NP-MRD: Showing NP-Card for engelharquinonol (NP0041727)

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Record Information

Version

2.0

Created at

2021-06-20 23:34:27 UTC

Updated at

2021-06-30 00:16:24 UTC

NP-MRD ID

NP0041727

Secondary Accession Numbers

None

Natural Product Identification

Common Name

engelharquinonol

Provided By

JEOL Database JEOL Logo

Description

engelharquinonol is found in Engelhardia roxburghiana. engelharquinonol was first documented in 2012 (Wu, H.-C., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101343D          

 43 47  0  0  0  0            999 V2000
   -3.3270    2.0881    0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    1.1060    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257    1.2181    1.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    0.3406    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    1.0293    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    2.3945    1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.3453    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101   -1.0427    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0925   -1.7306    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -1.0583    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -1.8924    1.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2390   -3.1070    1.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384   -1.1938    1.7222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0964   -0.2814    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6040   -0.9109   -0.7383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7460   -1.2820   -1.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    0.0264   -1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3141    1.0949   -2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.3670   -2.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5889   -2.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    0.2524   -3.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.0417   -3.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481   -1.9924   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010   -3.2410   -2.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.6578   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -2.6619   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496   -3.8457   -1.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -2.1939   -0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2735   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    2.7232    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    0.8883    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.5965    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -2.8213    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -3.7564    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -1.9229    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -0.6727    2.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.2286    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -0.4484   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1075    1.6030   -2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.9969   -3.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -1.3125   -3.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -3.8507   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296   -3.1864   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
 11 28  1  0  0  0  0
 21 22  1  0  0  0  0
  2  1  2  0  0  0  0
 19 17  1  0  0  0  0
 25 26  1  0  0  0  0
  4 10  2  0  0  0  0
 26 28  1  0  0  0  0
 10  9  1  0  0  0  0
 15 17  1  0  0  0  0
  9  8  2  0  0  0  0
 19 20  1  0  0  0  0
  8  7  1  0  0  0  0
 20 21  2  0  0  0  0
  7  5  2  0  0  0  0
  5  4  1  0  0  0  0
 19 25  2  0  0  0  0
  5  6  1  0  0  0  0
 14 13  1  0  0  0  0
 11 13  1  0  0  0  0
 22 23  2  0  0  0  0
 28 29  1  1  0  0  0
 23 25  1  0  0  0  0
 15 16  1  6  0  0  0
 28 15  1  0  0  0  0
 23 24  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  2  0  0  0  0
 14  2  1  0  0  0  0
 26 27  2  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  1  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
 20 39  1  0  0  0  0
 14 37  1  6  0  0  0
  9 33  1  0  0  0  0
  8 32  1  0  0  0  0
  7 31  1  0  0  0  0
  6 30  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 29 43  1  0  0  0  0
 16 38  1  0  0  0  0
 24 42  1  0  0  0  0
 12 34  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -3.3270    2.0881    0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    1.1060    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257    1.2181    1.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    0.3406    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    1.0293    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    2.3945    1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.3453    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101   -1.0427    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0925   -1.7306    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -1.0583    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -1.8924    1.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2390   -3.1070    1.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384   -1.1938    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964   -0.2814    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6040   -0.9109   -0.7383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7460   -1.2820   -1.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    0.0264   -1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3141    1.0949   -2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.3670   -2.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5889   -2.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    0.2524   -3.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.0417   -3.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481   -1.9924   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010   -3.2410   -2.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.6578   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -2.6619   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496   -3.8457   -1.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -2.1939   -0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2735   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    2.7232    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    0.8883    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.5965    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -2.8213    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -3.7564    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -1.9229    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -0.6727    2.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.2286    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -0.4484   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1075    1.6030   -2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.9969   -3.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -1.3125   -3.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -3.8507   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296   -3.1864   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 10 11  1  0
 11 28  1  0
 21 22  1  0
  2  1  2  0
 19 17  1  0
 25 26  1  0
  4 10  2  0
 26 28  1  0
 10  9  1  0
 15 17  1  0
  9  8  2  0
 19 20  1  0
  8  7  1  0
 20 21  2  0
  7  5  2  0
  5  4  1  0
 19 25  2  0
  5  6  1  0
 14 13  1  0
 11 13  1  0
 22 23  2  0
 28 29  1  1
 23 25  1  0
 15 16  1  6
 28 15  1  0
 23 24  1  0
 15 14  1  0
 17 18  2  0
 14  2  1  0
 26 27  2  0
  2  3  1  0
 11 12  1  1
 21 40  1  0
 22 41  1  0
 20 39  1  0
 14 37  1  6
  9 33  1  0
  8 32  1  0
  7 31  1  0
  6 30  1  0
 13 35  1  0
 13 36  1  0
 29 43  1  0
 16 38  1  0
 24 42  1  0
 12 34  1  0
M  END


