NP-MRD: Showing NP-Card for (3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione (NP0011737)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 21:20:06 UTC

Updated at

2021-07-15 17:09:47 UTC

NP-MRD ID

NP0011737

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione

Provided By

NPAtlas

Description

(2R)-2-{[(4E,6E,8E,10E,12E)-1-hydroxy-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione is found in Fusarium heterosporum. Based on a literature review very few articles have been published on (2R)-2-{[(4E,6E,8E,10E,12E)-1-hydroxy-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116583D          

 66 66  0  0  0  0            999 V2000
    7.8041   -3.4026    3.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -2.4947    3.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -2.3612    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -3.2021    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.5455    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -1.1858   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629   -1.6806   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -0.4235   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.2010   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.9179   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8127    1.5490   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.5885   -2.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    2.2086   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    2.8874   -2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    3.5735   -2.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    4.1769   -3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.5991   -0.9048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1851    4.7874   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866    2.4717   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    2.6385   -0.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.1629   -0.1766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    0.2380    0.3225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4873   -0.1577   -0.8213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464   -0.8737   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -2.1691   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1138   -2.7230    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2820   -1.9764    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5162   -2.5089    0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1755   -0.6351   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9447   -0.1181   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.7803    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    1.9061    1.9982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136    0.1779    2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -3.3564    3.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235   -3.2083    4.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3974   -4.4673    3.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268   -1.8793    3.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -2.7427    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360   -3.9315    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -3.9208    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400   -1.0757    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244   -2.7389   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -1.1131   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742   -1.2583   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -0.1943   -1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338    0.1229    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.9560    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.3884   -3.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.6758   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067    0.8492   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262    2.1541   -0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    2.9892   -3.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.9086   -0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388    5.7122   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212    4.8361   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    4.5573   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409    0.7726   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.7413    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    0.7218   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076   -0.8849   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9917   -2.8126    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2277   -3.7415    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8799   -2.4609    1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0940   -0.0903   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    0.9341   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356    0.6329    2.1186 H   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  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 30 24  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  5 41  1  0  0  0  0
  7 42  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  8 45  1  0  0  0  0
  9 46  1  0  0  0  0
 10 47  1  0  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 17 53  1  1  0  0  0
 18 54  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  1  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 25 61  1  0  0  0  0
 26 62  1  0  0  0  0
 28 63  1  0  0  0  0
 29 64  1  0  0  0  0
 30 65  1  0  0  0  0
 33 66  1  0  0  0  0
M  END

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
    7.8041   -3.4026    3.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -2.4947    3.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -2.3612    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -3.2021    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.5455    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -1.1858   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629   -1.6806   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -0.4235   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.2010   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.9179   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8127    1.5490   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.5885   -2.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    2.2086   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    2.8874   -2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    3.5735   -2.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    4.1769   -3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.5991   -0.9048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1851    4.7874   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866    2.4717   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    2.6385   -0.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.1629   -0.1766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    0.2380    0.3225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4873   -0.1577   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7464   -0.8737   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -2.1691   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1138   -2.7230    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2820   -1.9764    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5162   -2.5089    0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1755   -0.6351   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9447   -0.1181   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.7803    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    1.9061    1.9982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136    0.1779    2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -3.3564    3.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235   -3.2083    4.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3974   -4.4673    3.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268   -1.8793    3.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -2.7427    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360   -3.9315    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -3.9208    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400   -1.0757    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244   -2.7389   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -1.1131   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742   -1.2583   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -0.1943   -1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338    0.1229    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.9560    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.3884   -3.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.6758   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067    0.8492   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262    2.1541   -0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    2.9892   -3.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.9086   -0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388    5.7122   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212    4.8361   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    4.5573   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409    0.7726   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.7413    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    0.7218   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076   -0.8849   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9917   -2.8126    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2277   -3.7415    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8799   -2.4609    1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0940   -0.0903   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    0.9341   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356    0.6329    2.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 22 31  1  0
 31 32  2  0
 31 33  1  0
 30 24  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 17 53  1  1
 18 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
 22 58  1  1
 23 59  1  0
 23 60  1  0
 25 61  1  0
 26 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
 33 66  1  0
M  END


