NP-MRD: Showing NP-Card for Pestalasin B (NP0008737)

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Record Information

Version

2.0

Created at

2020-12-09 06:15:22 UTC

Updated at

2021-07-15 17:01:16 UTC

NP-MRD ID

NP0008737

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pestalasin B

Provided By

NPAtlas

Description

3-(1,2-Dihydroxypropyl)-6,8-dimethoxy-2H-chromen-2-one belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Pestalasin B is found in Pestalotiopsis sp. Based on a literature review very few articles have been published on 3-(1,2-dihydroxypropyl)-6,8-dimethoxy-2H-chromen-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106123D          

 36 37  0  0  0  0            999 V2000
    3.7758   -2.4755    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538   -1.0641    0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.2567    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.1039    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850    1.8993    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    3.2706   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500    3.9023    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3417   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.1045   -0.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.6714   -0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042    2.5251   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.3257   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.1273   -0.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0905    0.6386   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.5696   -0.4078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4414   -1.7950    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -1.9073   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5387   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -0.0119    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.7949    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -2.8761    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -2.8881   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228   -2.6619    1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    1.5292    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    3.7848   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    4.9987    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682    3.4986    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.0383   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5779    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -2.2687   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775   -2.8943    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.3419    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4048   -1.4015    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860   -2.8475   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.6156   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -1.8737    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  3  1  0  0  0  0
 19  8  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
 13 28  1  6  0  0  0
 14 29  1  0  0  0  0
 15 30  1  6  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 20 36  1  0  0  0  0
M  END

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    3.7758   -2.4755    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538   -1.0641    0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.2567    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.1039    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850    1.8993    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    3.2706   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500    3.9023    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3417   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.1045   -0.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.6714   -0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042    2.5251   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.3257   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.1273   -0.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0905    0.6386   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.5696   -0.4078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4414   -1.7950    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -1.9073   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5387   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -0.0119    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.7949    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -2.8761    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -2.8881   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228   -2.6619    1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    1.5292    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    3.7848   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    4.9987    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682    3.4986    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.0383   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5779    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -2.2687   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775   -2.8943    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.3419    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4048   -1.4015    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860   -2.8475   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.6156   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -1.8737    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  6
 14 29  1  0
 15 30  1  6
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
M  END


  Mrv1652306242106123D          

 36 37  0  0  0  0            999 V2000
    3.7758   -2.4755    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538   -1.0641    0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.2567    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.1039    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850    1.8993    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    3.2706   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500    3.9023    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3417   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.1045   -0.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.6714   -0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042    2.5251   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.3257   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.1273   -0.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0905    0.6386   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.5696   -0.4078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4414   -1.7950    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -1.9073   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5387   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -0.0119    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.7949    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -2.8761    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -2.8881   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228   -2.6619    1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    1.5292    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    3.7848   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    4.9987    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682    3.4986    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.0383   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5779    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -2.2687   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775   -2.8943    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.3419    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4048   -1.4015    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860   -2.8475   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.6156   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -1.8737    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  3  1  0  0  0  0
 19  8  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
 13 28  1  6  0  0  0
 14 29  1  0  0  0  0
 15 30  1  6  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 20 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008737

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C1=C([H])C2=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C2OC1=O)[C@]([H])(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O6/c1-7(15)12(16)10-5-8-4-9(18-2)6-11(19-3)13(8)20-14(10)17/h4-7,12,15-16H,1-3H3/t7-,12-/m1/s1

> <INCHI_KEY>
PXWYQHRGBXUBIF-UHFFFAOYSA-N

> <FORMULA>
C14H16O6

> <MOLECULAR_WEIGHT>
280.276

> <EXACT_MASS>
280.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.600048405118407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1S,2R)-1,2-dihydroxypropyl]-6,8-dimethoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
0.3690364993333337

