80  1  0
 20 81  1  0
 15 77  1  1
 13 73  1  6
 14 74  1  0
 14 75  1  0
 14 76  1  0
 11 69  1  6
 12 70  1  0
 12 71  1  0
 12 72  1  0
  8 67  1  0
  8 68  1  0
  7 66  1  6
  6 64  1  0
  6 65  1  0
  5 63  1  6
  4 61  1  0
  4 62  1  0
  3 60  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
 54113  1  0
 54114  1  0
 52109  1  6
 53110  1  0
 53111  1  0
 53112  1  0
 51108  1  0
 50107  1  0
 49106  1  0
 47104  1  0
 47105  1  0
 45103  1  1
 43101  1  6
 44102  1  0
 34 95  1  0
 34 96  1  0
 39 97  1  0
 40 98  1  0
 41 99  1  0
 42100  1  0
 32 94  1  0
 31 93  1  1
 56115  1  0
 25 91  1  6
 26 92  1  0
M  END


  Mrv1652309092210592D          

 56 61  0  0  0  0            999 V2000
    3.6763    5.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285    4.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    4.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134    3.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    2.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026    1.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7982    2.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5645    2.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    2.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9787    2.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494    1.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2157    0.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8016    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9201   -0.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6865   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3343    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8050   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1572   -1.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5713   -1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -2.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4562   -2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -2.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353    0.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    0.4878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548    1.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9700    2.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733    0.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756   -0.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082   -1.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431   -2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733   -2.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -2.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -3.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -3.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -3.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3209   -2.5949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0454    0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129    0.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6215    1.3647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159    2.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5559    2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0851    3.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144    4.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    4.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    5.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744    1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244    0.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 38 42  1  0  0  0  0
 33 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  4  0  0  0
 50 51  2  0  0  0  0
 51 52  1  4  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  2 54  1  0  0  0  0
 48 55  1  0  0  0  0
 31 55  1  0  0  0  0
 45 55  1  0  0  0  0
 55 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(COC(=O)C6=CC=CN6)=CC(C(=O)O3)C45O)O2)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C43H59NO12/c1-23(2)16-26(5)39(47)54-36-27(6)28(7)55-42(37(36)46)20-32-19-31(56-42)14-13-25(4)17-24(3)10-8-11-30-22-51-38-35(45)29(18-33(40(48)53-32)43(30,38)50)21-52-41(49)34-12-9-15-44-34/h8-13,15,18,23-24,26-28,31-33,35-38,44-46,50H,14,16-17,19-22H2,1-7H3

> <INCHI_KEY>
XSHPBAFYEVNLOX-UHFFFAOYSA-N

> <FORMULA>
C43H59NO12

> <MOLECULAR_WEIGHT>
781.94

> <EXACT_MASS>
781.403726344

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
84.55632324785228

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-22'-yl}methyl 1H-pyrrole-2-carboxylate

> <JCHEM_LOGP>
5.202530200333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.483020641021174

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.985368735102492

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4809360221802166

> <JCHEM_POLAR_SURFACE_AREA>
183.07

> <JCHEM_REFRACTIVITY>
207.92259999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1H-pyrrole-2-carboxylate

> <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       6.862  10.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.653   9.101   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.874   7.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.305   7.007   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.526   5.483   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.317   4.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.538   3.005   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.969   2.435   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.178   3.388   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.957   4.912   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      10.387   4.342   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.818   3.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.027   4.725   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.039   2.248   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.469   1.677   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.830   1.294   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.051  -0.230   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.481  -0.801   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.691   0.153   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.703  -2.325   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.493  -3.278   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.133  -2.895   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.354  -4.419   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.785  -4.989   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.145  -5.373   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.399   1.864   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.190   0.911   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.329   2.051   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.899   2.622   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.677   4.146   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.689   1.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.750   0.129   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.448  -0.693   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.509  -2.231   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.206  -3.053   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.267  -4.592   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.630  -5.309   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.035  -5.414   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.136  -6.951   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.628  -7.330   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.450  -6.028   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      -2.466  -4.844   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       0.085   0.024   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.217  -0.798   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       0.024   1.563   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.160   2.547   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -0.590   3.978   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.038   3.763   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.247   4.716   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.026   6.240   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.235   7.194   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       3.014   8.718   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.583   9.288   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       4.223   9.672   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.259   2.239   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       1.352   0.701   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   54                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   26                                             
CONECT   10    9    5                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   16    9   27                                                  
CONECT   27   26                                                            
CONECT   28    7   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   55                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   38                                                       
CONECT   43   33   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   55                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   55                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52    2                                                       
CONECT   55   48   31   45   56                                             
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

View in JSmol

Synonyms

Value	Source
{4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1,.0,]pentacosane]-10',14',16',22'-tetraen-22'-yl}methyl 1H-pyrrole-2-carboxylic acid	Generator

Chemical Formula

C₄₃H₅₉NO₁₂

Average Mass

781.9400 Da

Monoisotopic Mass

781.40373 Da

IUPAC Name

{4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-22'-yl}methyl 1H-pyrrole-2-carboxylate

Traditional Name

4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1H-pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC(C)CC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(COC(=O)C6=CC=CN6)=CC(C(=O)O3)C45O)O2)C1O

InChI Identifier

InChI=1S/C43H59NO12/c1-23(2)16-26(5)39(47)54-36-27(6)28(7)55-42(37(36)46)20-32-19-31(56-42)14-13-25(4)17-24(3)10-8-11-30-22-51-38-35(45)29(18-33(40(48)53-32)43(30,38)50)21-52-41(49)34-12-9-15-44-34/h8-13,15,18,23-24,26-28,31-33,35-38,44-46,50H,14,16-17,19-22H2,1-7H3

InChI Key

XSHPBAFYEVNLOX-UHFFFAOYSA-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 bingchenggensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.G. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Milbemycins

Direct Parent

Milbemycins

Alternative Parents

Substituents

Milbemycin
Tricarboxylic acid or derivatives
Pyrrole-2-carboxylic acid or derivatives
Ketal
Fatty acid ester
Fatty acyl
Substituted pyrrole
Oxane
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Pyrrole
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	5.2	ChemAxon
pKa (Strongest Acidic)	11.99	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	183.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	207.92 m³·mol⁻¹	ChemAxon
Polarizability	84.56 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

74075999

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate (NP0282232)

MOL for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

3D MOL for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

3D SDF for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

3D-SDF for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

PDB for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

3D PDB for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

SMILES for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

INCHI for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

Structure for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)

3D Structure for NP0282232 (4-[(2,4-dimethylpentanoyl)oxy]-3,21',24'-trihydroxy-5,6,11',13'-tetramethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-22'-ylmethyl 1h-pyrrole-2-carboxylate)