  Mrv1652306242116583D          

 66 66  0  0  0  0            999 V2000
    7.8041   -3.4026    3.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -2.4947    3.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -2.3612    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -3.2021    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.5455    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -1.1858   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629   -1.6806   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -0.4235   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.2010   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.9179   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8127    1.5490   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.5885   -2.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    2.2086   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    2.8874   -2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    3.5735   -2.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    4.1769   -3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.5991   -0.9048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1851    4.7874   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866    2.4717   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    2.6385   -0.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.1629   -0.1766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    0.2380    0.3225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4873   -0.1577   -0.8213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464   -0.8737   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -2.1691   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1138   -2.7230    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2820   -1.9764    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5162   -2.5089    0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1755   -0.6351   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9447   -0.1181   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.7803    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    1.9061    1.9982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136    0.1779    2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -3.3564    3.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235   -3.2083    4.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3974   -4.4673    3.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268   -1.8793    3.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -2.7427    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360   -3.9315    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -3.9208    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400   -1.0757    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244   -2.7389   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -1.1131   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742   -1.2583   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -0.1943   -1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338    0.1229    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.9560    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.3884   -3.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.6758   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067    0.8492   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262    2.1541   -0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    2.9892   -3.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.9086   -0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388    5.7122   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212    4.8361   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    4.5573   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409    0.7726   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.7413    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    0.7218   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076   -0.8849   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9917   -2.8126    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2277   -3.7415    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8799   -2.4609    1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0940   -0.0903   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    0.9341   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356    0.6329    2.1186 H   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  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 30 24  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  5 41  1  0  0  0  0
  7 42  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  8 45  1  0  0  0  0
  9 46  1  0  0  0  0
 10 47  1  0  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 17 53  1  1  0  0  0
 18 54  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  1  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 25 61  1  0  0  0  0
 26 62  1  0  0  0  0
 28 63  1  0  0  0  0
 29 64  1  0  0  0  0
 30 65  1  0  0  0  0
 33 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011737

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])C(=O)[C@@]([H])(C(=O)C(\[H])=C(/[H])\C(=C(/[H])C([H])=C([H])C(=C(/[H])\C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H33NO5/c1-6-18(2)16-20(4)9-7-8-19(3)10-15-25(30)21(5)26(31)28-24(27(32)33)17-22-11-13-23(29)14-12-22/h6-16,21,24,29H,17H2,1-5H3,(H,28,31)(H,32,33)/b9-7+,15-10+,18-6+,19-8+,20-16+/t21-,24-/m1/s1

> <INCHI_KEY>
QYOOOQHFZSDPSQ-WNZXBQPCSA-N

> <FORMULA>
C27H33NO5

> <MOLECULAR_WEIGHT>
451.563

> <EXACT_MASS>
451.235873167

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
52.653867491413166

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-(4-hydroxyphenyl)-2-[(2R,4E,6E,10E,12E)-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaenamido]propanoic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
5.3396110913333334

