NP-MRD: Showing NP-Card for ugonin E (NP0030958)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 22:10:44 UTC

Updated at

2021-06-29 23:59:15 UTC

NP-MRD ID

NP0030958

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ugonin E

Provided By

JEOL Database JEOL Logo

Description

Ugonin e belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, ugonin e is considered to be a flavonoid. ugonin E is found in Helminthostachys zeylanica. ugonin E was first documented in 2003 (Huang, Y. -L., et al.). Based on a literature review very few articles have been published on Ugonin e.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306202100103D          

 45 47  0  0  0  0            999 V2000
   -2.6672   -2.7228    1.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -2.4876    2.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755   -2.9346    2.7720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1544   -3.7236    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -3.9637    3.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -1.6885    3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.5151    4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.4738    5.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.3685    4.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.6381    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    1.7174    4.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    0.5096    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4387   -0.6319    2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.7763    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    0.4665    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2414    0.1791   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324    0.9718   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.7304   -2.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.2996   -3.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.4996   -4.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -1.0951   -3.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.8530   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    1.3106    0.1100 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3653    1.5509    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    2.5452    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -3.2746    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -2.3449    1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -1.9163    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -3.1576    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -4.0066    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -4.6491    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.5095    4.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.4469    4.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -4.7731    3.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.1918    6.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.2494    5.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    2.3348    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.9754    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843    1.7827   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    1.3441   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.2513   -5.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -1.9022   -3.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -1.4818   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451    2.2745   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406    0.8061   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  0  0  0  0
 24 25  2  0  0  0  0
  9  7  1  0  0  0  0
  6  3  1  0  0  0  0
  3  2  1  6  0  0  0
  7  6  2  0  0  0  0
  2  1  2  3  0  0  0
  6 13  1  0  0  0  0
  3  4  1  0  0  0  0
 13 14  1  0  0  0  0
  3  5  1  0  0  0  0
 12 24  1  0  0  0  0
 15 16  1  0  0  0  0
 24 23  1  0  0  0  0
 16 17  2  0  0  0  0
 23 15  1  0  0  0  0
 17 18  1  0  0  0  0
 15 14  1  0  0  0  0
 18 19  2  0  0  0  0
 13 12  2  0  0  0  0
 19 21  1  0  0  0  0
  7  8  1  0  0  0  0
 21 22  2  0  0  0  0
 22 16  1  0  0  0  0
 10  9  2  0  0  0  0
 19 20  1  0  0  0  0
  9 36  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 15 38  1  1  0  0  0
  8 35  1  0  0  0  0
 11 37  1  0  0  0  0
  2 28  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 20 41  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.6672   -2.7228    1.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -2.4876    2.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755   -2.9346    2.7720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1544   -3.7236    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -3.9637    3.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -1.6885    3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.5151    4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.4738    5.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.3685    4.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.6381    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    1.7174    4.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    0.5096    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4387   -0.6319    2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.7763    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    0.4665    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2414    0.1791   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324    0.9718   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.7304   -2.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.2996   -3.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.4996   -4.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -1.0951   -3.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.8530   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    1.3106    0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    1.5509    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    2.5452    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -3.2746    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -2.3449    1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -1.9163    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -3.1576    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -4.0066    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -4.6491    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.5095    4.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.4469    4.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -4.7731    3.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.1918    6.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.2494    5.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    2.3348    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.9754    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843    1.7827   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    1.3441   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.2513   -5.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -1.9022   -3.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -1.4818   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451    2.2745   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406    0.8061   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 12 10  1  0
 24 25  2  0
  9  7  1  0
  6  3  1  0
  3  2  1  6
  7  6  2  0
  2  1  2  3
  6 13  1  0
  3  4  1  0
 13 14  1  0
  3  5  1  0
 12 24  1  0
 15 16  1  0
 24 23  1  0
 16 17  2  0
 23 15  1  0
 17 18  1  0
 15 14  1  0
 18 19  2  0
 13 12  2  0
 19 21  1  0
  7  8  1  0
 21 22  2  0
 22 16  1  0
 10  9  2  0
 19 20  1  0
  9 36  1  0
 23 44  1  0
 23 45  1  0
 15 38  1  1
  8 35  1  0
 11 37  1  0
  2 28  1  0
  1 26  1  0
  1 27  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
 17 39  1  0
 18 40  1  0
 21 42  1  0
 22 43  1  0
 20 41  1  0
M  END

