NP-MRD: Showing NP-Card for 3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan (NP0057050)

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Record Information

Version

2.0

Created at

2022-04-28 02:36:42 UTC

Updated at

2022-04-28 02:36:42 UTC

NP-MRD ID

NP0057050

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan

Description

Mirificoumestan hydrate belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan. 3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan is found in Acacia pendula, Acacia pycnantha, Pueraria candollei and Pueraria mirifica . Mirificoumestan hydrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241504072D          

 28 31  0  0  0  0            999 V2000
   -0.4271   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -4.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -2.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6159   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -3.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273   -3.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -2.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -3.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -3.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219   -3.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -3.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456   -4.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -4.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693   -5.2327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -4.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062   -5.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -6.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3846   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -6.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1695   -6.0896    0.0000 O   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  9 20  2  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
   -3.5520   -2.8026   -0.9494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527   -2.8790   -0.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133   -2.6214   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822   -3.6614   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -4.8929   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -3.4590   -0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -2.2376   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7284   -1.8044   -0.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -0.5598    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232    0.3197    0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1248   -0.0860   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1586    0.8042    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971    2.0870    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9269    3.0080    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5882    2.4582    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5233    1.5934    0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.9647    0.9066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504    1.1660    0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    1.6827    1.0697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.1123    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -1.1919    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932   -1.3541    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -0.3326    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2813    0.4576   -0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124    1.4359    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9271    2.2000   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588    2.4427    1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4085    0.7601    0.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -3.7570   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2023   -2.6468   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2870   -1.9986   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506   -4.9948   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107   -4.2623   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2947   -1.1044   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1805    0.5244   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    3.5929   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4022    3.4735    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5039    0.2510    1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5699   -0.9690    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    1.0825   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7401   -0.2081   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8829    2.6273   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639    3.0487   -1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    1.5373   -2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7289    3.0735    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931    1.9802    1.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1048    3.1340    0.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577    1.2308    0.4216 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 22  3  1  0
 10 16  1  0
 21  7  1  0
 10  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 26 42  1  0
 26 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
 28 48  1  0
 15 37  1  0
 14 36  1  0
 12 35  1  0
 11 34  1  0
M  END


  Mrv1533004241504072D          

 28 31  0  0  0  0            999 V2000
   -0.4271   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -4.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -2.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6159   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -3.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273   -3.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -2.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -3.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -3.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219   -3.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -3.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456   -4.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -4.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693   -5.2327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -4.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062   -5.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -6.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3846   -6.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -6.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1695   -6.0896    0.0000 O   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  9 20  2  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057050

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC3=C(C2=C1CCC(C)(C)O)C(=O)OC1=CC(O)=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O7/c1-21(2,25)7-6-12-16-15(9-13(23)18(12)26-3)27-19-11-5-4-10(22)8-14(11)28-20(24)17(16)19/h4-5,8-9,22-23,25H,6-7H2,1-3H3

> <INCHI_KEY>
TUTUMQZQMWKQLL-UHFFFAOYSA-N

> <FORMULA>
C21H20O7

> <MOLECULAR_WEIGHT>
384.384

> <EXACT_MASS>
384.120902984

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.06578451160238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,14-dihydroxy-12-(3-hydroxy-3-methylbutyl)-13-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
2.9026818523333335

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.904189124530307

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.136672910388887

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6304197468277435

> <JCHEM_POLAR_SURFACE_AREA>
109.36

> <JCHEM_REFRACTIVITY>
101.31159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,14-dihydroxy-12-(3-hydroxy-3-methylbutyl)-13-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.797  -9.196   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.870  -7.658   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.425  -6.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.352  -5.287   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.017  -4.582   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.648  -4.455   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.016  -5.161   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.457  -4.616   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.420  -5.817   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.958  -5.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.803  -4.618   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.340  -4.706   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.033  -6.081   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.570  -6.169   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.188  -7.369   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.650  -7.281   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.805  -8.568   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.268  -8.480   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.423  -9.768   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.575  -7.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.090  -6.699   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.794  -7.531   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.867  -9.070   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.572  -9.902   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.645 -11.440   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.718 -12.979   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.893 -11.514   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.183 -11.367   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    9   21                                                  
CONECT   21   20    7   22                                                  
CONECT   22   21    3   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Mirificoumestan hydric acid	Generator

Chemical Formula

C₂₁H₂₀O₇

Average Mass

384.3840 Da

Monoisotopic Mass

384.12090 Da

IUPAC Name

5,14-dihydroxy-12-(3-hydroxy-3-methylbutyl)-13-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

Traditional Name

5,14-dihydroxy-12-(3-hydroxy-3-methylbutyl)-13-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC3=C(C2=C1CCC(C)(C)O)C(=O)OC1=CC(O)=CC=C31

InChI Identifier

InChI=1S/C21H20O7/c1-21(2,25)7-6-12-16-15(9-13(23)18(12)26-3)27-19-11-5-4-10(22)8-14(11)28-20(24)17(16)19/h4-5,8-9,22-23,25H,6-7H2,1-3H3

InChI Key

TUTUMQZQMWKQLL-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
Acacia pendula	Plant	KNApSAcK
Acacia pycnantha	Plant	KNApSAcK
Pueraria candollei var. mirifica	LOTUS Database	35616633
Pueraria mirifica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Angular furanocoumarin
Furanocoumarin
Coumarin
Benzopyran
1-benzopyran
Benzofuran
Furopyran
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Pyran
Furan
Tertiary alcohol
Heteroaromatic compound
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Coumestan flavonoids (LMPK12090023 )

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	3.35	ALOGPS
logP	2.9	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.14	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.31 m³·mol⁻¹	ChemAxon
Polarizability	40.07 Å³	ChemAxon
Number of Rings	4	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13964267

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan (NP0057050)

MOL for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

3D MOL for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

3D SDF for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

3D-SDF for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

PDB for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

3D PDB for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

SMILES for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

INCHI for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

Structure for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)

3D Structure for NP0057050 (3,9-Dihydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)coumestan)