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.316362658483094

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.287071511397052

> <JCHEM_PKA_STRONGEST_BASIC>
-3.047769818414257

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
70.9881

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1S,2R)-1,2-dihydroxypropyl]-6,8-dimethoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    3.7758   -2.4755    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538   -1.0641    0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.2567    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.1039    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850    1.8993    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    3.2706   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500    3.9023    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3417   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.1045   -0.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.6714   -0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042    2.5251   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.3257   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.1273   -0.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0905    0.6386   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.5696   -0.4078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4414   -1.7950    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -1.9073   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5387   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -0.0119    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.7949    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -2.8761    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -2.8881   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228   -2.6619    1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    1.5292    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    3.7848   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    4.9987    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682    3.4986    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.0383   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5779    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -2.2687   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775   -2.8943    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.3419    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4048   -1.4015    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860   -2.8475   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.6156   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -1.8737    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  6
 14 29  1  0
 15 30  1  6
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.776  -2.475   0.969  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.954  -1.064   0.848  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.849  -0.257   0.531  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.059   1.104   0.422  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.985   1.899   0.113  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.117   3.271  -0.012  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.350   3.902   0.168  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.740   1.342  -0.081  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.285   2.104  -0.377  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.491   1.671  -0.577  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.404   2.525  -0.861  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.786   0.326  -0.487  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.160  -0.127  -0.726  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.090   0.639  -0.006  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.418  -1.570  -0.408  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.441  -1.795   1.113  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.733  -1.907  -0.810  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.757  -0.539  -0.179  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.501  -0.012   0.021  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.612  -0.795   0.337  0.00  0.00           C+0
HETATM   21  H   UNK     0       4.707  -2.876   1.385  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.590  -2.888  -0.042  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.923  -2.662   1.652  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.063   1.529   0.580  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.003   3.785  -0.729  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.153   4.999   0.269  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.868   3.499   1.043  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.438   0.038  -1.807  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.769   0.578   0.950  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.684  -2.269  -0.834  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.478  -2.894   1.261  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.561  -1.342   1.597  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.405  -1.401   1.546  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.886  -2.848  -0.568  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.907  -1.616  -0.092  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.443  -1.874   0.423  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6   25   26   27                                             
CONECT    8    5    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14   15   28                                             
CONECT   14   13   29                                                       
CONECT   15   13   16   17   30                                             
CONECT   16   15   31   32   33                                             
CONECT   17   15   34                                                       
CONECT   18   12   19   35                                                  
CONECT   19   18   20    8                                                  
CONECT   20   19    3   36                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   16                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

RDKit          3D

36 37  0  0  0  0  0  0  0  0999 V2000
    3.7758   -2.4755    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538   -1.0641    0.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495   -0.2567    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.1039    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850    1.8993    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    3.2706   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500    3.9023    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3417   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.1045   -0.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.6714   -0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4042    2.5251   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.3257   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.1273   -0.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0905    0.6386   -0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.5696   -0.4078 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4414   -1.7950    1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327   -1.9073   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -0.5387   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -0.0119    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.7949    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -2.8761    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -2.8881   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228   -2.6619    1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    1.5292    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    3.7848   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    4.9987    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682    3.4986    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378    0.0383   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5779    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842   -2.2687   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775   -2.8943    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.3419    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4048   -1.4015    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860   -2.8475   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.6156   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -1.8737    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  6
 14 29  1  0
 15 30  1  6
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆O₆

Average Mass

280.2760 Da

Monoisotopic Mass

280.09469 Da

IUPAC Name

3-[(1S,2R)-1,2-dihydroxypropyl]-6,8-dimethoxy-2H-chromen-2-one

Traditional Name

3-[(1S,2R)-1,2-dihydroxypropyl]-6,8-dimethoxychromen-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2OC(=O)C(=CC2=C1)C(O)C(C)O

InChI Identifier

InChI=1S/C14H16O6/c1-7(15)12(16)10-5-8-4-9(18-2)6-11(19-3)13(8)20-14(10)17/h4-7,12,15-16H,1-3H3

InChI Key

PXWYQHRGBXUBIF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pestalotiopsis sp.	NPAtlas	19762244

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
1,2-diol
Oxacycle
Ether
Organoheterocyclic compound
Aromatic alcohol
Alcohol
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	0.93	ALOGPS
logP	0.37	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.99 m³·mol⁻¹	ChemAxon
Polarizability	28.6 Å³	ChemAxon
Number of Rings	2	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

NPAtlas ID

NPA019970

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24648354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46227356

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pestalasin B (NP0008737)

MOL for NP0008737 (Pestalasin B)

3D MOL for NP0008737 (Pestalasin B)

3D SDF for NP0008737 (Pestalasin B)

3D-SDF for NP0008737 (Pestalasin B)

PDB for NP0008737 (Pestalasin B)

3D PDB for NP0008737 (Pestalasin B)

SMILES for NP0008737 (Pestalasin B)

INCHI for NP0008737 (Pestalasin B)

Structure for NP0008737 (Pestalasin B)

3D Structure for NP0008737 (Pestalasin B)