NP-MRD: Showing NP-Card for 2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid (NP0297279)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 07:27:48 UTC

Updated at

2022-09-10 07:27:49 UTC

NP-MRD ID

NP0297279

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid

Description

2-{4-Carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl}pentanedioic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid is found in Hypoxylon fendleri. Based on a literature review very few articles have been published on 2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl}pentanedioic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102209272D          

 42 45  0  0  0  0            999 V2000
    6.0474   11.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   11.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    9.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    8.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8039    9.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8645    9.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487    7.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    7.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    6.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1466    6.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6163    5.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    6.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    6.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    7.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    7.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    8.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    9.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   11.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    9.7857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4343    8.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698    7.6550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1198    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823    5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823    6.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5948    6.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573    5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903    7.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1423    7.1282    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 31 41  1  0  0  0  0
 24 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END

     RDKit          3D

 85 88  0  0  0  0  0  0  0  0999 V2000
    0.9258   -3.7389    3.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498   -4.1428    2.3057 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685   -3.1319    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -2.5177    0.6161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666   -3.0561    0.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -1.5378   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -0.8465   -1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942    0.3201   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    0.4419    0.0414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0284    1.9863    0.2387 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8957    2.2641    1.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6786    2.7085   -0.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    2.3335    0.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    1.1137    1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543    0.1387    0.3371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6656    0.3972   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7429   -0.3353    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    1.8017   -0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7589   -0.2049   -1.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6855    0.1843   -2.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4161    0.6814   -1.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.0401   -0.5936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9968   -1.4753   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154   -1.1045   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849   -1.6808    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8670   -2.6974    1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9141   -3.3115    2.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -4.2324    2.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2309   -2.8621    1.9767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -1.0608    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -0.0745   -0.8979 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2319    0.8188   -1.5201 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9417    1.5935   -0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    2.5575   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5980    3.2693    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071    2.9868    1.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5766    4.2057   -0.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1662    0.0058   -2.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0894    0.4978   -2.9935 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0870   -1.4001   -2.3420 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -0.0882   -1.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2732    0.6556   -2.0223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675   -2.7840    3.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407   -3.5091    3.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2779   -4.5199    4.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1657   -3.5076   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541   -3.8979    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994   -2.2903    1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    0.8741   -1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1327    0.9928   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    0.0292    1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    3.0964    1.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054    2.6468    0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7702    1.3936    1.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0620    3.4831   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9277    3.0310    0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1009    2.9505    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9339    1.3481    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357    0.5908    2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749   -0.8255    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6654   -0.3205   -0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0087    0.3037    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4365   -1.3537    0.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2215    1.7192   -0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2222    2.3767    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6571    2.4266   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0067   -1.3060   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7338    0.2268   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -0.6280   -3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0105    1.0546   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    0.4331   -2.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4292    1.7797   -1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658   -1.7052   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177   -1.7229   -1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047   -2.0941   -0.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5741   -2.3101    2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488   -0.6252    1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458   -1.8632   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940    1.4894   -2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4555    0.8514    0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    2.1103    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7578    2.1311   -1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625    3.3524   -1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4572    5.0220   -0.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121   -1.8724   -3.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
  6 24  2  0
 24 41  1  0
 41 42  2  0
 41 31  1  0
 31 30  1  0
 30 25  1  0
 25 26  2  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 37  1  0
 35 36  2  0
 32 38  1  0
 38 40  1  0
 38 39  2  0
 26  3  1  0
 22  9  1  0
 25 24  1  0
 22 15  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  1
 11 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  1
 17 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 20 69  1  0
 20 70  1  0
 21 71  1  0
 21 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 30 77  1  0
 30 78  1  0
 29 76  1  0
 32 79  1  6
 33 80  1  0
 33 81  1  0
 34 82  1  0
 34 83  1  0
 37 84  1  0
 40 85  1  0
M  END


  Mrv1652309102209272D          

 42 45  0  0  0  0            999 V2000
    6.0474   11.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   11.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    9.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    8.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8039    9.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8645    9.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487    7.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    7.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    6.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1466    6.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6163    5.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    6.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    6.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    7.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    7.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    8.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    8.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    8.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    9.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   10.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   11.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    9.7857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4343    8.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698    7.6550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1198    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823    5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823    6.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698    6.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5948    6.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573    5.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903    7.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1423    7.1282    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 31 41  1  0  0  0  0
 24 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0297279