  Mrv1652306212101343D          

 43 47  0  0  0  0            999 V2000
   -3.3270    2.0881    0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    1.1060    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257    1.2181    1.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    0.3406    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    1.0293    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    2.3945    1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.3453    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101   -1.0427    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0925   -1.7306    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -1.0583    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -1.8924    1.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2390   -3.1070    1.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384   -1.1938    1.7222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0964   -0.2814    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6040   -0.9109   -0.7383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7460   -1.2820   -1.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    0.0264   -1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3141    1.0949   -2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.3670   -2.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5889   -2.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    0.2524   -3.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.0417   -3.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481   -1.9924   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010   -3.2410   -2.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.6578   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -2.6619   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496   -3.8457   -1.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -2.1939   -0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2735   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    2.7232    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    0.8883    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.5965    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -2.8213    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -3.7564    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -1.9229    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -0.6727    2.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.2286    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -0.4484   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1075    1.6030   -2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.9969   -3.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -1.3125   -3.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -3.8507   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296   -3.1864   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
 11 28  1  0  0  0  0
 21 22  1  0  0  0  0
  2  1  2  0  0  0  0
 19 17  1  0  0  0  0
 25 26  1  0  0  0  0
  4 10  2  0  0  0  0
 26 28  1  0  0  0  0
 10  9  1  0  0  0  0
 15 17  1  0  0  0  0
  9  8  2  0  0  0  0
 19 20  1  0  0  0  0
  8  7  1  0  0  0  0
 20 21  2  0  0  0  0
  7  5  2  0  0  0  0
  5  4  1  0  0  0  0
 19 25  2  0  0  0  0
  5  6  1  0  0  0  0
 14 13  1  0  0  0  0
 11 13  1  0  0  0  0
 22 23  2  0  0  0  0
 28 29  1  1  0  0  0
 23 25  1  0  0  0  0
 15 16  1  6  0  0  0
 28 15  1  0  0  0  0
 23 24  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  2  0  0  0  0
 14  2  1  0  0  0  0
 26 27  2  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  1  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
 20 39  1  0  0  0  0
 14 37  1  6  0  0  0
  9 33  1  0  0  0  0
  8 32  1  0  0  0  0
  7 31  1  0  0  0  0
  6 30  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 29 43  1  0  0  0  0
 16 38  1  0  0  0  0
 24 42  1  0  0  0  0
 12 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1OC(=O)[C@]1([H])C([H])([H])[C@@]2(O[H])[C@]2(O[H])C(=O)C3=C(C([H])=C([H])C([H])=C3O[H])C(=O)[C@]12O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O9/c21-11-5-1-3-8-13(11)16(24)20(28)18(26)7-10(19(20,27)15(8)23)17(25)29-14-9(18)4-2-6-12(14)22/h1-6,10,21-22,26-28H,7H2/t10-,18-,19+,20+/m0/s1

> <INCHI_KEY>
SKQLXOHDIVIJKS-DKBTWMDRSA-N

> <FORMULA>
C20H14O9

> <MOLECULAR_WEIGHT>
398.323

> <EXACT_MASS>
398.063782031

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.93975011878629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,11R,12S)-2,8,11,12,17-pentahydroxy-19-oxapentacyclo[10.8.1.0^{2,11}.0^{4,9}.0^{13,18}]henicosa-4(9),5,7,13(18),14,16-hexaene-3,10,20-trione

