NP-MRD: Showing NP-Card for (3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one (NP0285409)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 13:34:20 UTC

Updated at

2022-09-09 13:34:20 UTC

NP-MRD ID

NP0285409

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one

Description

TALARODERXINE A belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. (3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one is found in Talaromyces derxii. (3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one was first documented in 2012 (PMID: 22889083). Based on a literature review very few articles have been published on TALARODERXINE A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215342D          

 42 47  0  0  1  0            999 V2000
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 10 22  2  0  0  0  0
 16 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  2  0  0  0  0
  9 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  6 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  4 42  1  0  0  0  0
M  END

     RDKit          3D

 72 77  0  0  0  0  0  0  0  0999 V2000
    6.4566   -2.1663   -2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1097   -0.7939   -3.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7136   -0.3725   -3.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327   -0.3651   -1.6435 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0166    0.0649   -1.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.1869    0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    0.5530    0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    0.3619    1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402    1.1398    2.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4453    2.1524    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    3.4367    1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918    3.8084    2.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931    4.3996    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474    4.0952    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735    5.0859   -0.5337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2619    2.8173    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    2.5379   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140    3.3927   -1.2748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    1.2159   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275    0.2697    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0941    0.5717    1.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897    1.8571    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247   -1.1432    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6124   -1.4675   -0.8042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8772   -1.9698   -2.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8369   -2.2779   -3.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8466   -3.3276   -2.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5319   -0.4510   -1.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0897    0.8532   -1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767    1.7359   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111    0.9231    3.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    1.7028    4.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340   -0.0258    4.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556   -0.7938    4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844   -1.7475    4.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9352   -0.6083    2.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -1.3581    2.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533   -2.3270    2.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3262   -1.1519    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931   -1.9348    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9908   -2.8146    0.8481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014   -1.6677   -1.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2154   -2.5873   -3.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0077   -2.1364   -1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6288   -2.8770   -2.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7974   -0.0823   -2.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2523   -0.7274   -4.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488   -1.0458   -3.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167    0.6303   -3.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1040    0.3193   -1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3498   -0.5516   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437    1.1192   -1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0997    1.3241    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    4.7238    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    5.4087    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850    6.0281   -0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0942    4.3168   -1.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617   -0.1668    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -1.7812    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1482   -1.3911    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -2.3410   -0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3595   -2.9187   -1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1613   -1.2184   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -2.6915   -3.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3577   -1.3996   -3.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470   -3.9239   -1.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8044   -2.8013   -2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1109   -3.9928   -3.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    1.5836    5.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -0.1841    5.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9386   -1.9181    5.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7040   -2.7417    3.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 39 40  1  0
 40 41  2  0
 40 42  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  0
 29 30  2  0
 20 21  1  0
 21 22  2  0
 42  4  1  0
 22 10  1  0
 39  6  1  0
 22 16  1  0
 36  8  1  0
 29 19  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  1
  5 51  1  0
  5 52  1  0
  7 53  1  0
 32 69  1  0
 33 70  1  0
 35 71  1  0
 38 72  1  0
 12 54  1  0
 13 55  1  0
 15 56  1  0
 18 57  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  1
 25 62  1  0
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 21 58  1  0
M  END


  Mrv1652309092215342D          

 42 47  0  0  1  0            999 V2000
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 10 22  2  0  0  0  0
 16 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  2  0  0  0  0
  9 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  6 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
  4 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285409

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1CC2=CC3=C(C(O)=CC(O)=C3C(O)=C2C(=O)O1)C1=C(O)C=C(O)C2=C(O)C3=C(C[C@H](CCC)OC3=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C32H30O10/c1-3-5-15-7-13-9-17-25(19(33)11-21(35)27(17)29(37)23(13)31(39)41-15)26-18-10-14-8-16(6-4-2)42-32(40)24(14)30(38)28(18)22(36)12-20(26)34/h9-12,15-16,33-38H,3-8H2,1-2H3/t15-,16-/m0/s1

