NP-MRD: Showing NP-Card for portulacanone D (NP0041492)

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Record Information

Version

2.0

Created at

2021-06-20 23:23:39 UTC

Updated at

2021-06-30 00:16:02 UTC

NP-MRD ID

NP0041492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

portulacanone D

Provided By

JEOL Database JEOL Logo

Description

CHEMBL4127973 belongs to the class of organic compounds known as homoisoflavonoids. These are naturally occurring oxygen heterocycles with a structure based on a 16-carbon skeleton including a chromanone, chromone or chromane system with a benzyl group at position C-3. portulacanone D is found in Portulaca oleracea. portulacanone D was first documented in 2012 (Yan, J., et al.). Based on a literature review very few articles have been published on CHEMBL4127973.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101233D          

 36 38  0  0  0  0            999 V2000
    5.3908   -0.0925   -2.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.0495   -2.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -0.5719   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.7673   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    1.1142   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.4450   -0.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    0.1316   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.2035   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606   -1.5540   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -2.2281   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -1.8371   -1.1140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7565   -0.6505   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.4862    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.4958    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598   -2.3730    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -3.3758    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320   -3.5117    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839   -2.6426   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280   -1.6384   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -0.8183   -1.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.4705   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    1.6246   -0.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.6154   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2891   -0.6315   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.4281   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.5625   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.5441   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.5987   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.7135   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -1.6232   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    0.4259    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.2874    2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -4.0538    2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5800   -4.2935    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6709   -2.7435   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772   -0.0430   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
  8 10  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  2  0  0  0  0
 14 19  2  0  0  0  0
  7 21  1  0  0  0  0
 19 18  1  0  0  0  0
  8  9  1  0  0  0  0
 18 17  2  0  0  0  0
 21 12  1  0  0  0  0
 17 16  1  0  0  0  0
  9  3  2  0  0  0  0
 16 15  2  0  0  0  0
 15 14  1  0  0  0  0
 12 11  1  0  0  0  0
 21 22  2  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  7  1  0  0  0  0
 19 20  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
  9 28  1  0  0  0  0
  4 26  1  0  0  0  0
 13 31  1  0  0  0  0
 18 35  1  0  0  0  0
 17 34  1  0  0  0  0
 16 33  1  0  0  0  0
 15 32  1  0  0  0  0
  6 27  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 20 36  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    5.3908   -0.0925   -2.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.0495   -2.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -0.5719   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.7673   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    1.1142   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.4450   -0.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    0.1316   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.2035   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606   -1.5540   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -2.2281   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -1.8371   -1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565   -0.6505   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.4862    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.4958    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598   -2.3730    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -3.3758    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320   -3.5117    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839   -2.6426   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280   -1.6384   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -0.8183   -1.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.4705   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    1.6246   -0.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.6154   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2891   -0.6315   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.4281   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.5625   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.5441   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.5987   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.7135   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -1.6232   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    0.4259    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.2874    2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -4.0538    2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5800   -4.2935    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6709   -2.7435   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772   -0.0430   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  8 10  1  0
 13 14  1  0
  7  8  2  0
 14 19  2  0
  7 21  1  0
 19 18  1  0
  8  9  1  0
 18 17  2  0
 21 12  1  0
 17 16  1  0
  9  3  2  0
 16 15  2  0
 15 14  1  0
 12 11  1  0
 21 22  2  0
  3  4  1  0
  5  6  1  0
 11 10  1  0
  3  2  1  0
  4  5  2  0
  2  1  1  0
  5  7  1  0
 19 20  1  0
 11 29  1  0
 11 30  1  0
  9 28  1  0
  4 26  1  0
 13 31  1  0
 18 35  1  0
 17 34  1  0
 16 33  1  0
 15 32  1  0
  6 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 20 36  1  0
M  END