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.503700537881125

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.612653511724429

> <JCHEM_PKA_STRONGEST_BASIC>
-4.101427745531188

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
135.4523

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(4-hydroxyphenyl)-2-[(2R,4E,6E,10E,12E)-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaenamido]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
    7.8041   -3.4026    3.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -2.4947    3.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -2.3612    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -3.2021    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.5455    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -1.1858   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629   -1.6806   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -0.4235   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.2010   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.9179   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8127    1.5490   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.5885   -2.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    2.2086   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    2.8874   -2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    3.5735   -2.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    4.1769   -3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.5991   -0.9048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1851    4.7874   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866    2.4717   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    2.6385   -0.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.1629   -0.1766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    0.2380    0.3225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4873   -0.1577   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7464   -0.8737   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -2.1691   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1138   -2.7230    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2820   -1.9764    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5162   -2.5089    0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1755   -0.6351   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9447   -0.1181   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.7803    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    1.9061    1.9982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136    0.1779    2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -3.3564    3.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235   -3.2083    4.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3974   -4.4673    3.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268   -1.8793    3.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -2.7427    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360   -3.9315    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -3.9208    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400   -1.0757    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244   -2.7389   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -1.1131   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742   -1.2583   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -0.1943   -1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338    0.1229    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.9560    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.3884   -3.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.6758   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067    0.8492   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262    2.1541   -0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    2.9892   -3.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.9086   -0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388    5.7122   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212    4.8361   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    4.5573   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409    0.7726   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.7413    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    0.7218   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076   -0.8849   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9917   -2.8126    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2277   -3.7415    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8799   -2.4609    1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0940   -0.0903   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    0.9341   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356    0.6329    2.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 22 31  1  0
 31 32  2  0
 31 33  1  0
 30 24  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 17 53  1  1
 18 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
 22 58  1  1
 23 59  1  0
 23 60  1  0
 25 61  1  0
 26 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
 33 66  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       7.804  -3.403   3.763  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.932  -2.495   3.068  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.940  -2.361   1.724  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.902  -3.202   1.024  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.932  -1.546   1.164  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.720  -1.186  -0.117  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.663  -1.681  -1.123  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.528  -0.424  -0.342  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.556   0.201  -0.536  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.341   0.918  -0.506  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.813   1.549  -1.535  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.420   1.589  -2.874  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.507   2.209  -1.293  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.120   2.887  -2.204  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.403   3.574  -2.113  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.802   4.177  -3.160  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.227   3.599  -0.905  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.185   4.787  -1.104  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.987   2.472  -0.469  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.271   2.639  -0.304  0.00  0.00           O+0
HETATM   21  N   UNK     0      -2.546   1.163  -0.177  0.00  0.00           N+0
HETATM   22  C   UNK     0      -3.625   0.238   0.323  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.487  -0.158  -0.821  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.746  -0.874  -0.449  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.864  -2.169  -0.077  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.114  -2.723   0.209  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.282  -1.976   0.125  0.00  0.00           C+0
HETATM   28  O   UNK     0      -9.516  -2.509   0.396  0.00  0.00           O+0
HETATM   29  C   UNK     0      -8.175  -0.635  -0.252  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.945  -0.118  -0.527  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.259   0.780   1.506  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.864   1.906   1.998  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.314   0.178   2.226  0.00  0.00           O+0
HETATM   34  H   UNK     0       8.860  -3.356   3.587  0.00  0.00           H+0
HETATM   35  H   UNK     0       7.624  -3.208   4.885  0.00  0.00           H+0
HETATM   36  H   UNK     0       7.397  -4.467   3.697  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.227  -1.879   3.648  0.00  0.00           H+0
HETATM   38  H   UNK     0       8.580  -2.743   0.307  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.236  -3.932   0.413  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.399  -3.921   1.750  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.140  -1.076   1.859  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.724  -2.739  -1.294  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.644  -1.113  -1.170  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.174  -1.258  -2.109  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.854  -0.194  -1.686  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.434   0.123   0.934  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.684   0.956   0.405  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.618   1.388  -3.641  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.800   2.676  -2.983  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.207   0.849  -3.050  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.026   2.154  -0.301  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.389   2.989  -3.177  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.485   3.909  -0.100  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.739   5.712  -0.737  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.321   4.836  -2.224  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.170   4.557  -0.659  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.641   0.773  -0.262  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.057  -0.741   0.597  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.770   0.722  -1.423  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.908  -0.885  -1.478  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.992  -2.813   0.016  0.00  0.00           H+0
HETATM   62  H   UNK     0      -7.228  -3.741   0.544  0.00  0.00           H+0
HETATM   63  H   UNK     0      -9.880  -2.461   1.366  0.00  0.00           H+0
HETATM   64  H   UNK     0      -9.094  -0.090  -0.304  0.00  0.00           H+0
HETATM   65  H   UNK     0      -6.824   0.934  -0.830  0.00  0.00           H+0
HETATM   66  H   UNK     0      -6.236   0.633   2.119  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3   37                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   38   39   40                                             
CONECT    5    3    6   41                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   42   43   44                                             
CONECT    8    6    9   45                                                  
CONECT    9    8   10   46                                                  
CONECT   10    9   11   47                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   48   49   50                                             
CONECT   13   11   14   51                                                  
CONECT   14   13   15   52                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   53                                             
CONECT   18   17   54   55   56                                             
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   57                                                  
CONECT   22   21   23   31   58                                             
CONECT   23   22   24   59   60                                             
CONECT   24   23   25   30                                                  
CONECT   25   24   26   61                                                  
CONECT   26   25   27   62                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   63                                                       
CONECT   29   27   30   64                                                  
CONECT   30   29   24   65                                                  
CONECT   31   22   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   66                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    7                                                            
CONECT   43    7                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   18                                                            
CONECT   56   18                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   23                                                            
CONECT   60   23                                                            
CONECT   61   25                                                            
CONECT   62   26                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   30                                                            
CONECT   66   33                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  132    0
END

