NP-MRD: Showing NP-Card for Asterriquinone SU 5504 (NP0061433)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 06:13:33 UTC

Updated at

2022-04-28 06:13:34 UTC

NP-MRD ID

NP0061433

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asterriquinone SU 5504

Description

2,5-Dihydroxy-3-[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Asterriquinone SU 5504 is found in Aspergillus candidus. Based on a literature review very few articles have been published on 2,5-dihydroxy-3-[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208132D          

 38 42  0  0  0  0            999 V2000
   -1.9479   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -6.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -6.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -6.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -7.5795    0.0000 C   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
  1  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  1  9  1  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
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 14 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
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 27  2  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 28 31  1  0  0  0  0
 28 32  1  0  0  0  0
 11 33  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END

     RDKit          3D

 68 72  0  0  0  0  0  0  0  0999 V2000
    9.4510    0.0337   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3857   -0.4007    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1290    0.3614   -0.1080 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0906    0.8641   -1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1819    1.5463    0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9036   -0.4359    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -1.7613    0.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6246   -2.4015    0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4358   -1.7174    0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -0.3703    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4771    0.5747   -0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487    0.3509   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    0.7776   -1.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8743    1.4138   -2.1047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    0.5842   -0.9675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    1.0077   -1.9430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871   -0.0837    0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261   -0.2664    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075    0.6965    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4351    0.1583    0.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7211    0.8286   -0.0949 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5767    0.7332    1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4664    0.4065   -1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4004    2.2910   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2448    3.0868    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2819   -1.1561    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2223   -2.1610    0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946   -3.4433    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4578   -3.7483    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5079   -2.7659    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250   -1.4653    0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0153   -0.4873    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.1292    2.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537   -0.3120    1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.7379    2.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927    1.7753   -0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4130    1.5457   -0.3159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7022    0.2618   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306    0.9201   -1.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3790   -0.4927   -0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4962   -1.2861    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7644    0.2234   -2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4343    1.9205   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0848    0.7350   -2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3621    2.4921    0.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2714    1.5939    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0293    1.4432    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7714   -2.3090    0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6121   -3.4464    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271   -2.2826    0.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350    2.3931   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0193    1.7642   -0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4498    0.0460    0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0353    0.4316    2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0751    1.7202    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2095   -0.5969   -1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5569    0.5206   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967    1.1048   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3005    2.6547   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3460    2.6974    1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135    4.1307    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2925   -1.9088    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5152   -4.2268    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -4.7637    0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464   -2.9668    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -2.0257    2.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6131    2.7449   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    2.3145   -0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  1
 21 23  1  0
 21 24  1  0
 24 25  2  3
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 31  1  0
 31 30  2  0
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27 26  2  0
 18 17  1  0
 17 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  2  0
 34 12  1  0
 12 11  1  0
 11 36  2  0
 36 37  1  0
 37 38  1  0
 38  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  6  3  1  0
  3  4  1  6
  3  5  1  0
  3  2  1  0
  2  1  2  3
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 26 20  1  0
 15 17  1  0
 26 31  1  0
 10 11  1  0
 10 38  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 19 52  1  0
 30 65  1  0
 29 64  1  0
 28 63  1  0
 27 62  1  0
 33 66  1  0
 36 67  1  0
 37 68  1  0
  7 48  1  0
  8 49  1  0
  9 50  1  0
  4 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  5 47  1  0
  2 41  1  0
  1 39  1  0
  1 40  1  0
 14 51  1  0
M  END


  Mrv1652304282208132D          

 38 42  0  0  0  0            999 V2000
   -1.9479   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -6.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -6.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -6.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -7.5795    0.0000 C   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
  1  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  1  9  1  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
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 14 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
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 27  2  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 28 31  1  0  0  0  0
 28 32  1  0  0  0  0
 11 33  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0061433

