NP-MRD: Showing NP-Card for 2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone (NP0060776)

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Record Information

Version

2.0

Created at

2022-04-28 05:46:05 UTC

Updated at

2022-04-28 05:46:05 UTC

NP-MRD ID

NP0060776

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone

Description

Ponganone vii belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Thus, ponganone VII is considered to be a flavonoid lipid molecule. 2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone is found in Millettia pinnata. Ponganone vii is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -6.1284    1.4850    1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7426    0.2019    1.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4653   -0.3154    1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.5683    1.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470   -2.0801    1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -1.3630    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5934   -1.9526    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -3.1311    0.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214   -1.4039   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3812   -0.5687    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336    0.0253   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510    1.2606   -0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502    1.8180   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7335    1.1165   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8308   -0.1217   -0.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315   -0.6486   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1334   -0.5505   -1.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9385    0.5797   -1.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9646    1.4248   -1.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -0.1148    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3807    0.6488   -0.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7760    1.9318   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    0.4033    0.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2748    2.1704    1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2017    1.4848    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0003    1.8764    1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256   -2.1375    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5596   -3.0811    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -0.7512   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897   -2.2118   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8145    0.2071    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7674   -1.2571    1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389    1.8032   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    2.8035   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -1.6366    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7594    0.3361   -2.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    1.1091   -0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3443   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763    2.6257   -0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7290    1.8137   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8123    1.3993    0.1968 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  3  1  0
 16 11  1  0
 15 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 18 36  1  0
 18 37  1  0
 16 35  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
M  END


  Mrv1533004261516492D          

 23 25  0  0  0  0            999 V2000
    4.0668    7.2979    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
    4.7812    6.0604    0.0000 C   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
    5.4957    3.1729    0.0000 O   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
    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
    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
    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
    2.6378    4.8229    0.0000 C   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
  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 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
 11 19  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
  3 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060776

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C(=O)CCC2=CC=C3OCOC3=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O5/c1-20-13-5-6-14(17(10-13)21-2)15(19)7-3-12-4-8-16-18(9-12)23-11-22-16/h4-6,8-10H,3,7,11H2,1-2H3

> <INCHI_KEY>
YPJDWRMBYIHNFK-UHFFFAOYSA-N

> <FORMULA>
C18H18O5

> <MOLECULAR_WEIGHT>
314.337

> <EXACT_MASS>
314.11542368

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.497605189587944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2H-1,3-benzodioxol-5-yl)-1-(2,4-dimethoxyphenyl)propan-1-one

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.117692755666666

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.513243664924868

> <JCHEM_PKA_STRONGEST_BASIC>
-4.343304808779907

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
84.47700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ponganone VII

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       7.591  13.623   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.925  12.853   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.925  11.313   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.259  10.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+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  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.258   8.233   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   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   11                                                       
CONECT   20    6   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20    3                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₅

Average Mass

314.3370 Da

Monoisotopic Mass

314.11542 Da

IUPAC Name

3-(2H-1,3-benzodioxol-5-yl)-1-(2,4-dimethoxyphenyl)propan-1-one

Traditional Name

ponganone VII

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C(=O)CCC2=CC=C3OCOC3=C2)C(OC)=C1

InChI Identifier

InChI=1S/C18H18O5/c1-20-13-5-6-14(17(10-13)21-2)15(19)7-3-12-4-8-16-18(9-12)23-11-22-16/h4-6,8-10H,3,7,11H2,1-2H3

InChI Key

YPJDWRMBYIHNFK-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
Pongamia pinnata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
M-dimethoxybenzene
Dimethoxybenzene
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Benzoyl
Aryl alkyl ketone
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Hydrocarbon derivative
Organic oxide
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120461 )

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	3.23	ALOGPS
logP	3.12	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	16.51	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	84.48 m³·mol⁻¹	ChemAxon
Polarizability	33.5 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

14542455

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone (NP0060776)

MOL for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

3D MOL for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

3D SDF for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

3D-SDF for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

PDB for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

3D PDB for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

SMILES for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

INCHI for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

Structure for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)

3D Structure for NP0060776 (2',4'-Dimethoxy-3,4-methylenedioxydihydrochalcone)