NP-MRD: Showing NP-Card for Monascopyridine A (NP0004697)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 02:07:29 UTC

Updated at

2021-07-15 16:49:53 UTC

NP-MRD ID

NP0004697

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Monascopyridine A

Provided By

NPAtlas

Description

Monascopyridine A is found in Monascus purpureus. Monascopyridine A was first documented in 2003 (PMID: 12926903). Based on a literature review very few articles have been published on (3R,3aS,9aS)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-2H,3H,3aH,4H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione (PMID: 28239868) (PMID: 16598808).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118083D          

 51 53  0  0  0  0            999 V2000
    7.9517    1.9590    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    1.2172    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    1.5589    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    0.7973    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861    1.1613    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138    0.4421   -0.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6460   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.9833   -1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.2706   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4396   -1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -2.5737   -2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4071   -0.7879   -2.1774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3745    0.2400   -3.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704   -1.6770   -2.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.0352   -1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -1.4262   -2.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    0.1324   -1.0727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2443    0.2962    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.3598    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6772    1.1988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7921   -1.2509    1.2792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8785   -0.2504    1.5092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2178   -1.0007    1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3140    0.0183    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2240   -0.8008 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8991    0.8889   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7153    2.0349    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0878    2.9898    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9063    1.4121    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    0.3476    0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.4179    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    2.0315    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3224   -1.8554   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    1.2691   -2.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    0.0220   -4.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    0.2394   -3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    1.0069   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.4887    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -0.1225    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -2.0279    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408   -1.7899    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.4867    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    0.2632    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3405   -1.4755    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.7374    2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    0.9358    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3020   -0.3229    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3901    0.2920    2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.0506   -0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    1.8110   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270    1.1746    0.6505 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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26  6  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  5 32  1  0  0  0  0
  8 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 17 37  1  6  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 22 42  1  0  0  0  0
 22 43  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 24 46  1  0  0  0  0
 24 47  1  0  0  0  0
 24 48  1  0  0  0  0
 25 49  1  1  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    7.9517    1.9590    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    1.2172    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    1.5589    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    0.7973    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861    1.1613    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138    0.4421   -0.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6460   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.9833   -1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.2706   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4396   -1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -2.5737   -2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4071   -0.7879   -2.1774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3745    0.2400   -3.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704   -1.6770   -2.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.0352   -1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -1.4262   -2.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    0.1324   -1.0727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2443    0.2962    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.3598    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6772    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921   -1.2509    1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8785   -0.2504    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2178   -1.0007    1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3140    0.0183    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2240   -0.8008 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8991    0.8889   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.0349    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0878    2.9898    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9063    1.4121    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    0.3476    0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.4179    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    2.0315    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3224   -1.8554   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    1.2691   -2.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    0.0220   -4.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    0.2394   -3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    1.0069   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.4887    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -0.1225    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -2.0279    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408   -1.7899    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.4867    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    0.2632    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3405   -1.4755    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.7374    2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    0.9358    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3020   -0.3229    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3901    0.2920    2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.0506   -0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    1.8110   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270    1.1746    0.6505 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
  9  4  1  0
 25 12  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 17 37  1  6
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  1  0
M  END


  Mrv1652306242118083D          

 51 53  0  0  0  0            999 V2000
    7.9517    1.9590    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    1.2172    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    1.5589    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    0.7973    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861    1.1613    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138    0.4421   -0.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6460   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.9833   -1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.2706   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4396   -1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -2.5737   -2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4071   -0.7879   -2.1774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3745    0.2400   -3.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704   -1.6770   -2.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.0352   -1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -1.4262   -2.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    0.1324   -1.0727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2443    0.2962    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.3598    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6772    1.1988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7921   -1.2509    1.2792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8785   -0.2504    1.5092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2178   -1.0007    1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3140    0.0183    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2240   -0.8008 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8991    0.8889   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7153    2.0349    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0878    2.9898    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9063    1.4121    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    0.3476    0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.4179    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    2.0315    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3224   -1.8554   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    1.2691   -2.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    0.0220   -4.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    0.2394   -3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    1.0069   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.4887    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -0.1225    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -2.0279    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408   -1.7899    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.4867    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    0.2632    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3405   -1.4755    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.7374    2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    0.9358    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3020   -0.3229    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3901    0.2920    2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.0506   -0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    1.8110   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270    1.1746    0.6505 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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26  6  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  5 32  1  0  0  0  0
  8 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 17 37  1  6  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 22 42  1  0  0  0  0
 22 43  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 24 46  1  0  0  0  0
 24 47  1  0  0  0  0
 24 48  1  0  0  0  0
 25 49  1  1  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004697

