NP-MRD: Showing NP-Card for 3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione (NP0259596)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 01:31:24 UTC

Updated at

2022-09-08 01:31:24 UTC

NP-MRD ID

NP0259596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione

Description

3,5,9,22,24,28-Hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]Nonacosa-5,8(13),9,11,17(29),18(23),19,21,24-nonaene-7,14,26-trione belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. 3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione is found in Talaromyces islandicus. 3,5,9,22,24,28-Hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]Nonacosa-5,8(13),9,11,17(29),18(23),19,21,24-nonaene-7,14,26-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523532D          

 40 46  0  0  0  0            999 V2000
    4.1249    1.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896    1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2748    0.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -0.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -0.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191   -0.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6489   -1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -1.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7929   -1.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593   -1.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1278   -2.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -2.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1889   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6132   -1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224   -0.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1816   -1.1700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165    0.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829    1.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    1.6083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4809    1.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547    2.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    3.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588    2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608    2.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9252    1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232    1.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896    0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580    0.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245   -0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6369   -0.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6339    0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692    1.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0876    0.6058    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  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  9 35  1  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
  2 39  1  0  0  0  0
 33 40  1  0  0  0  0
 16 40  1  0  0  0  0
 22 40  2  0  0  0  0
M  END

     RDKit          3D

 64 70  0  0  0  0  0  0  0  0999 V2000
    3.4350    4.2395    2.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3198    3.0800    1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134    3.0997   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033    2.0112   -0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5968    2.0725   -2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    0.9356   -0.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.8969    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392    1.9837    1.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761   -0.2394    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710   -0.5023    2.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9798   -1.0597   -0.1153 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0925   -0.1390   -0.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462   -0.0633   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8697   -1.2997   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848   -1.2641    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9416   -0.0905    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2456   -0.2173    0.6200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829    1.1177    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445    2.3082    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2696    2.3410    0.5596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    3.5059    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9212    3.4830   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2183    4.7850   -0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    2.3029   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425    1.1159   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734   -2.5560    0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9276   -2.6765    0.9488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810   -3.7121   -0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -3.6858    0.1544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1912   -4.9113   -0.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -2.5177   -0.3934 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2552   -2.2535    0.3583 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1582   -3.4503    0.3583 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3465   -3.0393    1.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5853   -3.7688   -1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4255   -2.5797   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -2.8359   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1350   -1.3708   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703   -0.2390   -1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -0.3209   -2.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633    5.0180    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8907    3.9631    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4157    4.6694    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6181    3.9675   -0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7313    1.5204   -2.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9989    1.9720    2.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9437    0.3998    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8407    3.1554    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023    4.4402    0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003    4.7418    0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560    5.6263   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9707    4.8608   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960    2.2437   -0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1920   -3.5561   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -4.6621   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8225   -3.6045    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -5.5841    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8268   -2.6000   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614   -2.0653    1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003   -4.3122    0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479   -3.3302    1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -3.8131   -1.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2099   -4.6751   -1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4201   -2.8614   -1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6 39  1  0
 39 40  2  0
 39 38  1  0
 38 36  2  0
 36 37  1  0
 36 35  1  0
 35 33  1  0
 33 34  1  0
 33 32  1  0
 32 31  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  1  0
 11 12  1  6
 11  9  1  0
  9 10  2  0
  9  7  1  0
  7  8  2  0
 13 25  2  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 22 21  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
  8  2  1  0
 18 25  1  0
  7  6  1  0
 11 38  1  0
 11 32  1  0
 14 31  1  0
 16 15  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  5 45  1  0
 37 64  1  0
 35 62  1  0
 35 63  1  0
 33 60  1  1
 34 61  1  0
 32 59  1  1
 31 58  1  6
 29 56  1  1
 30 57  1  0
 28 54  1  0
 28 55  1  0
  8 46  1  0
 24 53  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 21 49  1  0
 20 48  1  0
 17 47  1  0
M  END


  Mrv1533004231523532D          

 40 46  0  0  0  0            999 V2000
    4.1249    1.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896    1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2748    0.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -0.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -0.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191   -0.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6489   -1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -1.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7929   -1.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593   -1.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1278   -2.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -2.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1889   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6132   -1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4224   -0.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9480   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1816   -1.1700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165    0.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2829    1.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    1.6083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4809    1.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2473    1.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547    2.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    3.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588    2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608    2.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9252    1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232    1.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8896    0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580    0.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245   -0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6369   -0.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6339    0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692    1.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0876    0.6058    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  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  9 35  1  0  0  0  0
 15 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
  2 39  1  0  0  0  0
 33 40  1  0  0  0  0
 16 40  1  0  0  0  0
 22 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0259596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=C2C(=O)C3=C(O)CC(O)C4C5C(O)CC(=O)C6=C5C(OC34C(=O)C2=C1)=C1C=C(C)C=C(O)C1=C6O

