NP-MRD: Showing NP-Card for (3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate (NP0241935)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 02:07:44 UTC

Updated at

2022-09-07 02:07:44 UTC

NP-MRD ID

NP0241935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate

Description

7-O-methyl-5'-hydroxy-3'-heptenoate-macrolactin 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. (3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate was first documented in 2014 (PMID: 25420039). Based on a literature review very few articles have been published on 7-O-methyl-5'-hydroxy-3'-heptenoate-macrolactin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204072D          

 38 38  0  0  1  0            999 V2000
    0.2754    8.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    8.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    7.2853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2754    6.8728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    6.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    6.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    5.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    4.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    4.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    4.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    3.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9512    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1185    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5247   -1.6699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3181   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 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  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 11 38  1  0  0  0  0
M  END

     RDKit          3D

 82 82  0  0  0  0  0  0  0  0999 V2000
    8.2256   -1.5748    2.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3718   -0.5880    2.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329   -0.6143    2.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4154   -1.8969    2.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1638    0.4374    1.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523    0.6124    2.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235    1.6916    1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499    1.2041    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9158    0.8262    0.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729    1.1487   -0.9417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    0.6928   -1.8855 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8788   -0.4709   -2.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2630   -1.4924   -3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1594   -1.7603   -3.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559   -2.0735   -2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4620   -2.2000   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011   -3.4683   -0.2153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7701   -4.5369   -1.0699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962   -3.3403   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0506   -3.5694    1.2737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3511   -2.8493    2.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5157   -3.5112    1.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2011   -2.6775    2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6596   -1.6243    3.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636   -0.5247    2.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -0.2216    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362    1.2069    0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.1583    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6731    2.6259   -0.3772 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3361    3.9205   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847    2.6610   -0.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    3.7311   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3981    3.9772    0.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066    4.6826   -1.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    4.3535   -2.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424    3.0317   -3.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3843    1.9522   -3.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    1.8487   -2.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5637   -2.4167    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7215   -1.9962    3.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1233   -1.0243    3.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4077   -0.8520    1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7710    0.4473    2.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -0.4523    3.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1422   -2.5116    2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797    1.1258    1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3411   -0.0715    2.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2875    0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7047    2.3691    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    0.4310   -1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9873   -0.4727   -2.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -2.2686   -3.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.7138   -4.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0349   -2.2569   -2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -1.3430   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -2.3475   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -3.6702    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6770   -5.3803   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447   -2.3538   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -4.1611   -0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870   -4.6636    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7351   -2.1854    1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737   -4.2536    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3187   -2.7928    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -1.7227    4.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6708    0.2351    3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8116   -0.2695    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5200   -0.8796    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0751    1.4965    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7771    1.2707   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    3.0851    1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3308    1.6373    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    1.8502   -1.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2303    4.0357   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7539    3.8861   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106    4.8040   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990    5.7001   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6801    5.1527   -3.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2071    2.9560   -3.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8801    1.0178   -3.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    2.7882   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956    1.7149   -3.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 38  1  0
 38 37  1  0
 37 36  2  0
 36 35  1  0
 35 34  2  0
 34 32  1  0
 32 33  2  0
 32 31  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 17  1  0
 17 18  1  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  3 44  1  1
  4 45  1  0
  5 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
 11 50  1  1
 38 81  1  0
 38 82  1  0
 37 80  1  0
 36 79  1  0
 35 78  1  0
 34 77  1  0
 29 73  1  6
 30 74  1  0
 30 75  1  0
 30 76  1  0
 28 71  1  0
 28 72  1  0
 27 69  1  0
 27 70  1  0
 26 67  1  0
 26 68  1  0
 25 66  1  0
 24 65  1  0
 23 64  1  0
 22 63  1  0
 20 61  1  1
 21 62  1  0
 19 59  1  0
 19 60  1  0
 17 57  1  1
 18 58  1  0
 16 55  1  0
 16 56  1  0
 15 54  1  0
 14 53  1  0
 13 52  1  0
 12 51  1  0
M  END