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.1841806303333333

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.923500417358852

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.02632559964832

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9233633722807886

> <JCHEM_POLAR_SURFACE_AREA>
161.59

> <JCHEM_REFRACTIVITY>
94.26109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,11R,12S)-2,8,11,12,17-pentahydroxy-19-oxapentacyclo[10.8.1.0^{2,11}.0^{4,9}.0^{13,18}]henicosa-4(9),5,7,13(18),14,16-hexaene-3,10,20-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -3.3270    2.0881    0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    1.1060    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257    1.2181    1.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    0.3406    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    1.0293    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    2.3945    1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.3453    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101   -1.0427    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0925   -1.7306    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -1.0583    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -1.8924    1.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2390   -3.1070    1.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384   -1.1938    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964   -0.2814    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6040   -0.9109   -0.7383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7460   -1.2820   -1.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    0.0264   -1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3141    1.0949   -2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.3670   -2.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5889   -2.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    0.2524   -3.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.0417   -3.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481   -1.9924   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010   -3.2410   -2.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.6578   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -2.6619   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496   -3.8457   -1.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -2.1939   -0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2735   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    2.7232    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    0.8883    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.5965    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -2.8213    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -3.7564    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -1.9229    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -0.6727    2.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.2286    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -0.4484   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1075    1.6030   -2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.9969   -3.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -1.3125   -3.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -3.8507   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296   -3.1864   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 10 11  1  0
 11 28  1  0
 21 22  1  0
  2  1  2  0
 19 17  1  0
 25 26  1  0
  4 10  2  0
 26 28  1  0
 10  9  1  0
 15 17  1  0
  9  8  2  0
 19 20  1  0
  8  7  1  0
 20 21  2  0
  7  5  2  0
  5  4  1  0
 19 25  2  0
  5  6  1  0
 14 13  1  0
 11 13  1  0
 22 23  2  0
 28 29  1  1
 23 25  1  0
 15 16  1  6
 28 15  1  0
 23 24  1  0
 15 14  1  0
 17 18  2  0
 14  2  1  0
 26 27  2  0
  2  3  1  0
 11 12  1  1
 21 40  1  0
 22 41  1  0
 20 39  1  0
 14 37  1  6
  9 33  1  0
  8 32  1  0
  7 31  1  0
  6 30  1  0
 13 35  1  0
 13 36  1  0
 29 43  1  0
 16 38  1  0
 24 42  1  0
 12 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.327   2.088   0.889  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.596   1.106   0.862  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.226   1.218   1.100  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.098   0.341   1.200  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.124   1.029   1.243  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.172   2.394   1.199  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.326   0.345   1.315  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310  -1.043   1.355  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.093  -1.731   1.319  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.149  -1.058   1.234  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.411  -1.892   1.137  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.239  -3.107   1.874  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.638  -1.194   1.722  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.096  -0.281   0.587  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.604  -0.911  -0.738  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.746  -1.282  -1.550  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.819   0.026  -1.649  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.314   1.095  -2.005  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.493  -0.367  -2.163  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.267   0.589  -2.856  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.516   0.252  -3.378  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.005  -1.042  -3.224  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.248  -1.992  -2.544  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.801  -3.241  -2.445  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000  -1.658  -1.996  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.768  -2.662  -1.238  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.450  -3.846  -1.361  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.886  -2.194  -0.314  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.854  -3.273  -0.216  0.00  0.00           O+0
HETATM   30  H   UNK     0       0.254   2.723   1.213  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.267   0.888   1.344  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.244  -1.597   1.418  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.124  -2.821   1.358  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.855  -3.756   1.471  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.427  -1.923   1.953  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.427  -0.673   2.664  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.193  -0.229   0.611  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.187  -0.448  -1.823  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.108   1.603  -2.994  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.104   0.997  -3.910  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.975  -1.313  -3.635  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.136  -3.851  -2.051  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.430  -3.186  -1.007  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1   14    3                                                  
CONECT    3    4    2                                                       
CONECT    4    3   10    5                                                  
CONECT    5    7    4    6                                                  
CONECT    6    5   30                                                       
CONECT    7    8    5   31                                                  
CONECT    8    9    7   32                                                  
CONECT    9   10    8   33                                                  
CONECT   10   11    4    9                                                  
CONECT   11   10   28   13   12                                             
CONECT   12   11   34                                                       
CONECT   13   14   11   35   36                                             
CONECT   14   13   15    2   37                                             
CONECT   15   17   16   28   14                                             
CONECT   16   15   38                                                       
CONECT   17   19   15   18                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21   39                                                  
CONECT   21   22   20   40                                                  
CONECT   22   21   23   41                                                  
CONECT   23   22   25   24                                                  
CONECT   24   23   42                                                       
CONECT   25   26   19   23                                                  
CONECT   26   25   28   27                                                  
CONECT   27   26                                                            
CONECT   28   11   26   29   15                                             
CONECT   29   28   43                                                       
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
CONECT   42   24                                                            
CONECT   43   29                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