> <INCHI_KEY>
WFWLAZBEASXXJJ-HOTGVXAUSA-N

> <FORMULA>
C32H30O10

> <MOLECULAR_WEIGHT>
574.582

> <EXACT_MASS>
574.183897166

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
59.27746216194477

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-7,9,10-trihydroxy-3-propyl-6-[(3S)-7,9,10-trihydroxy-1-oxo-3-propyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-1H,3H,4H-naphtho[2,3-c]pyran-1-one

> <JCHEM_LOGP>
7.532095871333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.5498179893876

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.979812110564333

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4739673583844395

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
153.7374

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-7,9,10-trihydroxy-3-propyl-6-[(3S)-7,9,10-trihydroxy-1-oxo-3-propyl-3H,4H-naphtho[2,3-c]pyran-6-yl]-3H,4H-naphtho[2,3-c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  10.780   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   42                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   36                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   29                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   10   16                                                  
CONECT   23   20   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   24   29                                                       
CONECT   29   28   19   30                                                  
CONECT   30   29                                                            
CONECT   31    9   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34    8   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    6   40                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    4                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₀O₁₀

Average Mass

574.5820 Da

Monoisotopic Mass

574.18390 Da

IUPAC Name

(3S)-7,9,10-trihydroxy-3-propyl-6-[(3S)-7,9,10-trihydroxy-1-oxo-3-propyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-1H,3H,4H-naphtho[2,3-c]pyran-1-one

Traditional Name

(3S)-7,9,10-trihydroxy-3-propyl-6-[(3S)-7,9,10-trihydroxy-1-oxo-3-propyl-3H,4H-naphtho[2,3-c]pyran-6-yl]-3H,4H-naphtho[2,3-c]pyran-1-one

CAS Registry Number

Not Available

SMILES

CCC[C@H]1CC2=CC3=C(C(O)=CC(O)=C3C(O)=C2C(=O)O1)C1=C(O)C=C(O)C2=C(O)C3=C(C[C@H](CCC)OC3=O)C=C12

InChI Identifier

InChI=1S/C32H30O10/c1-3-5-15-7-13-9-17-25(19(33)11-21(35)27(17)29(37)23(13)31(39)41-15)26-18-10-14-8-16(6-4-2)42-32(40)24(14)30(38)28(18)22(36)12-20(26)34/h9-12,15-16,33-38H,3-8H2,1-2H3/t15-,16-/m0/s1

InChI Key

WFWLAZBEASXXJJ-HOTGVXAUSA-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
Talaromyces derxii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Biphenol
2-naphthol
1-naphthol
Benzopyran
Isochromane
Naphthalene
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Pyran
Vinylogous acid
Lactone
Carboxylic acid ester
Polyol
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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	7.53	ChemAxon
pKa (Strongest Acidic)	7.98	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	153.74 m³·mol⁻¹	ChemAxon
Polarizability	59.28 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28521881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15662693

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Grove CI, Di Maso MJ, Jaipuri FA, Kim MB, Shaw JT: Synthesis of 6,6'-binaphthopyran-2-one natural products: pigmentosin A, talaroderxines A and B. Org Lett. 2012 Sep 7;14(17):4338-41. doi: 10.1021/ol301743t. Epub 2012 Aug 13. [PubMed:22889083 ]
LOTUS database [Link]

Showing NP-Card for (3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one (NP0285409)

MOL for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

3D MOL for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

3D SDF for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

3D-SDF for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

PDB for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

3D PDB for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

SMILES for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

INCHI for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

Structure for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)

3D Structure for NP0285409 ((3s)-7,9,10-trihydroxy-3-propyl-6-[(3s)-7,9,10-trihydroxy-1-oxo-3-propyl-3h,4h-naphtho[2,3-c]pyran-6-yl]-3h,4h-naphtho[2,3-c]pyran-1-one)