  Mrv1652309072204072D          

 38 38  0  0  1  0            999 V2000
    0.2754    8.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    8.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9898    7.2853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2754    6.8728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    6.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    6.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    5.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    4.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    4.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    4.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    3.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9512    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1185    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5247   -1.6699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3181   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 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  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 11 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](O)\C=C\CC(=O)O[C@H]1C\C=C\C=C/C(=O)O[C@H](C)CCC\C=C/C=C/[C@H](O)C[C@@H](O)C\C=C/C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H44O7/c1-3-26(32)19-15-23-31(36)38-29-20-12-7-11-18-28(34)24-27(33)17-10-6-4-5-9-16-25(2)37-30(35)22-14-8-13-21-29/h4,6-8,10-15,17,19-20,22,25-29,32-34H,3,5,9,16,18,21,23-24H2,1-2H3/b6-4-,11-7-,13-8+,17-10+,19-15+,20-12?,22-14-/t25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
RQEZKSDDHWVGHW-ANKYFMHJSA-N

> <FORMULA>
C31H44O7

> <MOLECULAR_WEIGHT>
528.686

> <EXACT_MASS>
528.308703757

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.46611009836711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

> <JCHEM_LOGP>
4.840548031666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.386664363301396

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.629219062819349

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6776722487309499

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
158.29360000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.514  15.909   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.848  15.139   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.848  13.599   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.514  12.829   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.181  12.829   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.181  11.289   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.515  10.519   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.515   8.979   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.181   8.209   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.849   8.209   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.849   6.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.376   6.468   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.798   5.879   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.020   4.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.958   3.720   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.547   2.297   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.748   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.288   0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.547  -0.757   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.958  -2.180   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.179  -3.117   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.736  -3.117   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.798  -4.339   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.376  -4.928   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.849  -5.129   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.322  -4.928   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.899  -4.339   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.677  -3.401   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.740  -2.180   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.594  -2.950   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.151  -0.757   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.050   0.770   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.590   0.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.151   2.297   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.740   3.720   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.962   4.657   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.899   5.879   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.322   6.468   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   38                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   11                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

View in JSmol

Synonyms

Value	Source
7-O-Methyl-5'-hydroxy-3'-heptenoic acid-macrolactin	Generator

Chemical Formula

C₃₁H₄₄O₇

Average Mass

528.6860 Da

Monoisotopic Mass

528.30870 Da

IUPAC Name

(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

Traditional Name

(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

CAS Registry Number

Not Available

SMILES

CC[C@H](O)\C=C\CC(=O)O[C@H]1C\C=C\C=C/C(=O)O[C@H](C)CCC\C=C/C=C/[C@H](O)C[C@@H](O)C\C=C/C=C1

InChI Identifier

InChI=1S/C31H44O7/c1-3-26(32)19-15-23-31(36)38-29-20-12-7-11-18-28(34)24-27(33)17-10-6-4-5-9-16-25(2)37-30(35)22-14-8-13-21-29/h4,6-8,10-15,17,19-20,22,25-29,32-34H,3,5,9,16,18,21,23-24H2,1-2H3/b6-4-,11-7-,13-8+,17-10+,19-15+,20-12?,22-14-/t25-,26+,27+,28+,29-/m1/s1

InChI Key

RQEZKSDDHWVGHW-ANKYFMHJSA-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

Not Available

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
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.84	ChemAxon
pKa (Strongest Acidic)	14.63	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	158.29 m³·mol⁻¹	ChemAxon
Polarizability	59.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

139587740

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chakraborty K, Thilakan B, Raola VK: Polyketide family of novel antibacterial 7-O-methyl-5'-hydroxy-3'-heptenoate-macrolactin from seaweed-associated Bacillus subtilis MTCC 10403. J Agric Food Chem. 2014 Dec 17;62(50):12194-208. doi: 10.1021/jf504845m. Epub 2014 Dec 4. [PubMed:25420039 ]
LOTUS database [Link]

Showing NP-Card for (3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate (NP0241935)

MOL for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

3D MOL for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

3D SDF for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

3D-SDF for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

PDB for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

3D PDB for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

SMILES for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

INCHI for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

Structure for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)

3D Structure for NP0241935 ((3z,5e,8s,11z,14s,16r,17e,19z,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3e,5s)-5-hydroxyhept-3-enoate)