RDKit          3D

43 47  0  0  0  0  0  0  0  0999 V2000
   -3.3270    2.0881    0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    1.1060    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257    1.2181    1.1004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    0.3406    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    1.0293    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    2.3945    1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.3453    1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101   -1.0427    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0925   -1.7306    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485   -1.0583    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -1.8924    1.1375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2390   -3.1070    1.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6384   -1.1938    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964   -0.2814    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6040   -0.9109   -0.7383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7460   -1.2820   -1.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    0.0264   -1.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3141    1.0949   -2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.3670   -2.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.5889   -2.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    0.2524   -3.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.0417   -3.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481   -1.9924   -2.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010   -3.2410   -2.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.6578   -1.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -2.6619   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4496   -3.8457   -1.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -2.1939   -0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8544   -3.2735   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537    2.7232    1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    0.8883    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.5965    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243   -2.8213    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553   -3.7564    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -1.9229    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -0.6727    2.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.2286    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1873   -0.4484   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1075    1.6030   -2.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.9969   -3.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -1.3125   -3.6346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -3.8507   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4296   -3.1864   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
 10 11  1  0
 11 28  1  0
 21 22  1  0
  2  1  2  0
 19 17  1  0
 25 26  1  0
  4 10  2  0
 26 28  1  0
 10  9  1  0
 15 17  1  0
  9  8  2  0
 19 20  1  0
  8  7  1  0
 20 21  2  0
  7  5  2  0
  5  4  1  0
 19 25  2  0
  5  6  1  0
 14 13  1  0
 11 13  1  0
 22 23  2  0
 28 29  1  1
 23 25  1  0
 15 16  1  6
 28 15  1  0
 23 24  1  0
 15 14  1  0
 17 18  2  0
 14  2  1  0
 26 27  2  0
  2  3  1  0
 11 12  1  1
 21 40  1  0
 22 41  1  0
 20 39  1  0
 14 37  1  6
  9 33  1  0
  8 32  1  0
  7 31  1  0
  6 30  1  0
 13 35  1  0
 13 36  1  0
 29 43  1  0
 16 38  1  0
 24 42  1  0
 12 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₄O₉

Average Mass

398.3230 Da

Monoisotopic Mass

398.06378 Da

IUPAC Name

(1R,2S,11R,12S)-2,8,11,12,17-pentahydroxy-19-oxapentacyclo[10.8.1.0^{2,11}.0^{4,9}.0^{13,18}]henicosa-4(9),5,7,13(18),14,16-hexaene-3,10,20-trione

Traditional Name

(1R,2S,11R,12S)-2,8,11,12,17-pentahydroxy-19-oxapentacyclo[10.8.1.0^{2,11}.0^{4,9}.0^{13,18}]henicosa-4(9),5,7,13(18),14,16-hexaene-3,10,20-trione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1OC(=O)[C@]1([H])C([H])([H])[C@@]2(O[H])[C@]2(O[H])C(=O)C3=C(C([H])=C([H])C([H])=C3O[H])C(=O)[C@]12O[H]

InChI Identifier

InChI=1S/C20H14O9/c21-11-5-1-3-8-13(11)16(24)20(28)18(26)7-10(19(20,27)15(8)23)17(25)29-14-9(18)4-2-6-12(14)22/h1-6,10,21-22,26-28H,7H2/t10-,18-,19+,20+/m0/s1

InChI Key

SKQLXOHDIVIJKS-DKBTWMDRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Engelhardia roxburghiana	JEOL database	Wu, H.-C., et al, Phytochem. 82, 118 (2012)

Chemical Taxonomy

Classification

Not classified

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	1.35	ALOGPS
logP	1.18	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	8.03	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.59 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.26 m³·mol⁻¹	ChemAxon
Polarizability	34.94 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Wu, H.-C., et al. (2012). Wu, H.-C., et al, Phytochem. 82, 118 (2012). Phytochem..

Showing NP-Card for engelharquinonol (NP0041727)

MOL for NP0041727 (engelharquinonol)

3D MOL for NP0041727 (engelharquinonol)

3D SDF for NP0041727 (engelharquinonol)

3D-SDF for NP0041727 (engelharquinonol)

PDB for NP0041727 (engelharquinonol)

3D PDB for NP0041727 (engelharquinonol)

SMILES for NP0041727 (engelharquinonol)

INCHI for NP0041727 (engelharquinonol)

Structure for NP0041727 (engelharquinonol)

3D Structure for NP0041727 (engelharquinonol)