NP-MRD: Showing NP-Card for 5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione (NP0284983)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 12:56:45 UTC

Updated at

2022-09-09 12:56:45 UTC

NP-MRD ID

NP0284983

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione

Description

5-Hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-2,3,4,8,9,10,11,12-octahydro-1,7-dioxatetraphene-4,9,11-trione belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. 5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione is found in Baeckea frutescens. 5-Hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-2,3,4,8,9,10,11,12-octahydro-1,7-dioxatetraphene-4,9,11-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181500382D          

 39 44  0  0  0  0            999 V2000
    1.6203   -0.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -1.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0802   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -3.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7564   -1.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -2.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336   -4.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -4.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -5.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700   -6.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0802   -6.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6203   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502   -5.0150    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 12 17  2  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 13 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
M  END

     RDKit          3D

 69 74  0  0  0  0  0  0  0  0999 V2000
   -0.4057    4.4764   -2.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3064    3.3118   -1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629    3.4778   -1.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    4.6805   -1.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272    2.4095   -0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101    1.1894   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    1.0862   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3688    2.1215   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.9915   -1.5338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826    0.8009   -1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492   -0.2199   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -1.4988   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888   -2.5721   -0.8507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822   -1.5014   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9639   -1.6720    1.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -2.7059   -0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859   -0.2277   -0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    0.1023   -0.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309    0.6815   -1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040    2.0331   -1.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0039    0.1081   -3.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189   -0.1803   -0.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1646   -0.6076    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7862    0.0844    2.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565   -0.3131    3.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008   -1.4183    3.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -2.1200    2.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819   -1.7024    1.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3843    0.0930    0.2282 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7946    0.1010    0.1556 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4504   -1.0852    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9815   -2.3137    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186   -3.5032    0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -3.4683    1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0451   -2.2660    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -1.0989    1.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    1.4132    0.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416    2.4634   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923    3.3392   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874    5.4306   -1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668    4.2755   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583    4.4943   -1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793    4.9238   -1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -2.1449    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8188   -0.7295    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1638   -2.3693    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463   -3.5550   -0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6146   -2.4886   -1.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354   -2.9667   -1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4202    2.4546   -0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0172    2.6912   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5582    1.8897   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999   -0.9622   -3.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0717    0.2649   -3.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3443    0.6134   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813   -0.9769   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    0.9671    1.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    0.2148    4.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -1.7703    4.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3361   -2.9945    2.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -2.2657    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1068    0.1527   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -2.3959   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1664   -4.4705    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9944   -4.4103    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8556   -2.2609    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -0.1277    1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061    1.6094    1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3743    1.4169    0.7352 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
  3  5  1  0
  5  6  2  0
  6 29  1  0
 29 30  1  0
 30 37  1  0
 37 38  1  0
 38 39  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
  8  2  1  0
 19 10  1  0
 38  5  1  0
 36 31  1  0
 22  7  1  0
 28 23  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
 30 62  1  6
 37 68  1  0
 37 69  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
 35 66  1  0
 36 67  1  0
 22 56  1  6
 24 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
M  END


  Mrv1533004181500382D          

 39 44  0  0  0  0            999 V2000
    1.6203   -0.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -1.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0802   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -3.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7564   -1.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -2.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336   -4.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -4.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -5.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700   -6.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0802   -6.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6203   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502   -5.0150    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 12 17  2  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 13 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0284983

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C2=C(OC(CC2=O)C2=CC=CC=C2)C2=C1OC1=C(C2C2=CC=CC=C2)C(=O)C(C)(C)C(=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C33H30O6/c1-17-26(35)23-20(34)16-21(18-12-8-6-9-13-18)38-28(23)24-22(19-14-10-7-11-15-19)25-29(36)32(2,3)31(37)33(4,5)30(25)39-27(17)24/h6-15,21-22,35H,16H2,1-5H3

> <INCHI_KEY>
XFYRJHANHCHCTK-UHFFFAOYSA-N

> <FORMULA>
C33H30O6

> <MOLECULAR_WEIGHT>
522.597

> <EXACT_MASS>
522.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
56.193797394604566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-2,3,4,8,9,10,11,12-octahydro-1,7-dioxatetraphene-4,9,11-trione

> <ALOGPS_LOGP>
5.84

> <JCHEM_LOGP>
7.5536558063333334

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.841512206973555

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.56789193084635

> <JCHEM_PKA_STRONGEST_BASIC>
-4.807416729084776

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
148.28699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2H-1,7-dioxatetraphene-4,9,11-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       3.024  -1.503   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.520  -2.959   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.008  -3.250   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -2.086   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.504  -4.705   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.008  -4.996   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.016  -3.832   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.512  -6.451   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.504  -7.615   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.008  -7.324   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.512  -5.869   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.024  -5.578   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.033  -6.742   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.545  -6.451   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.049  -4.996   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.041  -3.832   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.529  -4.123   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.561  -4.705   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.012  -3.266   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.883  -3.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.569  -5.869   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.082  -5.578   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.065  -7.324   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.586  -7.568   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.089  -8.864   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.553  -7.615   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.049  -9.070   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.529  -8.197   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.537  -9.361   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.033 -10.817   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.520 -11.108   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.512  -9.943   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.016  -8.488   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.008  -9.070   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000 -10.234   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.504 -11.690   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.016 -11.981   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.024 -10.817   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.520  -9.361   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   34                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   26                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    2   12                                                  
CONECT   18   15   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   14   27                                                  
CONECT   27   26                                                            
CONECT   28   13   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34    9   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₀O₆

Average Mass

522.5970 Da

Monoisotopic Mass

522.20424 Da

IUPAC Name

5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-2,3,4,8,9,10,11,12-octahydro-1,7-dioxatetraphene-4,9,11-trione

Traditional Name

5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2H-1,7-dioxatetraphene-4,9,11-trione

CAS Registry Number

Not Available

SMILES

CC1=C(O)C2=C(OC(CC2=O)C2=CC=CC=C2)C2=C1OC1=C(C2C2=CC=CC=C2)C(=O)C(C)(C)C(=O)C1(C)C

InChI Identifier

InChI=1S/C33H30O6/c1-17-26(35)23-20(34)16-21(18-12-8-6-9-13-18)38-28(23)24-22(19-14-10-7-11-15-19)25-29(36)32(2,3)31(37)33(4,5)30(25)39-27(17)24/h6-15,21-22,35H,16H2,1-5H3

InChI Key

XFYRJHANHCHCTK-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
Baeckea frutescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Pyranoflavonoid
Linear 1,7-diphenylheptane skeleton
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Dibenzopyran
Xanthene
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
Cyclohexenone
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Vinylogous ester
Cyclic ketone
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
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	5.84	ALOGPS
logP	7.55	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	148.29 m³·mol⁻¹	ChemAxon
Polarizability	56.19 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

10768339

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione (NP0284983)

MOL for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

3D MOL for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

3D SDF for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

3D-SDF for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

PDB for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

3D PDB for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

SMILES for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

INCHI for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

Structure for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)

3D Structure for NP0284983 (5-hydroxy-6,8,8,10,10-pentamethyl-2,12-diphenyl-3,12-dihydro-2h-1,7-dioxatetraphene-4,9,11-trione)