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(OCC2C(C)(O)CCC3C(C)(C)CCCC23C)=C2C(=O)N(CC2=C1C(O)=O)C(CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H43NO10/c1-16-24(41-6)23(28(38)39)17-14-32(18(27(36)37)8-9-21(33)34)26(35)22(17)25(16)42-15-20-30(4)12-7-11-29(2,3)19(30)10-13-31(20,5)40/h18-20,40H,7-15H2,1-6H3,(H,33,34)(H,36,37)(H,38,39)

> <INCHI_KEY>
XEJKXOPDHNLWQT-UHFFFAOYSA-N

> <FORMULA>
C31H43NO10

> <MOLECULAR_WEIGHT>
589.682

> <EXACT_MASS>
589.288696589

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
63.15773541223521

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl}pentanedioic acid

> <JCHEM_LOGP>
3.507985247666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.281401614646214

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6482363137730545

> <JCHEM_PKA_STRONGEST_BASIC>
-1.776020085930027

> <JCHEM_POLAR_SURFACE_AREA>
170.89999999999998

> <JCHEM_REFRACTIVITY>
152.02680000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3H-isoindol-2-yl}pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      11.288  21.347   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.622  20.577   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.622  19.037   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.956  18.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.289  19.037   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.956  16.727   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.289  15.957   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      16.623  16.727   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.957  15.957   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.290  16.727   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.301  17.906   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      20.280  17.906   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.624  15.957   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.624  14.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.290  13.647   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.290  12.107   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.807  12.374   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.817  10.660   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.957  11.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.623  12.107   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.623  13.647   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.957  14.417   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.623  15.187   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.622  15.957   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.288  16.727   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.288  18.267   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.955  19.037   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.955  20.577   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.621  18.267   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.144  15.696   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      10.770  14.289   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      10.000  12.956   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.460  12.956   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.690  11.622   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.150  11.622   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.380  10.288   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       5.380  12.956   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.770  11.622   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      12.310  11.622   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      10.000  10.288   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.302  14.450   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.332  13.306   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   22                                                  
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   15    9   23                                             
CONECT   23   22                                                            
CONECT   24    6   25   41                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25    3   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32   41                                                  
CONECT   32   31   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   32   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   31   24   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl}pentanedioate	Generator

Chemical Formula

C₃₁H₄₃NO₁₀

Average Mass

589.6820 Da

Monoisotopic Mass

589.28870 Da

IUPAC Name

2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-2,3-dihydro-1H-isoindol-2-yl}pentanedioic acid

Traditional Name

2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3H-isoindol-2-yl}pentanedioic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(OCC2C(C)(O)CCC3C(C)(C)CCCC23C)=C2C(=O)N(CC2=C1C(O)=O)C(CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C31H43NO10/c1-16-24(41-6)23(28(38)39)17-14-32(18(27(36)37)8-9-21(33)34)26(35)22(17)25(16)42-15-20-30(4)12-7-11-29(2,3)19(30)10-13-31(20,5)40/h18-20,40H,7-15H2,1-6H3,(H,33,34)(H,36,37)(H,38,39)

InChI Key

XEJKXOPDHNLWQT-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
Hypoxylon fendleri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Indolyl carboxylic acid derivative
O-methoxybenzoic acid or derivatives
Isoindolone
Tricarboxylic acid or derivatives
Isoindole or derivatives
Isoindole
Isoindoline
Indole
Anisole
Alkyl aryl ether
Benzenoid
Tertiary carboxylic acid amide
Tertiary alcohol
Cyclic alcohol
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Ether
Carboxylic acid
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	3.51	ChemAxon
pKa (Strongest Acidic)	2.65	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	152.03 m³·mol⁻¹	ChemAxon
Polarizability	63.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

162815169

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid (NP0297279)

MOL for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

3D MOL for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

3D SDF for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

3D-SDF for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

PDB for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

3D PDB for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

SMILES for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

INCHI for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

Structure for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)

3D Structure for NP0297279 (2-{4-carboxy-7-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]-5-methoxy-6-methyl-1-oxo-3h-isoindol-2-yl}pentanedioic acid)