NP-MRD: Showing NP-Card for Usneaxanthone C (NP0019864)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 05:23:33 UTC

Updated at

2021-07-15 17:32:07 UTC

NP-MRD ID

NP0019864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Usneaxanthone C

Provided By

NPAtlas

Description

Usneaxanthone C is found in Usnea aciculifera. Based on a literature review very few articles have been published on methyl (4S,4aR)-4,8-dihydroxy-6-methyl-9-oxo-5-[(10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]Hexadeca-3(8),4,6-trien-6-yl]-2,3,4,4a,9,9a-hexahydro-1H-xanthene-4a-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120203D          

 74 80  0  0  0  0            999 V2000
   -0.6313    1.9703    2.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    1.2964    1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.7562    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    2.7826    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    1.0702   -0.1055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4056   -0.0161   -0.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -1.3375   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -1.7421    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -3.0526    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4977    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -3.9961    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -3.5485    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -4.5245    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -2.2389   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8550   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -1.8868   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.5302   -2.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -1.1214   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.0807    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -1.4381    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -1.4093    1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -0.6369    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125   -0.2136    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658   -0.7360    0.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7983   -2.0273    0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    0.0313    1.5854 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8899    1.4194    1.9203 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3945    2.1948    0.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5594    3.0743    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159    1.4152   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2359    2.0924   -1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    0.0201   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7683   -0.7615   -1.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    0.0485   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -0.0312   -1.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082    0.1789    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9173   -0.7016    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -1.0194   -0.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    0.7216    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6180    1.5725   -0.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5238    1.4050   -1.9305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0855    1.5631   -2.3953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2408    2.0512   -1.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9585    2.2908   -1.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    1.8823    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    3.0498    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769    1.5184    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776   -2.9775    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3331   -5.0324    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -5.3386    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -4.9508   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -4.0046    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -2.2139   -2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -1.5696   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441   -1.1879    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -2.6293    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5341    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.9337    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192    1.4174    2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    2.9132    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.5600    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397    3.8281   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    2.4002   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902    1.3879   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174    1.4852   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.8871    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6239    1.1932   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5308    2.6313   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1711    2.1840   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9387    0.4222   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    0.6309   -2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602    2.3388   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.9896   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.2333   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  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
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39  5  1  0  0  0  0
 43  5  1  0  0  0  0
 14  7  1  0  0  0  0
 20 15  1  0  0  0  0
 32 24  1  0  0  0  0
 33 18  1  0  0  0  0
 36 26  1  0  0  0  0
  1 45  1  0  0  0  0
  1 46  1  0  0  0  0
  1 47  1  0  0  0  0
 10 48  1  0  0  0  0
 11 49  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 16 53  1  0  0  0  0
 17 54  1  0  0  0  0
 21 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 57  1  1  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 28 60  1  1  0  0  0
 29 61  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  1  0  0  0
 31 65  1  0  0  0  0
 39 66  1  1  0  0  0
 40 67  1  0  0  0  0
 40 68  1  0  0  0  0
 41 69  1  0  0  0  0
 41 70  1  0  0  0  0
 42 71  1  0  0  0  0
 42 72  1  0  0  0  0
 43 73  1  1  0  0  0
 44 74  1  0  0  0  0
M  END

