NP-MRD: Showing NP-Card for 15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol (NP0302860)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 16:42:17 UTC

Updated at

2022-09-10 16:42:18 UTC

NP-MRD ID

NP0302860

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol

Description

15-(4-Hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]Hexadeca-2(7),3,5,9(16),10,12-hexaene-4,6,11-triol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol is found in Hopea hainanensis. 15-(4-Hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]Hexadeca-2(7),3,5,9(16),10,12-hexaene-4,6,11-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181502312D          

 36 41  0  0  0  0            999 V2000
    3.9489   -3.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9050   -2.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -0.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4481   -1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065   -0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9997    1.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7732    0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917    0.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441   -0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5526   -1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5965   -1.9601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172   -0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463   -0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3422    1.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459    2.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5645    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3794    3.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981    3.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6758    2.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1572    1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -2.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5220   -3.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -3.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0951   -3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -3.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512   -2.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -2.1122    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  4 21  1  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
  5 22  1  0  0  0  0
 10 22  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
  3 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
M  END

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
   -3.2599   -1.3459    3.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -0.4978    2.7139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -0.8680    1.3314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3964    0.1135    0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7544   -0.1141    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5967    0.7894   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1149    1.9179   -0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359    2.8315   -1.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7537    2.1198   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833    1.2254    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332   -0.6537    0.9377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0180   -1.3517    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -2.4827    2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927   -2.9873    2.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -4.1443    3.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102   -2.3516    2.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019   -1.1860    1.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2081   -0.7534    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    0.4828    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6094    0.0981   -0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1126    0.2952   -1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4060   -0.1502   -2.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    0.0779   -4.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867   -0.7855   -2.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032   -0.9853   -1.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826   -1.6364   -1.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6454   -0.5602   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826    0.6761    0.6998 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6831    1.1496   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909    2.4755   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6942    2.9246   -1.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247    2.0455   -2.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4452    2.4910   -3.2152 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4278    0.7094   -1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    0.2571   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -0.3514    1.5097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -1.4152    3.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -2.4073    3.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947   -0.9885    4.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -1.8157    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2209   -0.9785    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6616    0.6135   -0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3182    3.5992   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3728    3.0078   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    1.5148   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9398    0.4524    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -2.9953    2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2382   -5.0230    3.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -2.7799    3.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    1.3325    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    0.8088   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461    0.9407   -4.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -1.1490   -3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -1.9987   -0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8754    1.5478    1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311    3.1803   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7762    3.9723   -1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    1.8825   -3.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0828    0.0163   -2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4811   -0.7928   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 28  1  0
 28 36  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 27 11  1  0
 10  4  1  0
 18 12  1  0
 35 29  1  0
 27 20  1  0
 36 17  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  1
 11 46  1  1
 13 47  1  0
 15 48  1  0
 16 49  1  0
 19 50  1  1
 28 55  1  1
 30 56  1  0
 31 57  1  0
 33 58  1  0
 34 59  1  0
 35 60  1  0
 21 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
M  END


  Mrv1533004181502312D          

 36 41  0  0  0  0            999 V2000
    3.9489   -3.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9050   -2.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -0.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4481   -1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065   -0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    0.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9997    1.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7732    0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917    0.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441   -0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5526   -1.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5965   -1.9601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172   -0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463   -0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3422    1.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459    2.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5645    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3794    3.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981    3.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6758    2.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1572    1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -2.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5220   -3.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -3.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0951   -3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -3.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512   -2.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -2.1122    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  4 21  1  0  0  0  0
 14 21  1  0  0  0  0
 13 22  1  0  0  0  0
  5 22  1  0  0  0  0
 10 22  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 23 29  1  0  0  0  0
  3 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302860

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C1C2=CC(O)=CC3=C2C(C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C12)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H24O7/c1-35-28(14-2-6-16(30)7-3-14)26-21-11-19(33)13-23-25(21)27(20-10-18(32)12-22(34)24(20)26)29(36-23)15-4-8-17(31)9-5-15/h2-13,26-34H,1H3

> <INCHI_KEY>
UBVWNCURQRJKHK-UHFFFAOYSA-N

> <FORMULA>
C29H24O7

> <MOLECULAR_WEIGHT>
484.504

> <EXACT_MASS>
484.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.875733286230634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
5.094862546333333

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.240036216822334

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.81185134618579

> <JCHEM_PKA_STRONGEST_BASIC>
-4.088936301106901

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
133.69819999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol

> <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       7.371  -6.037   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.289  -4.499   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.917  -3.801   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.835  -2.263   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.462  -1.565   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.703  -2.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.505  -1.134   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.068  -1.687   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.745   0.388   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.182   0.941   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.733   2.379   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.271   2.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.671   0.813   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.043   0.115   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.334   0.955   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.707   0.257   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.998   1.097   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.789  -1.281   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.498  -2.121   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.580  -3.659   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.125  -1.423   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.380  -0.027   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.239   3.497   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.686   4.935   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.654   6.132   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.175   5.893   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.143   7.090   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.728   4.456   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.760   3.258   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.626  -4.641   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.708  -6.179   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.417  -7.018   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.044  -6.321   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.753  -7.160   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.962  -4.783   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.253  -3.943   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    4   14                                                  
CONECT   22   13    5   10                                                  
CONECT   23   12   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23                                                       
CONECT   30    3   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   30                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₄O₇

Average Mass

484.5040 Da

Monoisotopic Mass

484.15220 Da

IUPAC Name

15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol

Traditional Name

15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol

CAS Registry Number

Not Available

SMILES

COC(C1C2=CC(O)=CC3=C2C(C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C12)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C29H24O7/c1-35-28(14-2-6-16(30)7-3-14)26-21-11-19(33)13-23-25(21)27(20-10-18(32)12-22(34)24(20)26)29(36-23)15-4-8-17(31)9-5-15/h2-13,26-34H,1H3

InChI Key

UBVWNCURQRJKHK-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
Hopea hainanensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Anthracene
Naphthofuran
Coumaran
Benzylether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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	4.04	ALOGPS
logP	5.09	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.81	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	133.7 m³·mol⁻¹	ChemAxon
Polarizability	48.88 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	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 15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol (NP0302860)

MOL for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

3D MOL for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

3D SDF for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

3D-SDF for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

PDB for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

3D PDB for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

SMILES for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

INCHI for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

Structure for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)

3D Structure for NP0302860 (15-(4-hydroxyphenyl)-8-[(4-hydroxyphenyl)(methoxy)methyl]-14-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2,4,6,9,11,13(16)-hexaene-4,6,11-triol)