  Mrv1652306202100103D          

 45 47  0  0  0  0            999 V2000
   -2.6672   -2.7228    1.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -2.4876    2.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755   -2.9346    2.7720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1544   -3.7236    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -3.9637    3.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -1.6885    3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.5151    4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.4738    5.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.3685    4.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.6381    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    1.7174    4.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    0.5096    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4387   -0.6319    2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.7763    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    0.4665    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2414    0.1791   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324    0.9718   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.7304   -2.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.2996   -3.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.4996   -4.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -1.0951   -3.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.8530   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    1.3106    0.1100 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3653    1.5509    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    2.5452    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -3.2746    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -2.3449    1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -1.9163    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -3.1576    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -4.0066    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -4.6491    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.5095    4.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.4469    4.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -4.7731    3.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.1918    6.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.2494    5.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    2.3348    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.9754    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843    1.7827   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    1.3441   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.2513   -5.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -1.9022   -3.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -1.4818   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451    2.2745   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406    0.8061   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  0  0  0  0
 24 25  2  0  0  0  0
  9  7  1  0  0  0  0
  6  3  1  0  0  0  0
  3  2  1  6  0  0  0
  7  6  2  0  0  0  0
  2  1  2  3  0  0  0
  6 13  1  0  0  0  0
  3  4  1  0  0  0  0
 13 14  1  0  0  0  0
  3  5  1  0  0  0  0
 12 24  1  0  0  0  0
 15 16  1  0  0  0  0
 24 23  1  0  0  0  0
 16 17  2  0  0  0  0
 23 15  1  0  0  0  0
 17 18  1  0  0  0  0
 15 14  1  0  0  0  0
 18 19  2  0  0  0  0
 13 12  2  0  0  0  0
 19 21  1  0  0  0  0
  7  8  1  0  0  0  0
 21 22  2  0  0  0  0
 22 16  1  0  0  0  0
 10  9  2  0  0  0  0
 19 20  1  0  0  0  0
  9 36  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 15 38  1  1  0  0  0
  8 35  1  0  0  0  0
 11 37  1  0  0  0  0
  2 28  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 20 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030958

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2C(C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-4-20(2,3)18-15(24)9-13(22)17-14(23)10-16(25-19(17)18)11-5-7-12(21)8-6-11/h4-9,16,21-22,24H,1,10H2,2-3H3/t16-/m0/s1

> <INCHI_KEY>
QEGKZPOCQRZIAS-INIZCTEOSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.375

> <EXACT_MASS>
340.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.0131215732614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(2-methylbut-3-en-2-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
4.520744999666666

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.167886927388038

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.643600427371286

> <JCHEM_PKA_STRONGEST_BASIC>
-4.962954299892882

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
94.6008

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ugonin E

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.6672   -2.7228    1.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -2.4876    2.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755   -2.9346    2.7720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1544   -3.7236    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -3.9637    3.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -1.6885    3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.5151    4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.4738    5.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.3685    4.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.6381    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    1.7174    4.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    0.5096    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4387   -0.6319    2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.7763    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    0.4665    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2414    0.1791   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324    0.9718   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.7304   -2.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.2996   -3.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.4996   -4.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -1.0951   -3.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.8530   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    1.3106    0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    1.5509    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    2.5452    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -3.2746    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -2.3449    1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -1.9163    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -3.1576    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -4.0066    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -4.6491    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.5095    4.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.4469    4.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -4.7731    3.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.1918    6.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.2494    5.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    2.3348    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.9754    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843    1.7827   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    1.3441   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.2513   -5.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -1.9022   -3.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -1.4818   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451    2.2745   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406    0.8061   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 12 10  1  0
 24 25  2  0
  9  7  1  0
  6  3  1  0
  3  2  1  6
  7  6  2  0
  2  1  2  3
  6 13  1  0
  3  4  1  0
 13 14  1  0
  3  5  1  0
 12 24  1  0
 15 16  1  0
 24 23  1  0
 16 17  2  0
 23 15  1  0
 17 18  1  0
 15 14  1  0
 18 19  2  0
 13 12  2  0
 19 21  1  0
  7  8  1  0
 21 22  2  0
 22 16  1  0
 10  9  2  0
 19 20  1  0
  9 36  1  0
 23 44  1  0
 23 45  1  0
 15 38  1  1
  8 35  1  0
 11 37  1  0
  2 28  1  0
  1 26  1  0
  1 27  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
 17 39  1  0
 18 40  1  0
 21 42  1  0
 22 43  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.667  -2.723   1.263  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.000  -2.488   2.402  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.576  -2.935   2.772  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.154  -3.724   1.653  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.810  -3.964   3.907  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.287  -1.688   3.134  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.949  -1.515   4.368  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.891  -2.474   5.340  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.702  -0.369   4.657  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.830   0.638   3.713  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.593   1.717   4.066  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.207   0.510   2.475  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.439  -0.632   2.191  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.156  -0.776   0.958  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.527   0.467   0.349  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.241   0.179  -0.960  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.332   0.972  -1.351  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.987   0.730  -2.559  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.555  -0.300  -3.385  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.225  -0.500  -4.555  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.474  -1.095  -3.023  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.817  -0.853  -1.814  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.712   1.311   0.110  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.365   1.551   1.438  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.052   2.545   1.668  0.00  0.00           O+0
HETATM   26  H   UNK     0      -2.234  -3.275   0.436  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.676  -2.345   1.126  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.516  -1.916   3.175  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.262  -3.158   0.723  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.165  -4.007   1.974  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.378  -4.649   1.402  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.283  -3.510   4.786  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.123  -4.447   4.220  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.475  -4.773   3.577  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.404  -2.192   6.115  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.204  -0.249   5.613  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.625   2.335   3.300  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.231   0.975   1.024  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.684   1.783  -0.717  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.833   1.344  -2.856  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.821  -1.251  -5.018  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.129  -1.902  -3.662  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.026  -1.482  -1.536  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.445   2.275  -0.337  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.441   0.806  -0.535  0.00  0.00           H+0
CONECT    1    2   26   27                                                  
CONECT    2    3    1   28                                                  
CONECT    3    6    2    4    5                                             
CONECT    4    3   29   30   31                                             
CONECT    5    3   32   33   34                                             
CONECT    6    3    7   13                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   35                                                       
CONECT    9    7   10   36                                                  
CONECT   10   11   12    9                                                  
CONECT   11   10   37                                                       
CONECT   12   10   24   13                                                  
CONECT   13    6   14   12                                                  
CONECT   14   13   15                                                       
CONECT   15   16   23   14   38                                             
CONECT   16   15   17   22                                                  
CONECT   17   16   18   39                                                  
CONECT   18   17   19   40                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19   41                                                       
CONECT   21   19   22   42                                                  
CONECT   22   21   16   43                                                  
CONECT   23   24   15   44   45                                             
CONECT   24   25   12   23                                                  
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    5                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   11                                                            
CONECT   38   15                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   23                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