     RDKit          3D

 74 80  0  0  0  0  0  0  0  0999 V2000
   -0.6313    1.9703    2.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    1.2964    1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.7562    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    2.7826    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    1.0702   -0.1055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4056   -0.0161   -0.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -1.3375   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -1.7421    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -3.0526    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4977    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -3.9961    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -3.5485    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -4.5245    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -2.2389   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8550   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -1.8868   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.5302   -2.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -1.1214   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.0807    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -1.4381    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -1.4093    1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -0.6369    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125   -0.2136    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658   -0.7360    0.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7983   -2.0273    0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    0.0313    1.5854 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8899    1.4194    1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945    2.1948    0.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5594    3.0743    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159    1.4152   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2359    2.0924   -1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    0.0201   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7683   -0.7615   -1.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    0.0485   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -0.0312   -1.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082    0.1789    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9173   -0.7016    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -1.0194   -0.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    0.7216    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6180    1.5725   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    1.4050   -1.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855    1.5631   -2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    2.0512   -1.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9585    2.2908   -1.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    1.8823    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    3.0498    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769    1.5184    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776   -2.9775    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3331   -5.0324    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -5.3386    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -4.9508   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -4.0046    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -2.2139   -2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -1.5696   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441   -1.1879    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -2.6293    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5341    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.9337    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192    1.4174    2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    2.9132    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.5600    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397    3.8281   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    2.4002   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902    1.3879   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174    1.4852   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.8871    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6239    1.1932   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5308    2.6313   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1711    2.1840   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9387    0.4222   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    0.6309   -2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602    2.3388   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.9896   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.2333   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  2  0
 34 36  1  0
  8 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 39  5  1  0
 43  5  1  0
 14  7  1  0
 20 15  1  0
 32 24  1  0
 33 18  1  0
 36 26  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 16 53  1  0
 17 54  1  0
 21 55  1  0
 25 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 28 60  1  1
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  1
 31 65  1  0
 39 66  1  1
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 42 71  1  0
 42 72  1  0
 43 73  1  1
 44 74  1  0
M  END


  Mrv1652306242120203D          

 74 80  0  0  0  0            999 V2000
   -0.6313    1.9703    2.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    1.2964    1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.7562    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    2.7826    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    1.0702   -0.1055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4056   -0.0161   -0.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -1.3375   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -1.7421    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -3.0526    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4977    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -3.9961    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -3.5485    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -4.5245    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -2.2389   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8550   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -1.8868   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.5302   -2.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -1.1214   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.0807    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -1.4381    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -1.4093    1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -0.6369    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125   -0.2136    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658   -0.7360    0.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7983   -2.0273    0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    0.0313    1.5854 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8899    1.4194    1.9203 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3945    2.1948    0.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5594    3.0743    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159    1.4152   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2359    2.0924   -1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    0.0201   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7683   -0.7615   -1.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    0.0485   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -0.0312   -1.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082    0.1789    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9173   -0.7016    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -1.0194   -0.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    0.7216    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6180    1.5725   -0.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5238    1.4050   -1.9305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0855    1.5631   -2.3953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2408    2.0512   -1.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9585    2.2908   -1.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    1.8823    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    3.0498    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769    1.5184    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776   -2.9775    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3331   -5.0324    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -5.3386    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -4.9508   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -4.0046    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -2.2139   -2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -1.5696   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441   -1.1879    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -2.6293    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5341    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.9337    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192    1.4174    2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    2.9132    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.5600    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397    3.8281   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    2.4002   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902    1.3879   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174    1.4852   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.8871    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6239    1.1932   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5308    2.6313   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1711    2.1840   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9387    0.4222   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    0.6309   -2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602    2.3388   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.9896   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.2333   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  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
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39  5  1  0  0  0  0
 43  5  1  0  0  0  0
 14  7  1  0  0  0  0
 20 15  1  0  0  0  0
 32 24  1  0  0  0  0
 33 18  1  0  0  0  0
 36 26  1  0  0  0  0
  1 45  1  0  0  0  0
  1 46  1  0  0  0  0
  1 47  1  0  0  0  0
 10 48  1  0  0  0  0
 11 49  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 16 53  1  0  0  0  0
 17 54  1  0  0  0  0
 21 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 57  1  1  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 28 60  1  1  0  0  0
 29 61  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  1  0  0  0
 31 65  1  0  0  0  0
 39 66  1  1  0  0  0
 40 67  1  0  0  0  0
 40 68  1  0  0  0  0
 41 69  1  0  0  0  0
 41 70  1  0  0  0  0
 42 71  1  0  0  0  0
 42 72  1  0  0  0  0
 43 73  1  1  0  0  0
 44 74  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C(C2=C1C(=O)[C@]1([H])C([H])([H])C([H])([H])C([H])([H])[C@]([H])(O[H])[C@@]1(O2)C(=O)OC([H])([H])[H])C1=C([H])C([H])=C2O[C@@]34C(=O)O[C@@]([H])(C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]3([H])O[H])[C@@]4(O[H])C(=O)C2=C1O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C31H30O13/c1-11-9-15(32)20-23(35)14-5-4-6-17(33)29(14,27(38)41-3)44-24(20)19(11)13-7-8-16-21(22(13)34)26(37)30(40)18-10-12(2)25(36)31(30,43-16)28(39)42-18/h7-9,12,14,17-18,25,32-34,36,40H,4-6,10H2,1-3H3/t12-,14+,17+,18+,25-,29-,30-,31-/m1/s1