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O10/c1-9-3-11-19(13(31)5-9)26(37)22-16(34)7-15(33)21-23(22)28(11)40-30-24(21)17(35)8-18(36)25(30)27(38)20-12(29(30)39)4-10(2)6-14(20)32/h3-6,15,17,21,24,31-33,35-37H,7-8H2,1-2H3

> <INCHI_KEY>
FHQKRPOCCFXEMC-UHFFFAOYSA-N

> <FORMULA>
C30H24O10

> <MOLECULAR_WEIGHT>
544.512

> <EXACT_MASS>
544.136946973

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
53.891364885500735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17,19,21,23,25(29)-nonaene-7,14,26-trione

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.700311106

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.257406522649228

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.455815937649266

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9491209819807036

> <JCHEM_POLAR_SURFACE_AREA>
181.81999999999996

> <JCHEM_REFRACTIVITY>
141.96969999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17,19,21,23,25(29)-nonaene-7,14,26-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       7.700   3.584   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.074   2.177   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.980   0.932   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.354  -0.476   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.260  -1.721   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.822  -0.637   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.945  -1.951   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.780  -3.244   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.347  -2.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.911  -3.694   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.972  -4.810   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.414  -4.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.353  -2.939   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.145  -3.300   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.789  -1.462   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.273  -0.346   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.770  -0.707   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.206  -2.184   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.831   0.409   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.395   1.886   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.456   3.002   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.898   2.247   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.462   3.724   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.523   4.840   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.035   4.085   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.471   5.562   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.410   6.678   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.969   5.923   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.030   4.807   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.527   5.168   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.594   3.330   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.097   2.969   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.661   1.492   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.722   0.376   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.286  -1.101   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.723  -0.385   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.922  -1.352   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.917   0.608   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.542   2.016   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.163   1.131   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   39                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   38                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   35                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   35                                                  
CONECT   16   15   17   40                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   40                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   32                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   25   33                                                  
CONECT   33   32   34   40                                                  
CONECT   34   33   35                                                       
CONECT   35   34    9   15   36                                             
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36    6   39                                                  
CONECT   39   38    2                                                       
CONECT   40   33   16   22                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₄O₁₀

Average Mass

544.5120 Da

Monoisotopic Mass

544.13695 Da

IUPAC Name

3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17,19,21,23,25(29)-nonaene-7,14,26-trione

Traditional Name

3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17,19,21,23,25(29)-nonaene-7,14,26-trione

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2C(=O)C3=C(O)CC(O)C4C5C(O)CC(=O)C6=C5C(OC34C(=O)C2=C1)=C1C=C(C)C=C(O)C1=C6O

InChI Identifier

InChI=1S/C30H24O10/c1-9-3-11-19(13(31)5-9)26(37)22-16(34)7-15(33)21-23(22)28(11)40-30-24(21)17(35)8-18(36)25(30)27(38)20-12(29(30)39)4-10(2)6-14(20)32/h3-6,15,17,21,24,31-33,35-37H,7-8H2,1-2H3

InChI Key

FHQKRPOCCFXEMC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Talaromyces islandicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Dibenzopyran
Xanthene
Naphthopyran
1-naphthol
Chromane
Benzopyran
Naphthalene
1-benzopyran
Tetralin
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Ether
Enol
Oxacycle
Polyol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	2.37	ALOGPS
logP	2.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.46	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.82 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	141.97 m³·mol⁻¹	ChemAxon
Polarizability	53.89 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione (NP0259596)

MOL for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

3D MOL for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

3D SDF for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

3D-SDF for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

PDB for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

3D PDB for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

SMILES for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

INCHI for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

Structure for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)

3D Structure for NP0259596 (3,5,9,22,24,28-hexahydroxy-11,20-dimethyl-16-oxaheptacyclo[15.11.1.0²,¹⁵.0⁶,¹⁵.0⁸,¹³.0¹⁸,²³.0²⁵,²⁹]nonacosa-5,8,10,12,17(29),18,20,22,24-nonaene-7,14,26-trione)