  Mrv1652306212101233D          

 36 38  0  0  0  0            999 V2000
    5.3908   -0.0925   -2.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.0495   -2.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -0.5719   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.7673   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    1.1142   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.4450   -0.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    0.1316   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.2035   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606   -1.5540   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -2.2281   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -1.8371   -1.1140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7565   -0.6505   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.4862    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.4958    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598   -2.3730    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -3.3758    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320   -3.5117    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839   -2.6426   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280   -1.6384   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -0.8183   -1.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.4705   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    1.6246   -0.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.6154   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2891   -0.6315   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.4281   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.5625   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.5441   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.5987   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.7135   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -1.6232   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    0.4259    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.2874    2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -4.0538    2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5800   -4.2935    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6709   -2.7435   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772   -0.0430   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
  8 10  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  2  0  0  0  0
 14 19  2  0  0  0  0
  7 21  1  0  0  0  0
 19 18  1  0  0  0  0
  8  9  1  0  0  0  0
 18 17  2  0  0  0  0
 21 12  1  0  0  0  0
 17 16  1  0  0  0  0
  9  3  2  0  0  0  0
 16 15  2  0  0  0  0
 15 14  1  0  0  0  0
 12 11  1  0  0  0  0
 21 22  2  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
  4  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  7  1  0  0  0  0
 19 20  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
  9 28  1  0  0  0  0
  4 26  1  0  0  0  0
 13 31  1  0  0  0  0
 18 35  1  0  0  0  0
 17 34  1  0  0  0  0
 16 33  1  0  0  0  0
 15 32  1  0  0  0  0
  6 27  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 20 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C([H])C2=C1C(=O)\C(=C(/[H])C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O5/c1-21-12-7-14(19)16-15(8-12)22-9-11(17(16)20)6-10-4-2-3-5-13(10)18/h2-8,18-19H,9H2,1H3/b11-6+

> <INCHI_KEY>
XBEKSWUSDSCYPH-IZZDOVSWSA-N

> <FORMULA>
C17H14O5

> <MOLECULAR_WEIGHT>
298.294

> <EXACT_MASS>
298.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.837776933438068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-5-hydroxy-3-[(2-hydroxyphenyl)methylidene]-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
3.2512085356666662

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.065931506272003

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.460355190589983

> <JCHEM_PKA_STRONGEST_BASIC>
-4.594952350004028

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
81.6357

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-5-hydroxy-3-[(2-hydroxyphenyl)methylidene]-7-methoxy-2H-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    5.3908   -0.0925   -2.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.0495   -2.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -0.5719   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.7673   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    1.1142   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.4450   -0.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    0.1316   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.2035   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606   -1.5540   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -2.2281   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -1.8371   -1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565   -0.6505   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.4862    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.4958    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598   -2.3730    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -3.3758    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320   -3.5117    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839   -2.6426   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280   -1.6384   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -0.8183   -1.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.4705   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    1.6246   -0.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.6154   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2891   -0.6315   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.4281   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.5625   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.5441   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.5987   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.7135   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -1.6232   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    0.4259    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.2874    2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -4.0538    2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5800   -4.2935    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6709   -2.7435   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772   -0.0430   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  8 10  1  0
 13 14  1  0
  7  8  2  0
 14 19  2  0
  7 21  1  0
 19 18  1  0
  8  9  1  0
 18 17  2  0
 21 12  1  0
 17 16  1  0
  9  3  2  0
 16 15  2  0
 15 14  1  0
 12 11  1  0
 21 22  2  0
  3  4  1  0
  5  6  1  0
 11 10  1  0
  3  2  1  0
  4  5  2  0
  2  1  1  0
  5  7  1  0
 19 20  1  0
 11 29  1  0
 11 30  1  0
  9 28  1  0
  4 26  1  0
 13 31  1  0
 18 35  1  0
 17 34  1  0
 16 33  1  0
 15 32  1  0
  6 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 20 36  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  C   UNK     0       5.391  -0.093  -2.275  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.356  -1.050  -2.082  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.140  -0.572  -1.677  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.821   0.767  -1.444  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.538   1.114  -1.021  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.309   2.445  -0.789  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.558   0.132  -0.844  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.871  -1.204  -1.093  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.161  -1.554  -1.492  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.021  -2.228  -0.920  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.386  -1.837  -1.114  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.757  -0.651  -0.280  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.849  -0.486   0.488  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.902  -1.496   0.621  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.860  -2.373   1.712  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.823  -3.376   1.849  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.832  -3.512   0.897  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.884  -2.643  -0.193  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.928  -1.638  -0.324  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.048  -0.818  -1.413  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.787   0.471  -0.352  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.068   1.625  -0.044  0.00  0.00           O+0
HETATM   23  H   UNK     0       5.130   0.615  -3.069  0.00  0.00           H+0
HETATM   24  H   UNK     0       6.289  -0.632  -2.591  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.626   0.428  -1.341  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.549   1.563  -1.571  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.393   2.544  -0.444  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.407  -2.599  -1.667  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.995  -2.713  -0.871  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.548  -1.623  -2.179  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.007   0.426   1.061  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.074  -2.287   2.459  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.783  -4.054   2.698  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.580  -4.293   1.002  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.671  -2.744  -0.935  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.477  -0.043  -1.279  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   26                                                  
CONECT    5    6    4    7                                                  
CONECT    6    5   27                                                       
CONECT    7    8   21    5                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8    3   28                                                  
CONECT   10    8   11                                                       
CONECT   11   12   10   29   30                                             
CONECT   12   13   21   11                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   19   15                                                  
CONECT   15   16   14   32                                                  
CONECT   16   17   15   33                                                  
CONECT   17   18   16   34                                                  
CONECT   18   19   17   35                                                  
CONECT   19   14   18   20                                                  
CONECT   20   19   36                                                       
CONECT   21    7   12   22                                                  
CONECT   22   21                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    5.3908   -0.0925   -2.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.0495   -2.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396   -0.5719   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    0.7673   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    1.1142   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.4450   -0.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    0.1316   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8705   -1.2035   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606   -1.5540   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -2.2281   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -1.8371   -1.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565   -0.6505   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -0.4862    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.4958    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8598   -2.3730    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -3.3758    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8320   -3.5117    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8839   -2.6426   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280   -1.6384   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484   -0.8183   -1.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.4705   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    1.6246   -0.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1304    0.6154   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2891   -0.6315   -2.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262    0.4281   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487    1.5625   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.5441   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -2.5987   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947   -2.7135   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -1.6232   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072    0.4259    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.2874    2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -4.0538    2.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5800   -4.2935    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6709   -2.7435   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772   -0.0430   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  8 10  1  0
 13 14  1  0
  7  8  2  0
 14 19  2  0
  7 21  1  0
 19 18  1  0
  8  9  1  0
 18 17  2  0
 21 12  1  0
 17 16  1  0
  9  3  2  0
 16 15  2  0
 15 14  1  0
 12 11  1  0
 21 22  2  0
  3  4  1  0
  5  6  1  0
 11 10  1  0
  3  2  1  0
  4  5  2  0
  2  1  1  0
  5  7  1  0
 19 20  1  0
 11 29  1  0
 11 30  1  0
  9 28  1  0
  4 26  1  0
 13 31  1  0
 18 35  1  0
 17 34  1  0
 16 33  1  0
 15 32  1  0
  6 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 20 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₅