> <INCHI_KEY>
ACKKUSQQTNKNJK-IIYUKLDQSA-N

> <FORMULA>
C31H30O13

> <MOLECULAR_WEIGHT>
610.568

> <EXACT_MASS>
610.168641026

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
58.629977775587946

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (4S,4aR,9aR)-4,8-dihydroxy-6-methyl-9-oxo-5-[(1S,10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3,5,7-trien-6-yl]-2,3,4,4a,9,9a-hexahydro-1H-xanthene-4a-carboxylate

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
3.044713846333334

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.02682902288895

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.04657606477533

> <JCHEM_PKA_STRONGEST_BASIC>
-3.368903725569366

> <JCHEM_POLAR_SURFACE_AREA>
206.34999999999997

> <JCHEM_REFRACTIVITY>
146.32379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,4aR,9aR)-4,8-dihydroxy-6-methyl-9-oxo-5-[(1S,10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3,5,7-trien-6-yl]-2,3,4,9a-tetrahydro-1H-xanthene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 80  0  0  0  0  0  0  0  0999 V2000
   -0.6313    1.9703    2.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    1.2964    1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.7562    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    2.7826    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    1.0702   -0.1055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4056   -0.0161   -0.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -1.3375   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -1.7421    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -3.0526    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4977    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -3.9961    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -3.5485    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -4.5245    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -2.2389   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8550   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -1.8868   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.5302   -2.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -1.1214   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.0807    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -1.4381    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -1.4093    1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -0.6369    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125   -0.2136    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658   -0.7360    0.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7983   -2.0273    0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    0.0313    1.5854 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8899    1.4194    1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945    2.1948    0.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5594    3.0743    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159    1.4152   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2359    2.0924   -1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    0.0201   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7683   -0.7615   -1.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    0.0485   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -0.0312   -1.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082    0.1789    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9173   -0.7016    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -1.0194   -0.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    0.7216    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6180    1.5725   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    1.4050   -1.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855    1.5631   -2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    2.0512   -1.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9585    2.2908   -1.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    1.8823    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    3.0498    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769    1.5184    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776   -2.9775    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3331   -5.0324    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -5.3386    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -4.9508   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -4.0046    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -2.2139   -2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -1.5696   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441   -1.1879    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -2.6293    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5341    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.9337    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192    1.4174    2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    2.9132    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.5600    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397    3.8281   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    2.4002   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902    1.3879   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174    1.4852   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.8871    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6239    1.1932   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5308    2.6313   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1711    2.1840   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9387    0.4222   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    0.6309   -2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602    2.3388   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.9896   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.2333   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  2  0
 34 36  1  0
  8 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 39  5  1  0
 43  5  1  0
 14  7  1  0
 20 15  1  0
 32 24  1  0
 33 18  1  0
 36 26  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 16 53  1  0
 17 54  1  0
 21 55  1  0
 25 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 28 60  1  1
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  1
 31 65  1  0
 39 66  1  1
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 42 71  1  0
 42 72  1  0
 43 73  1  1
 44 74  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      -0.631   1.970   2.542  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.270   1.296   1.479  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.490   1.756   1.010  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.979   2.783   1.575  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.186   1.070  -0.106  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.406  -0.016  -0.513  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.601  -1.337  -0.230  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.906  -1.742   0.049  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.196  -3.053   0.344  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.451  -3.498   0.626  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.155  -3.996   0.363  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.905  -3.549   0.084  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.763  -4.524   0.092  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.578  -2.239  -0.217  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.205  -1.855  -0.502  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.277  -1.887  -1.786  