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\[H])C([H])([H])[H])C1=C([H])C2=C(C([H])=N1)C(=O)[C@]1(OC(=O)[C@@]([H])(C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@]1([H])C2([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-4-6-7-9-17(23)18-16-11-13-10-14(8-5-2)22-12-15(13)19(24)21(16,3)26-20(18)25/h5,8,10,12,16,18H,4,6-7,9,11H2,1-3H3/b8-5+/t16-,18+,21-/m0/s1

> <INCHI_KEY>
XZLAVLLIHLWTLQ-SFHCNVCLSA-N

> <FORMULA>
C21H25NO4

> <MOLECULAR_WEIGHT>
355.434

> <EXACT_MASS>
355.178358289

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
40.095828202896286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,3aS,9aS)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-2H,3H,3aH,4H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.234467470333333

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.654843076958397

> <JCHEM_PKA_STRONGEST_BASIC>
3.402771739992741

> <JCHEM_POLAR_SURFACE_AREA>
73.33

> <JCHEM_REFRACTIVITY>
98.8065

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3aS,9aS)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-3H,3aH,4H-furo[3,2-g]isoquinoline-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    7.9517    1.9590    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    1.2172    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    1.5589    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    0.7973    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861    1.1613    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138    0.4421   -0.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6460   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.9833   -1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.2706   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4396   -1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -2.5737   -2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4071   -0.7879   -2.1774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3745    0.2400   -3.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704   -1.6770   -2.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.0352   -1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -1.4262   -2.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    0.1324   -1.0727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2443    0.2962    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.3598    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6772    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921   -1.2509    1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8785   -0.2504    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2178   -1.0007    1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3140    0.0183    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2240   -0.8008 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8991    0.8889   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.0349    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0878    2.9898    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9063    1.4121    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    0.3476    0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.4179    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    2.0315    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3224   -1.8554   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    1.2691   -2.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    0.0220   -4.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    0.2394   -3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    1.0069   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.4887    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -0.1225    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -2.0279    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408   -1.7899    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.4867    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    0.2632    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3405   -1.4755    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.7374    2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    0.9358    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3020   -0.3229    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3901    0.2920    2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.0506   -0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    1.8110   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270    1.1746    0.6505 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
  9  4  1  0
 25 12  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 17 37  1  6
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  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       7.952   1.959   1.616  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.906   1.217   0.886  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.630   1.559   0.920  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.614   0.797   0.179  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.286   1.161   0.225  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.314   0.442  -0.482  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.699  -0.646  -1.233  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.035  -0.983  -1.258  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.944  -0.271  -0.567  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.712  -1.440  -1.999  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.995  -2.574  -2.447  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.407  -0.788  -2.177  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.375   0.240  -3.247  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.670  -1.677  -2.371  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.815  -1.035  -1.910  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.974  -1.426  -2.188  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.408   0.132  -1.073  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.244   0.296   0.120  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.871   1.360   0.233  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.415  -0.677   1.199  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.792  -1.251   1.279  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.878  -0.250   1.509  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.218  -1.001   1.568  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.314   0.018   1.803  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.027  -0.224  -0.801  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.899   0.889  -0.388  0.00  0.00           C+0
HETATM   27  H   UNK     0       7.715   2.035   2.690  0.00  0.00           H+0
HETATM   28  H   UNK     0       8.088   2.990   1.220  0.00  0.00           H+0
HETATM   29  H   UNK     0       8.906   1.412   1.510  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.150   0.348   0.282  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.337   2.418   1.507  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.022   2.031   0.834  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.322  -1.855  -1.864  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.541   1.269  -2.934  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.147   0.022  -4.041  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.603   0.239  -3.809  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.440   1.007  -1.728  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.666  -1.489   1.199  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.244  -0.123   2.169  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.895  -2.028   2.066  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.041  -1.790   0.319  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.985   0.487   0.664  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.776   0.263   2.482  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.340  -1.476   0.574  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.215  -1.737   2.393  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.071   0.936   1.218  0.00  0.00           H+0
HETATM   47  H   UNK     0      -8.302  -0.323   1.433  0.00  0.00           H+0
HETATM   48  H   UNK     0      -7.390   0.292   2.859  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.109  -1.051  -0.096  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.808   1.811  -0.990  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.627   1.175   0.651  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    1    3   30                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   32                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8    4                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   25                                             
CONECT   13   12   34   35   36                                             
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25   37                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   38   39                                             
CONECT   21   20   22   40   41                                             
CONECT   22   21   23   42   43                                             
CONECT   23   22   24   44   45                                             
CONECT   24   23   46   47   48                                             
CONECT   25   17   26   12   49                                             
CONECT   26   25    6   50   51                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    5                                                            
CONECT   33    8                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   17                                                            
CONECT   38   20                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   23                                                            
CONECT   46   24                                                            
CONECT   47   24                                                            
CONECT   48   24                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