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)N1C=C(C2=CC=CC=C12)C1=C(O)C(=O)C(C2=CNC3=C(C=CC=C23)C(C)(C)C=C)=C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H30N2O4/c1-7-31(3,4)22-14-11-13-19-20(16-33-26(19)22)24-27(35)29(37)25(30(38)28(24)36)21-17-34(32(5,6)8-2)23-15-10-9-12-18(21)23/h7-17,33,35,38H,1-2H2,3-6H3

> <INCHI_KEY>
IRINREQCDMMSDP-UHFFFAOYSA-N

> <FORMULA>
C32H30N2O4

> <MOLECULAR_WEIGHT>
506.602

> <EXACT_MASS>
506.220557454

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
56.75884748276593

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dihydroxy-3-[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
5.03

> <JCHEM_LOGP>
6.858212556666665

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.55973480092159

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.535747757037496

> <JCHEM_PKA_STRONGEST_BASIC>
-5.162807654618008

> <JCHEM_POLAR_SURFACE_AREA>
95.32000000000001

> <JCHEM_REFRACTIVITY>
152.46820000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-3-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[1-(2-methylbut-3-en-2-yl)indol-3-yl]cyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -3.636  -8.883   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.636 -10.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.970 -11.193   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.303 -10.423   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.303  -8.883   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.970  -8.113   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.171 -10.899   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.266  -9.653   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.171  -8.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.696  -6.943   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.726  -5.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.281  -3.189   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.287  -5.158   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.189  -6.622   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.841  -7.767   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.793  -4.838   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.530   1.777   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.530   3.317   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.864   4.087   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.990   1.777   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.070   1.777   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -4.232  -6.118   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.696 -12.364   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.160 -12.840   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.231 -11.888   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.220 -13.828   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.287 -14.148   0.000  0.00  0.00           C+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    2    8   34                                                  
CONECT    8    7    9                                                       
CONECT    9    8    1   10                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   10   17                                                  
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   14   20   23                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   21   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   20                                                       
CONECT   28   24   29   31   32                                             
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28                                                            
CONECT   32   28                                                            
CONECT   33   11                                                            
CONECT   34    7   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₀N₂O₄

Average Mass

506.6020 Da

Monoisotopic Mass

506.22056 Da

IUPAC Name

2,5-dihydroxy-3-[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

Traditional Name

2,5-dihydroxy-3-[7-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-6-[1-(2-methylbut-3-en-2-yl)indol-3-yl]cyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)N1C=C(C2=CC=CC=C12)C1=C(O)C(=O)C(C2=CNC3=C(C=CC=C23)C(C)(C)C=C)=C(O)C1=O

InChI Identifier

InChI=1S/C32H30N2O4/c1-7-31(3,4)22-14-11-13-19-20(16-33-26(19)22)24-27(35)29(37)25(30(38)28(24)36)21-17-34(32(5,6)8-2)23-15-10-9-12-18(21)23/h7-17,33,35,38H,1-2H2,3-6H3

InChI Key

IRINREQCDMMSDP-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, 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
Aspergillus candidus	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
P-benzoquinone
Quinone
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Vinylogous acid
Ketone
Cyclic ketone
Enol
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.03	ALOGPS
logP	6.86	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	5.54	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.32 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	152.47 m³·mol⁻¹	ChemAxon
Polarizability	56.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016140

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

163068088

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Asterriquinone SU 5504 (NP0061433)

MOL for NP0061433 (Asterriquinone SU 5504)

3D MOL for NP0061433 (Asterriquinone SU 5504)

3D SDF for NP0061433 (Asterriquinone SU 5504)

3D-SDF for NP0061433 (Asterriquinone SU 5504)

PDB for NP0061433 (Asterriquinone SU 5504)

3D PDB for NP0061433 (Asterriquinone SU 5504)

SMILES for NP0061433 (Asterriquinone SU 5504)

INCHI for NP0061433 (Asterriquinone SU 5504)

Structure for NP0061433 (Asterriquinone SU 5504)

3D Structure for NP0061433 (Asterriquinone SU 5504)