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.575  -1.530  -2.106  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.450  -1.121  -1.125  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.990  -1.081   0.177  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.691  -1.438   0.493  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.212  -1.409   1.755  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.950  -0.637   1.186  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.513  -0.214   2.281  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.366  -0.736   0.800  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.798  -2.027   0.594  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.337   0.031   1.585  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.890   1.419   1.920  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.394   2.195   0.750  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.559   3.074   0.271  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.916   1.415  -0.412  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.236   2.092  -1.589  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.456   0.020  -0.542  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.768  -0.762  -1.461  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.912   0.049  -0.658  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.563  -0.031  -1.726  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.408   0.179   0.633  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.917  -0.702   0.006  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.085  -1.019  -0.263  0.00  0.00           O+0
HETATM   39  C   UNK     0      -4.604   0.722   0.271  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.618   1.573  -0.422  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.524   1.405  -1.931  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.085   1.563  -2.395  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.241   2.051  -1.256  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.958   2.291  -1.727  0.00  0.00           O+0
HETATM   45  H   UNK     0       0.461   1.882   2.432  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.946   3.050   2.590  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.977   1.518   3.496  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.278  -2.978   0.668  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.333  -5.032   0.588  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.928  -5.339   0.826  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.700  -4.951  -0.934  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.160  -4.005   0.392  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.424  -2.214  -2.571  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.914  -1.570  -3.129  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.544  -1.188   2.634  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.011  -2.629   0.659  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.657  -0.534   2.462  0.00  0.00           H+0
HETATM   58  H   UNK     0       5.776   1.934   2.391  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.119   1.417   2.732  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.599   2.913   1.046  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.966   3.560   1.204  0.00  0.00           H+0
HETATM   62  H   UNK     0       5.240   3.828  -0.447  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.363   2.400  -0.086  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.790   1.388  -0.385  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.517   1.485  -2.319  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.706   0.887   1.362  0.00  0.00           H+0
HETATM   67  H   UNK     0      -6.624   1.193  -0.134  0.00  0.00           H+0
HETATM   68  H   UNK     0      -5.531   2.631  -0.157  0.00  0.00           H+0
HETATM   69  H   UNK     0      -6.171   2.184  -2.378  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.939   0.422  -2.255  0.00  0.00           H+0
HETATM   71  H   UNK     0      -3.690   0.631  -2.852  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.060   2.339  -3.183  0.00  0.00           H+0
HETATM   73  H   UNK     0      -3.659   2.990  -0.884  0.00  0.00           H+0
HETATM   74  H   UNK     0      -1.663   3.233  -1.558  0.00  0.00           H+0
CONECT    1    2   45   46   47                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   39   43                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   37                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   48                                                       
CONECT   11    9   12   49                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   50   51   52                                             
CONECT   14   12   15    7                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   53                                                  
CONECT   17   16   18   54                                                  
CONECT   18   17   19   33                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21   15                                                  
CONECT   21   20   55                                                       
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   32                                             
CONECT   25   24   56                                                       
CONECT   26   24   27   36   57                                             
CONECT   27   26   28   58   59                                             
CONECT   28   27   29   30   60                                             
CONECT   29   28   61   62   63                                             
CONECT   30   28   31   32   64                                             
CONECT   31   30   65                                                       
CONECT   32   30   33   34   24                                             
CONECT   33   32   18                                                       
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   26                                                       
CONECT   37    8   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40    5   66                                             
CONECT   40   39   41   67   68                                             
CONECT   41   40   42   69   70                                             
CONECT   42   41   43   71   72                                             
CONECT   43   42   44    5   73                                             
CONECT   44   43   74                                                       
CONECT   45    1                                                            
CONECT   46    1                                                            
CONECT   47    1                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   21                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   39                                                            
CONECT   67   40                                                            
CONECT   68   40                                                            
CONECT   69   41                                                            
CONECT   70   41                                                            
CONECT   71   42                                                            
CONECT   72   42                                                            
CONECT   73   43                                                            
CONECT   74   44                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  160    0
END