RDKit          3D

66 66  0  0  0  0  0  0  0  0999 V2000
    7.8041   -3.4026    3.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -2.4947    3.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -2.3612    1.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9024   -3.2021    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.5455    1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -1.1858   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629   -1.6806   -1.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -0.4235   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.2010   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    0.9179   -0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8127    1.5490   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.5885   -2.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067    2.2086   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    2.8874   -2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    3.5735   -2.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    4.1769   -3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270    3.5991   -0.9048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1851    4.7874   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9866    2.4717   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    2.6385   -0.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.1629   -0.1766 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    0.2380    0.3225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4873   -0.1577   -0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7464   -0.8737   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -2.1691   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1138   -2.7230    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2820   -1.9764    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5162   -2.5089    0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1755   -0.6351   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9447   -0.1181   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.7803    1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642    1.9061    1.9982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136    0.1779    2.2263 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -3.3564    3.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235   -3.2083    4.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3974   -4.4673    3.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268   -1.8793    3.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -2.7427    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360   -3.9315    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -3.9208    1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1400   -1.0757    1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244   -2.7389   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -1.1131   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1742   -1.2583   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -0.1943   -1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338    0.1229    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    0.9560    0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.3884   -3.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.6758   -2.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067    0.8492   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262    2.1541   -0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    2.9892   -3.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    3.9086   -0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7388    5.7122   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212    4.8361   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    4.5573   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6409    0.7726   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0566   -0.7413    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7698    0.7218   -1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076   -0.8849   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9917   -2.8126    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2277   -3.7415    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8799   -2.4609    1.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0940   -0.0903   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    0.9341   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356    0.6329    2.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 22 31  1  0
 31 32  2  0
 31 33  1  0
 30 24  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 17 53  1  1
 18 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
 22 58  1  1
 23 59  1  0
 23 60  1  0
 25 61  1  0
 26 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
 33 66  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R)-2-{[(4E,6E,8E,10E,12E)-1-hydroxy-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaen-1-ylidene]amino}-3-(4-hydroxyphenyl)propanoate	Generator

Chemical Formula

C₂₇H₃₃NO₅

Average Mass

451.5630 Da

Monoisotopic Mass

451.23587 Da

IUPAC Name

(2R)-3-(4-hydroxyphenyl)-2-[(2R,4E,6E,10E,12E)-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaenamido]propanoic acid

Traditional Name

(2R)-3-(4-hydroxyphenyl)-2-[(2R,4E,6E,10E,12E)-2,6,10,12-tetramethyl-3-oxotetradeca-4,6,8,10,12-pentaenamido]propanoic acid

CAS Registry Number

Not Available

SMILES

C\C=C(/C)\C=C(/C)\C=C\C=C(/C)\C=C\C(=O)C(C)C(=O)N[C@H](CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C27H33NO5/c1-6-18(2)16-20(4)9-7-8-19(3)10-15-25(30)21(5)26(31)28-24(27(32)33)17-22-11-13-23(29)14-12-22/h6-16,21,24,29H,17H2,1-5H3,(H,28,31)(H,32,33)/b9-7+,15-10+,18-6+,19-8+,20-16+/t21?,24-/m1/s1

InChI Key

QYOOOQHFZSDPSQ-WNZXBQPCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Fusarium heterosporum	NPAtlas	23614392

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
Farsesane sesquiterpenoid
Sesquiterpenoid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
B'-hydroxy-alpha,beta-unsaturated-ketone
Phenol
Benzenoid
Beta-hydroxy ketone
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.72	ALOGPS
logP	5.34	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	135.45 m³·mol⁻¹	ChemAxon
Polarizability	52.65 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA024822

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

145720637

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione (NP0011737)

MOL for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

3D MOL for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

3D SDF for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

3D-SDF for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

PDB for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

3D PDB for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

SMILES for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

INCHI for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

Structure for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)

3D Structure for NP0011737 ((3R,5S)-5-(4-hydroxybenzyl)-3-methyl-3-((2E,4E,6E,8E,10E)-4,8,10-trimethyldodeca-2,4,6,8,10-pentaenoyl)pyrrolidine-2,4-dione)