NP-MRD: Showing NP-Card for 2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate (NP0317863)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 17:59:50 UTC

Updated at

2022-09-11 17:59:50 UTC

NP-MRD ID

NP0317863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate

Description

2,24-Dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]Pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate is found in Rubia oncotricha. 2,24-Dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]Pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161519102D          

 44 49  0  0  0  0            999 V2000
    9.1304   -4.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6653   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6724   -2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -2.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9153   -2.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2044   -2.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -3.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4864   -2.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -2.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -2.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0504   -1.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7613   -1.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -1.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1902   -1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -0.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1744   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4748    0.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8168   -0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6380   -0.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2314    0.2382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9801   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8013   -1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1433   -1.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6641   -2.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8429   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5009   -1.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6797   -1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8035   -2.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3377   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165   -0.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7989   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0996   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890   -2.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3348   -1.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9068   -0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3971    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0494    2.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827    1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425    2.4045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8883    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2036    1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7635    1.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0630    0.4826    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 18 19  2  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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  2  0  0  0  0
 14 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 16 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
M  END

     RDKit          3D

 76 81  0  0  0  0  0  0  0  0999 V2000
   -3.4342   -4.4697   -1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -3.4850   -0.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3139   -2.4753   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -2.4945   -1.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723   -1.5020    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2656   -0.4565    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1662    0.4655    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0035    0.3172    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151    1.2171    3.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7327    1.0829    4.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6513    0.0686    4.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374   -0.8401    3.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189   -0.7216    2.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018   -1.6213    1.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -2.6613    1.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615    1.4016    0.8364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911    1.5169   -0.5814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6439    2.0069   -0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0467    3.2638   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372    2.3000   -2.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6060    1.0687   -0.4901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    2.1618   -1.2348 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0798    3.6078   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430    3.9228   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    4.0165    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    4.4542   -1.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    1.5177   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204    0.2694   -0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905   -0.2089    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818    0.4312   -0.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074   -1.4406    0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8329   -1.8959    1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8840   -3.0729    1.9556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -3.7746    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -3.2953    1.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320   -2.1170    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1430   -1.5997    0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606   -2.0335    1.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553   -0.6501   -0.5760 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4718   -1.4755   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920   -1.2464   -2.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4514   -2.4389   -1.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401   -3.2013   -2.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2398   -0.0225   -0.8469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2532   -4.0785   -2.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -4.5294   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7620   -5.4235   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    2.0254    3.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798    1.7897    5.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3148   -0.0637    5.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4758   -1.6437    3.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5611   -2.9188    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4280    4.0634   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    3.5700    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9595    3.0486    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    2.3560   -2.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4841    3.2575   -2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916    1.5257   -2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032    1.3904   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696    1.8080   -2.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2348    4.0545   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    4.8435   -2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5061    3.0673   -2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770    3.1407    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    4.7886    0.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541    4.5067    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785    5.0551   -2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949    2.1777   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7084   -1.3125    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363   -3.4244    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -4.7166    2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798   -3.8398    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201   -3.6896   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298   -4.0328   -3.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -2.5749   -3.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081   -0.1111   -1.8872 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
  3  5  1  0
  5  6  2  0
  6 44  1  0
 44 17  1  0
 17 16  1  0
 16  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 17 22  1  0
 22 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  6
 40 41  2  0
 40 42  1  0
 42 43  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 17 18  1  1
 18 19  1  0
 18 20  1  0
 18 21  1  0
 14  5  1  0
 39 28  1  0
  7  6  1  0
 13  8  1  0
 36 31  1  0
 39 44  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 44 76  1  6
  9 48  1  0
 10 49  1  0
 11 50  1  0
 12 51  1  0
 15 52  1  0
 22 60  1  6
 27 68  1  0
 32 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 43 73  1  0
 43 74  1  0
 43 75  1  0
 24 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
M  END


  Mrv1533004161519102D          

 44 49  0  0  0  0            999 V2000
    9.1304   -4.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6653   -3.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6724   -2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -2.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9153   -2.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2044   -2.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -3.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4864   -2.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -2.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -2.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0504   -1.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7613   -1.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -1.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1902   -1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -0.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1744   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4748    0.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8168   -0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6380   -0.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2314    0.2382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9801   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8013   -1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1433   -1.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6641   -2.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8429   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5009   -1.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6797   -1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8035   -2.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3377   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165   -0.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7989   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0996   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890   -2.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3348   -1.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9068   -0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3971    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0494    2.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827    1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425    2.4045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8883    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2036    1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7635    1.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0630    0.4826    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 18 19  2  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  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  2  0  0  0  0
 14 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 16 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2C3C(OC2=C2C=CC=CC2=C1O)(C(C=C1C(=O)C2=CC=CC=C2C(=O)C31C(=O)OC)C(C)(C)O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C34H32O10/c1-31(2,40)21-15-20-24(35)17-12-8-10-14-19(17)28(37)33(20,30(39)43-6)27-23-22(29(38)42-5)25(36)16-11-7-9-13-18(16)26(23)44-34(21,27)32(3,4)41/h7-15,21,27,36,40-41H,1-6H3