RDKit          3D

74 80  0  0  0  0  0  0  0  0999 V2000
   -0.6313    1.9703    2.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    1.2964    1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.7562    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    2.7826    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    1.0702   -0.1055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4056   -0.0161   -0.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -1.3375   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -1.7421    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -3.0526    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4977    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545   -3.9961    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -3.5485    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -4.5245    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -2.2389   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8550   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -1.8868   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.5302   -2.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -1.1214   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.0807    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -1.4381    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -1.4093    1.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -0.6369    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125   -0.2136    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658   -0.7360    0.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7983   -2.0273    0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    0.0313    1.5854 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8899    1.4194    1.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945    2.1948    0.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5594    3.0743    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159    1.4152   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2359    2.0924   -1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    0.0201   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7683   -0.7615   -1.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    0.0485   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -0.0312   -1.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4082    0.1789    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9173   -0.7016    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -1.0194   -0.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    0.7216    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6180    1.5725   -0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5238    1.4050   -1.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855    1.5631   -2.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    2.0512   -1.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9585    2.2908   -1.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    1.8823    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    3.0498    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769    1.5184    3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776   -2.9775    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3331   -5.0324    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -5.3386    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -4.9508   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -4.0046    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -2.2139   -2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -1.5696   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441   -1.1879    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -2.6293    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5341    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.9337    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192    1.4174    2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    2.9132    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    3.5600    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397    3.8281   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3629    2.4002   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902    1.3879   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174    1.4852   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7062    0.8871    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6239    1.1932   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5308    2.6313   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1711    2.1840   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9387    0.4222   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901    0.6309   -2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0602    2.3388   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.9896   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.2333   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  6
 32 34  1  0
 34 35  2  0
 34 36  1  0
  8 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 39  5  1  0
 43  5  1  0
 14  7  1  0
 20 15  1  0
 32 24  1  0
 33 18  1  0
 36 26  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 10 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 16 53  1  0
 17 54  1  0
 21 55  1  0
 25 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 28 60  1  1
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  1
 31 65  1  0
 39 66  1  1
 40 67  1  0
 40 68  1  0
 41 69  1  0
 41 70  1  0
 42 71  1  0
 42 72  1  0
 43 73  1  1
 44 74  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl (4S,4ar)-4,8-dihydroxy-6-methyl-9-oxo-5-[(10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0,.0,]hexadeca-3(8),4,6-trien-6-yl]-2,3,4,4a,9,9a-hexahydro-1H-xanthene-4a-carboxylic acid	Generator

Chemical Formula

C₃₁H₃₀O₁₃

Average Mass

610.5680 Da

Monoisotopic Mass

610.16864 Da

IUPAC Name

methyl (4S,4aR,9aR)-4,8-dihydroxy-6-methyl-9-oxo-5-[(1S,10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3,5,7-trien-6-yl]-2,3,4,4a,9,9a-hexahydro-1H-xanthene-4a-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]12OC3=C(C(C)=CC(O)=C3C(=O)C1CCC[C@@H]2O)C1=C(O)C2=C(OC34[C@H](O)[C@H](C)C[C@H](OC3=O)[C@@]4(O)C2=O)C=C1

InChI Identifier

InChI=1S/C31H30O13/c1-11-9-15(32)20-23(35)14-5-4-6-17(33)29(14,27(38)41-3)44-24(20)19(11)13-7-8-16-21(22(13)34)26(37)30(40)18-10-12(2)25(36)31(30,43-16)28(39)42-18/h7-9,12,14,17-18,25,32-34,36,40H,4-6,10H2,1-3H3/t12-,14?,17+,18+,25-,29-,30-,31?/m1/s1

InChI Key

ACKKUSQQTNKNJK-IIYUKLDQSA-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
Usnea aciculifera	NPAtlas	31175954

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	1.68	ALOGPS
logP	3.04	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.05	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	206.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	146.32 m³·mol⁻¹	ChemAxon
Polarizability	58.63 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA027017

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146683422

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Usneaxanthone C (NP0019864)

MOL for NP0019864 (Usneaxanthone C)

3D MOL for NP0019864 (Usneaxanthone C)

3D SDF for NP0019864 (Usneaxanthone C)

3D-SDF for NP0019864 (Usneaxanthone C)

PDB for NP0019864 (Usneaxanthone C)

3D PDB for NP0019864 (Usneaxanthone C)

SMILES for NP0019864 (Usneaxanthone C)

INCHI for NP0019864 (Usneaxanthone C)

Structure for NP0019864 (Usneaxanthone C)

3D Structure for NP0019864 (Usneaxanthone C)