NP-MRD: Showing NP-Card for 3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one (NP0292338)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 23:49:08 UTC

Updated at

2022-09-09 23:49:08 UTC

NP-MRD ID

NP0292338

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one

Description

3-(2-Hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-one belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. 3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one is found in Scutellaria indica. 3-(2-Hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241508562D          

 29 31  0  0  0  0            999 V2000
    6.2102    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    7.2979    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    2.9462   -2.6832    1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153   -1.5848    1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3489   -0.5351    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783   -0.5004   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910    0.5295   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    0.6514   -1.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9060    0.2944   -1.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441   -0.4067    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -0.7205    0.8901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -0.8089    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8829   -1.5538    1.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820   -1.8836    2.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1515   -1.9868    1.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2576   -1.7085    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1319   -0.9824    0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8356   -0.5516   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032    0.1943   -1.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1084    1.5968   -1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3809   -0.8341   -0.5622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2557   -1.8120    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266   -2.0014    1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4584    1.6332   -1.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342    2.6897   -1.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055    1.6112   -0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5153    2.7274   -0.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    2.7083   -2.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    0.5642    0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215    0.6014    0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    1.1834    1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110   -3.1999    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -3.4269    2.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972   -2.2883    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -1.4414   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.1899   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7446    0.5359   -1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909   -1.8914    2.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3089   -2.5660    2.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977    1.7575   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530    2.1617   -2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979    1.9748   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2829   -1.4536    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1589   -2.7705   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753    2.8434   -2.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580    1.8196   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098    3.6276   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076    2.6407   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    0.8414    2.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    0.9235    2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5911    2.2906    1.9072 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 21  1  0
 21 20  1  0
 20 19  1  0
 19 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  5 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 27  3  1  0
 16 10  1  0
 15 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
 12 36  1  0
 13 37  1  0
 20 41  1  0
 20 42  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 23 43  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 29 47  1  0
 29 48  1  0
 29 49  1  0
M  END


  Mrv1533004241508562D          

 29 31  0  0  0  0            999 V2000
    6.2102    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    7.2979    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292338

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)C2=C(O)C=C3OCOC3=C2OC)=C(O)C(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O9/c1-24-13-7-10(16(23)20(27-4)17(13)25-2)5-6-11(21)15-12(22)8-14-18(19(15)26-3)29-9-28-14/h5-8,22-23H,9H2,1-4H3

> <INCHI_KEY>
GHJIQGPMSLGWQW-UHFFFAOYSA-N

> <FORMULA>
C20H20O9

> <MOLECULAR_WEIGHT>
404.371

> <EXACT_MASS>
404.110732224

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.39330483137064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-one

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.925743070666667

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.826079082985128

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.561319436771418

> <JCHEM_PKA_STRONGEST_BASIC>
-4.273135114131

> <JCHEM_POLAR_SURFACE_AREA>
112.91000000000003

> <JCHEM_REFRACTIVITY>
102.45850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-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      11.592  12.853   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.592  11.313   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.259  10.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.925   3.613   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.258   8.233   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.258  11.313   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.258  12.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.925  11.313   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.925  12.853   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.591  13.623   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   10   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    5   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24    3   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₉

Average Mass

404.3710 Da

Monoisotopic Mass

404.11073 Da

IUPAC Name

3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-one

Traditional Name

3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2H-1,3-benzodioxol-5-yl)prop-2-en-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)C2=C(O)C=C3OCOC3=C2OC)=C(O)C(OC)=C1OC

InChI Identifier

InChI=1S/C20H20O9/c1-24-13-7-10(16(23)20(27-4)17(13)25-2)5-6-11(21)15-12(22)8-14-18(19(15)26-3)29-9-28-14/h5-8,22-23H,9H2,1-4H3

InChI Key

GHJIQGPMSLGWQW-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Scutellaria indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Hydroxycinnamic acid or derivatives
Methoxyphenol
Benzodioxole
4-alkoxyphenol
Anisole
Phenoxy compound
Phenol ether
Styrene
Aryl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Enone
Acryloyl-group
Alpha,beta-unsaturated ketone
Vinylogous acid
Ketone
Acetal
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	2.15	ALOGPS
logP	2.93	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.56	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	102.46 m³·mol⁻¹	ChemAxon
Polarizability	40.39 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	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

129829857

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one (NP0292338)

MOL for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

3D MOL for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

3D SDF for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

3D-SDF for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

PDB for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

3D PDB for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

SMILES for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

INCHI for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

Structure for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)

3D Structure for NP0292338 (3-(2-hydroxy-3,4,5-trimethoxyphenyl)-1-(6-hydroxy-4-methoxy-2h-1,3-benzodioxol-5-yl)prop-2-en-1-one)