NP-MRD: Showing NP-Card for 12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione (NP0229915)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 10:11:06 UTC

Updated at

2022-09-06 10:11:06 UTC

NP-MRD ID

NP0229915

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione

Description

12-Hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]Docosa-4(13),5,9,11,15-pentaene-14,18-dione belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. 12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione is found in Garcinia hanburyi. 12-Hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]Docosa-4(13),5,9,11,15-pentaene-14,18-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121516582D          

 38 43  0  0  0  0            999 V2000
    6.1958   -0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4413   -0.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7151   -0.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130   -0.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478   -1.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8840   -1.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5130   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0318   -0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -0.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039   -0.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -0.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1154    0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774    1.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076    0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821    1.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550    1.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3352    1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636    1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4656    0.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -0.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564   -0.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427   -0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -1.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7449   -3.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4574   -2.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840   -2.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807   -2.0102    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
    4.0632    2.1234   -2.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    2.1846   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7782    3.2238   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    1.3459   -1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808    1.2990    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792   -0.0463    0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -0.3440    1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -1.5821    2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -2.5100    1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -3.7097    2.5910 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -2.1486    1.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6239   -0.9271    0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -0.5314   -0.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849   -1.3369   -0.4196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6060   -2.6211    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -3.3284    0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5573   -2.9087   -0.9981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5780   -2.7623   -2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651   -1.5881   -1.9408 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2180   -0.2745   -2.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0486    0.5801   -2.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -0.3687   -3.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7589    0.3680   -1.2808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068   -0.5713   -0.2876 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0822    0.0010    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990    0.8715    1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182    2.1466    1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930    2.7160    1.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4127    3.0168    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9993   -1.5071   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -1.2323   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -3.0335    1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -4.1651    1.6155 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -1.8975    2.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744   -1.0563    2.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0366    0.2652    2.2594 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2957    0.5198    1.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808    0.5496    1.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1451    2.0397   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104    3.0865   -3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    1.2643   -3.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471    4.0805   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273    2.8793    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    3.6536    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0968    0.6012   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532    2.0146    0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5024    1.4859   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050   -4.5040    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349   -4.1110    0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796   -3.5818   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0620   -2.7877   -3.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -3.6799   -2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.7770   -2.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868    0.0414   -2.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471    1.5134   -2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549    0.7972   -3.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833    0.6217   -4.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2507   -0.5056   -3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833   -1.1069   -4.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969   -0.7966    1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    0.6290    1.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2767    0.4725    0.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.2884    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974    2.6365    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    3.8177    2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6295    3.3790    0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3199    2.4623    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343    3.9121    2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -2.8862    3.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -1.3626    3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1075    1.0204    3.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6343    1.5538    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552   -0.2273    1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0790    0.3157    0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 38  1  0
 38  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6 12  2  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8 34  1  0
 34 35  2  0
 11 32  1  0
 32 33  2  0
 32 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  1
 25 26  1  0
 26 27  2  3
 27 28  1  0
 27 29  1  0
 24 30  1  0
 30 31  2  0
 24 14  1  0
 14 13  1  6
 35 36  1  0
 14 15  1  0
  8  7  2  0
 30 17  1  0
 13 12  1  0
 14 19  1  0
 37 72  1  0
 37 73  1  0
 37 74  1  0
 36 71  1  1
  5 46  1  0
  5 47  1  0
  4 45  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  3 44  1  0
 10 48  1  0
 34 69  1  0
 35 70  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  6
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 22 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
M  END


  Mrv0541 04121516582D          

 38 43  0  0  0  0            999 V2000
    6.1958   -0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4413   -0.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7151   -0.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0130   -0.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478   -1.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8840   -1.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5130   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0318   -0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -0.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039   -0.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -0.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1154    0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774    1.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076    0.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821    1.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550    1.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3352    1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636    1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4656    0.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -0.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564   -0.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427   -0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -1.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7449   -3.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4574   -2.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840   -2.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807   -2.0102    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229915

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC2=C(CC=C(C)C)C3=C(C(O)=C2C=C1)C(=O)C1=CC2CC4C(C)(C)OC(CC=C(C)C)(C2=O)C14O3

> <INCHI_IDENTIFIER>
InChI=1S/C32H36O6/c1-16(2)8-10-21-27-20(11-9-18(5)36-27)25(33)24-26(34)22-14-19-15-23-30(6,7)38-31(29(19)35,13-12-17(3)4)32(22,23)37-28(21)24/h8-9,11-12,14,18-19,23,33H,10,13,15H2,1-7H3

> <INCHI_KEY>
BMXUVXIUASRKDN-UHFFFAOYSA-N

> <FORMULA>
C32H36O6

> <MOLECULAR_WEIGHT>
516.634

> <EXACT_MASS>
516.251188879

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
57.204786448216865

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione

> <ALOGPS_LOGP>
4.95

> <JCHEM_LOGP>
6.573819876333334

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.743612103748195

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.589145949988362

> <JCHEM_PKA_STRONGEST_BASIC>
-4.133343297102028

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
149.08059999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      11.565  -1.242   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.157  -0.481   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.801  -1.211   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.491  -0.402   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.135  -1.133   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.436  -2.813   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.667  -3.858   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.117  -3.339   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.291  -4.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.393  -1.824   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.825  -0.324   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.994  -0.948   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.840  -0.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.096  -1.234   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.088  -0.225   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.215   0.649   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.705   1.962   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.068   1.208   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.513   1.986   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.463   3.573   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.870   1.216   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.226   1.946   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.347   3.544   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.536   1.137   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.892   1.868   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.202   1.059   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.955  -1.247   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.852  -1.864   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.252  -1.710   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.000  -1.705   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.924  -3.060   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.256  -4.448   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.124  -5.720   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.720  -4.563   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.582  -3.081   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.083  -2.719   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.343  -4.307   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.271  -3.752   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18   29                                             
CONECT   14   13   15   36                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   11   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    4   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    2                                                       
CONECT   27   16   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   13   30   35                                             
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29   36                                                       
CONECT   36   35   14   37   38                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₆O₆

Average Mass

516.6340 Da

Monoisotopic Mass

516.25119 Da

IUPAC Name

12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione

Traditional Name

12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione

CAS Registry Number

Not Available

SMILES

CC1OC2=C(CC=C(C)C)C3=C(C(O)=C2C=C1)C(=O)C1=CC2CC4C(C)(C)OC(CC=C(C)C)(C2=O)C14O3

InChI Identifier

InChI=1S/C32H36O6/c1-16(2)8-10-21-27-20(11-9-18(5)36-27)25(33)24-26(34)22-14-19-15-23-30(6,7)38-31(29(19)35,13-12-17(3)4)32(22,23)37-28(21)24/h8-9,11-12,14,18-19,23,33H,10,13,15H2,1-7H3

InChI Key

BMXUVXIUASRKDN-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
Garcinia hanburyi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
Chromone
Aromatic monoterpenoid
Monoterpenoid
Aryl ketone
Alkyl aryl ether
Cyclohexenone
Oxepane
Benzenoid
Vinylogous acid
Tetrahydrofuran
Ketone
Oxacycle
Ether
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
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	4.95	ALOGPS
logP	6.57	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	149.08 m³·mol⁻¹	ChemAxon
Polarizability	57.2 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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 12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione (NP0229915)

MOL for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

3D MOL for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

3D SDF for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

3D-SDF for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

PDB for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

3D PDB for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

SMILES for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

INCHI for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

Structure for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)

3D Structure for NP0229915 (12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-en-1-yl)-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11,15-pentaene-14,18-dione)