> <INCHI_KEY>
KCCRDNDDMZTPSH-UHFFFAOYSA-N

> <FORMULA>
C34H32O10

> <MOLECULAR_WEIGHT>
600.62

> <EXACT_MASS>
600.19954723

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
61.7827548025129

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16,18,20,22,24-nonaene-2,24-dicarboxylate

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
3.8022954546666665

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.984492910109918

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.68374333466105

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8381021198983225

> <JCHEM_POLAR_SURFACE_AREA>
156.66

> <JCHEM_REFRACTIVITY>
159.01700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16,18,20,22,24-nonaene-2,24-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      17.043  -8.662   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.175  -7.289   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      16.189  -5.530   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      17.785  -4.643   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.775  -4.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.448  -5.045   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.934  -6.589   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.108  -4.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.781  -5.068   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.441  -4.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.427  -2.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.754  -1.988   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.095  -2.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.422  -1.965   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.729  -0.456   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      15.259  -0.282   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.077   0.768   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.686   0.824   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.325  -0.577   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.858  -0.725   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      20.965   0.445   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      20.496  -2.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.029  -2.274   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.667  -3.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.773  -4.929   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.240  -4.782   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.602  -3.380   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.069  -3.233   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.433  -4.262   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      17.430  -1.831   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.897  -1.683   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.558  -2.647   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.986  -3.464   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.340  -5.487   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      15.558  -2.909   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.759  -1.412   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.675   2.805   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.892   4.155   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.154   3.520   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      15.386   4.488   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      14.725   1.372   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.447   2.503   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.358   1.957   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      13.184   0.901   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   32                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   31   41                                             
CONECT   17   16   18   37                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   19   31   33                                             
CONECT   31   30   16   32                                                  
CONECT   32   31    5   14                                                  
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35                                                            
CONECT   37   17   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37                                                            
CONECT   41   16   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
2,24-Dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0,.0,.0,.0,]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylic acid	Generator
2,24-Dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylic acid	Generator

Chemical Formula

C₃₄H₃₂O₁₀

Average Mass

600.6200 Da

Monoisotopic Mass

600.19955 Da

IUPAC Name

2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16,18,20,22,24-nonaene-2,24-dicarboxylate

Traditional Name

2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16,18,20,22,24-nonaene-2,24-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2C3C(OC2=C2C=CC=CC2=C1O)(C(C=C1C(=O)C2=CC=CC=C2C(=O)C31C(=O)OC)C(C)(C)O)C(C)(C)O

InChI Identifier

InChI=1S/C34H32O10/c1-31(2,40)21-15-20-24(35)17-12-8-10-14-19(17)28(37)33(20,30(39)43-6)27-23-22(29(38)42-5)25(36)16-11-7-9-13-18(16)26(23)44-34(21,27)32(3,4)41/h7-15,21,27,36,40-41H,1-6H3

InChI Key

KCCRDNDDMZTPSH-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
Rubia oncotricha	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Naphthofuran
1-naphthol
Naphthalene
Salicylic acid or derivatives
Tetralin
Coumaran
Aryl alkyl ketone
Quinone
Aryl ketone
Alkyl aryl ether
Dicarboxylic acid or derivatives
Methyl ester
Tertiary alcohol
Vinylogous acid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.17	ALOGPS
logP	3.8	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.66 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	159.02 m³·mol⁻¹	ChemAxon
Polarizability	61.78 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

14777443

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate (NP0317863)

MOL for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

3D MOL for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

3D SDF for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

3D-SDF for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

PDB for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

3D PDB for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

SMILES for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

INCHI for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

Structure for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)

3D Structure for NP0317863 (2,24-dimethyl 23-hydroxy-13,14-bis(2-hydroxypropan-2-yl)-3,10-dioxo-15-oxahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁷,²²]pentacosa-4,6,8,11,16(25),17,19,21,23-nonaene-2,24-dicarboxylate)