Average Mass

298.2940 Da

Monoisotopic Mass

298.08412 Da

IUPAC Name

(3E)-5-hydroxy-3-[(2-hydroxyphenyl)methylidene]-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(3E)-5-hydroxy-3-[(2-hydroxyphenyl)methylidene]-7-methoxy-2H-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C([H])C2=C1C(=O)\C(=C(/[H])C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])O2

InChI Identifier

InChI=1S/C17H14O5/c1-21-12-7-14(19)16-15(8-12)22-9-11(17(16)20)6-10-4-2-3-5-13(10)18/h2-8,18-19H,9H2,1H3/b11-6+

InChI Key

XBEKSWUSDSCYPH-IZZDOVSWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Portulaca oleracea	JEOL database	Yan, J., et al, Phytochem. 80, 37 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavonoids. These are naturally occurring oxygen heterocycles with a structure based on a 16-carbon skeleton including a chromanone, chromone or chromane system with a benzyl group at position C-3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Not Available

Direct Parent

Homoisoflavonoids

Alternative Parents

Substituents

Homoisoflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.09	ALOGPS
logP	3.25	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.64 m³·mol⁻¹	ChemAxon
Polarizability	30.84 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

Not Available

Chemspider ID

90625966

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60201703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yan, J., et al. (2012). Yan, J., et al, Phytochem. 80, 37 (2012). Phytochem..

Showing NP-Card for portulacanone D (NP0041492)

MOL for NP0041492 (portulacanone D)

3D MOL for NP0041492 (portulacanone D)

3D SDF for NP0041492 (portulacanone D)

3D-SDF for NP0041492 (portulacanone D)

PDB for NP0041492 (portulacanone D)

3D PDB for NP0041492 (portulacanone D)

SMILES for NP0041492 (portulacanone D)

INCHI for NP0041492 (portulacanone D)

Structure for NP0041492 (portulacanone D)

3D Structure for NP0041492 (portulacanone D)