NP-MRD: Showing NP-Card for 2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one (NP0053300)

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Record Information

Version

2.0

Created at

2022-04-28 00:00:10 UTC

Updated at

2022-04-28 00:00:10 UTC

NP-MRD ID

NP0053300

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one

Description

Melibentin belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, melibentin is considered to be a flavonoid lipid molecule. 2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one is found in Melicope broadbentiana, Melicope indica, Melicope subunifoliolata, Melicope ternata and Melicope triphylla. Melibentin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515532D          

 30 33  0  0  0  0            999 V2000
    4.9279   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710   -5.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710   -3.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 30  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -4.3756   -3.1213    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8147   -2.0312    0.8645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9698   -1.1015    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365    0.0520   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989    0.2532   -0.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159    0.9110    0.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066    0.9999   -0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156    2.1718   -1.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032    3.3339   -0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405    0.7654   -0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    1.6808   -1.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735    2.7445   -1.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.3951   -1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422    2.3587   -1.8179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2116    3.3961   -0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.2448   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8403   -0.1121   -0.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775    0.4875   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2188    0.1093   -1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5371   -0.9049   -0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5066   -1.5261    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030   -1.1498    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690   -2.5115    1.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851   -2.3051    1.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552   -1.4929    0.2279 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5329   -0.6193   -0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7417   -0.3927   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -1.3382    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865   -2.4858    0.9377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7629   -2.4615    2.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0020   -4.0477    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1273   -3.1526   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4768   -3.0778    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071    1.0878    1.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9403    1.8424    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2859    0.2111    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    3.1875    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3672    3.5141   -0.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564    4.2592   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369    3.9053   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346    2.9108    0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676    4.1007   -0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    1.2751   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    0.6355   -1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3771   -1.6478    0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0461   -3.2428    1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7747   -1.7921    2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3001   -3.2647    2.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3437   -2.5454    2.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551   -1.5088    2.8061 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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 28  3  1  0
 22 17  1  0
 27 10  1  0
 21 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 30 48  1  0
 30 49  1  0
 30 50  1  0
 18 43  1  0
 19 44  1  0
 24 46  1  0
 24 47  1  0
 22 45  1  0
M  END


  Mrv1533004251515532D          

 30 33  0  0  0  0            999 V2000
    4.9279   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710   -5.0779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710   -3.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0053300

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(OC)=C2C(=O)C(OC)=C(OC2=C1OC)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O9/c1-23-16-13-14(22)18(24-2)15(10-6-7-11-12(8-10)29-9-28-11)30-17(13)20(26-4)21(27-5)19(16)25-3/h6-8H,9H2,1-5H3

> <INCHI_KEY>
CRSVEURWRGBEIE-UHFFFAOYSA-N

> <FORMULA>
C21H20O9

> <MOLECULAR_WEIGHT>
416.382

> <EXACT_MASS>
416.110732224

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.96737550205333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2H-1,3-benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
1.8259365450000002

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.135093941248389

> <JCHEM_POLAR_SURFACE_AREA>
90.91000000000003

> <JCHEM_REFRACTIVITY>
105.3095

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
melibentin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       9.199  -9.773   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.865  -9.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.865  -7.463   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.531  -5.153   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.865  -4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.865  -2.843   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.531  -2.073   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.199  -2.073   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.199  -0.533   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.533   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.533  -2.843   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.866  -2.073   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      13.200  -2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.533  -4.383   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.866  -5.153   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.866  -6.693   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.199  -5.153   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.199  -6.693   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.533  -7.463   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.198  -7.463   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.198  -9.003   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.864  -9.773   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.530  -9.003   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.066  -9.479   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.161  -8.233   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.066  -6.987   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.530  -7.463   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.864  -6.693   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16    6   20                                                  
CONECT   20   19    3   21                                                  
CONECT   21   20                                                            
CONECT   22    4   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₉

Average Mass

416.3820 Da

Monoisotopic Mass

416.11073 Da

IUPAC Name

2-(2H-1,3-benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-chromen-4-one

Traditional Name

melibentin

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(OC)=C2C(=O)C(OC)=C(OC2=C1OC)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C21H20O9/c1-23-16-13-14(22)18(24-2)15(10-6-7-11-12(8-10)29-9-28-11)30-17(13)20(26-4)21(27-5)19(16)25-3/h6-8H,9H2,1-5H3

InChI Key

CRSVEURWRGBEIE-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
Melicope broadbentiana	Plant	KNApSAcK
Melicope indica	Plant	KNApSAcK
Melicope subunifoliolata	LOTUS Database	35616633
Melicope ternata	Plant	KNApSAcK
Melicope triphylla	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

3-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
Flavone
3-methoxychromone
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113350 )

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	2.34	ALOGPS
logP	1.83	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	90.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.31 m³·mol⁻¹	ChemAxon
Polarizability	41.97 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	Yes	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

386323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one (NP0053300)

MOL for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

3D MOL for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

3D SDF for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

3D-SDF for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

PDB for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

3D PDB for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

SMILES for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

INCHI for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

Structure for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)

3D Structure for NP0053300 (2-(1,3-Benzodioxol-5-yl)-3,5,6,7,8-pentamethoxy-4H-1-benzopyran-4-one)