RDKit          3D

51 53  0  0  0  0  0  0  0  0999 V2000
    7.9517    1.9590    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    1.2172    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    1.5589    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    0.7973    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861    1.1613    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138    0.4421   -0.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6460   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -0.9833   -1.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442   -0.2706   -0.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4396   -1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -2.5737   -2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4071   -0.7879   -2.1774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3745    0.2400   -3.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6704   -1.6770   -2.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.0352   -1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -1.4262   -2.1884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    0.1324   -1.0727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2443    0.2962    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.3598    0.2326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6772    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921   -1.2509    1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8785   -0.2504    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2178   -1.0007    1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3140    0.0183    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.2240   -0.8008 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8991    0.8889   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.0349    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0878    2.9898    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9063    1.4121    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496    0.3476    0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.4179    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    2.0315    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3224   -1.8554   -1.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408    1.2691   -2.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    0.0220   -4.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    0.2394   -3.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    1.0069   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.4887    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438   -0.1225    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -2.0279    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0408   -1.7899    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.4867    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7760    0.2632    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3405   -1.4755    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.7374    2.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    0.9358    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3020   -0.3229    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3901    0.2920    2.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.0506   -0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    1.8110   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270    1.1746    0.6505 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
  9  4  1  0
 25 12  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  5 32  1  0
  8 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 17 37  1  6
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₄

Average Mass

355.4340 Da

Monoisotopic Mass

355.17836 Da

IUPAC Name

(3R,3aS,9aS)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-2H,3H,3aH,4H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione

Traditional Name

(3R,3aS,9aS)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-3H,3aH,4H-furo[3,2-g]isoquinoline-2,9-dione

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)[C@H]1[C@@H]2CC3=CC(\C=C\C)=NC=C3C(=O)[C@@]2(C)OC1=O

InChI Identifier

InChI=1S/C21H25NO4/c1-4-6-7-9-17(23)18-16-11-13-10-14(8-5-2)22-12-15(13)19(24)21(16,3)26-20(18)25/h5,8,10,12,16,18H,4,6-7,9,11H2,1-3H3/b8-5+/t16-,18+,21-/m0/s1

InChI Key

XZLAVLLIHLWTLQ-SFHCNVCLSA-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
Monascus purpureus	NPAtlas	12926903

Species Where Detected

Species Name	Source	Reference
Monascus purpureus DSM1379	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.54	ALOGPS
logP	4.23	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	73.33 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.81 m³·mol⁻¹	ChemAxon
Polarizability	40.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA016857

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053499

Chemspider ID

78441414

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101751764

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wild D, Toth G, Humpf HU: New monascus metabolites with a pyridine structure in red fermented rice. J Agric Food Chem. 2003 Aug 27;51(18):5493-6. doi: 10.1021/jf030213i. [PubMed:12926903 ]
Huang Z, Su B, Xu Y, Li L, Li Y: Determination of two potential toxicity metabolites derived from the disruption of the pksCT gene in Monascus aurantiacus Li As3.4384. J Sci Food Agric. 2017 Sep;97(12):4190-4197. doi: 10.1002/jsfa.8291. Epub 2017 Mar 29. [PubMed:28239868 ]
Knecht A, Humpf HU: Cytotoxic and antimitotic effects of N-containing Monascus metabolites studied using immortalized human kidney epithelial cells. Mol Nutr Food Res. 2006 Apr;50(4-5):406-12. doi: 10.1002/mnfr.200500238. [PubMed:16598808 ]

Showing NP-Card for Monascopyridine A (NP0004697)

MOL for NP0004697 (Monascopyridine A)

3D MOL for NP0004697 (Monascopyridine A)

3D SDF for NP0004697 (Monascopyridine A)

3D-SDF for NP0004697 (Monascopyridine A)

PDB for NP0004697 (Monascopyridine A)

3D PDB for NP0004697 (Monascopyridine A)

SMILES for NP0004697 (Monascopyridine A)

INCHI for NP0004697 (Monascopyridine A)

Structure for NP0004697 (Monascopyridine A)

3D Structure for NP0004697 (Monascopyridine A)