RDKit          3D

45 47  0  0  0  0  0  0  0  0999 V2000
   -2.6672   -2.7228    1.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -2.4876    2.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5755   -2.9346    2.7720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1544   -3.7236    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096   -3.9637    3.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -1.6885    3.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.5151    4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.4738    5.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.3685    4.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.6381    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931    1.7174    4.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068    0.5096    2.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4387   -0.6319    2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.7763    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    0.4665    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2414    0.1791   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324    0.9718   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.7304   -2.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.2996   -3.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.4996   -4.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -1.0951   -3.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -0.8530   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    1.3106    0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653    1.5509    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    2.5452    1.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -3.2746    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6759   -2.3449    1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5156   -1.9163    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -3.1576    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -4.0066    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -4.6491    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -3.5095    4.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.4469    4.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4746   -4.7731    3.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.1918    6.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.2494    5.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253    2.3348    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.9754    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843    1.7827   -0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8335    1.3441   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208   -1.2513   -5.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -1.9022   -3.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -1.4818   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451    2.2745   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406    0.8061   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 12 10  1  0
 24 25  2  0
  9  7  1  0
  6  3  1  0
  3  2  1  6
  7  6  2  0
  2  1  2  3
  6 13  1  0
  3  4  1  0
 13 14  1  0
  3  5  1  0
 12 24  1  0
 15 16  1  0
 24 23  1  0
 16 17  2  0
 23 15  1  0
 17 18  1  0
 15 14  1  0
 18 19  2  0
 13 12  2  0
 19 21  1  0
  7  8  1  0
 21 22  2  0
 22 16  1  0
 10  9  2  0
 19 20  1  0
  9 36  1  0
 23 44  1  0
 23 45  1  0
 15 38  1  1
  8 35  1  0
 11 37  1  0
  2 28  1  0
  1 26  1  0
  1 27  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
 17 39  1  0
 18 40  1  0
 21 42  1  0
 22 43  1  0
 20 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₅

Average Mass

340.3750 Da

Monoisotopic Mass

340.13107 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(2-methylbut-3-en-2-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

ugonin E

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(O[H])=C([H])C(O[H])=C2C(C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

InChI Identifier

InChI=1S/C20H20O5/c1-4-20(2,3)18-15(24)9-13(22)17-14(23)10-16(25-19(17)18)11-5-7-12(21)8-6-11/h4-9,16,21-22,24H,1,10H2,2-3H3/t16-/m0/s1

InChI Key

QEGKZPOCQRZIAS-INIZCTEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-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
Helminthostachys zeylanica	JEOL database	Huang, Y. -L., et al, Phytochemistry 64, 1277 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Aldehyde
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140297 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.62	ALOGPS
logP	4.52	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.64	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.6 m³·mol⁻¹	ChemAxon
Polarizability	36.01 Å³	ChemAxon
Number of Rings	3	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00014180

Chemspider ID

24846392

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

Huang, Y. -L., et al. (2003). Huang, Y. -L., et al, Phytochemistry 64, 1277 (2003) . Phytochem..

Showing NP-Card for ugonin E (NP0030958)

MOL for NP0030958 (ugonin E)

3D MOL for NP0030958 (ugonin E)

3D SDF for NP0030958 (ugonin E)

3D-SDF for NP0030958 (ugonin E)

PDB for NP0030958 (ugonin E)

3D PDB for NP0030958 (ugonin E)

SMILES for NP0030958 (ugonin E)

INCHI for NP0030958 (ugonin E)

Structure for NP0030958 (ugonin E)

3D Structure for NP0030958 (ugonin E)