NP-MRD: Showing NP-Card for Pongamone D (NP0074055)

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Record Information

Version

2.0

Created at

2022-04-28 19:14:50 UTC

Updated at

2022-04-28 19:14:50 UTC

NP-MRD ID

NP0074055

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pongamone D

Description

7-(2H-1,3-benzodioxol-5-yl)-4-hydroxy-5H-furo[3,2-g]chromen-5-one belongs to the class of organic compounds known as furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one. Pongamone D is found in Pongamia pinnata . 7-(2H-1,3-benzodioxol-5-yl)-4-hydroxy-5H-furo[3,2-g]chromen-5-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -1.9710    2.0343   -2.4077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    1.3065   -1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    1.2423   -1.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496    0.4466   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    0.3115   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9030    0.9711   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737    0.8416   -1.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545    0.0127   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8984   -0.6699    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5457   -0.5068    0.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743   -1.4124    1.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -1.2648    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330   -0.3159    0.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2338   -0.2245    0.2903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377   -0.1845    0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -0.9091    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769   -0.8799    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5580   -1.5013    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7773   -1.1795    1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6829   -0.3026    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3361   -0.1215    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024    0.6353   -0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3161    1.3679   -1.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    0.5967   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5570    1.8113   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5546    1.6176   -1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766    1.3682   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8384   -1.0234    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4821   -2.1965    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6327   -0.9375    2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978   -1.5172    1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6940   -1.5438    1.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732    0.1709   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.9570   -2.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 24  2  0
 24  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4 14  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 13  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  2  0
 24 22  1  0
 10  5  1  0
 17 21  1  0
 14 15  1  0
  9  8  1  0
 23 34  1  0
 20 33  1  0
 19 32  1  0
 16 31  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 12 29  1  0
 12 30  1  0
 10 28  1  0
M  END


  Mrv1533004161507102D          

 24 28  0  0  0  0            999 V2000
    6.9246    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    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
    6.2102    4.4104    0.0000 O   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
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    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
    4.7812    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    7.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6672    8.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4877    8.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233    7.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   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
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    4.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  3  9  2  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  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 15  2  0  0  0  0
 11 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074055

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2C=COC2=CC2=C1C(=O)C=C(O2)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H10O6/c19-11-6-13(9-1-2-12-15(5-9)23-8-22-12)24-16-7-14-10(3-4-21-14)18(20)17(11)16/h1-7,20H,8H2

> <INCHI_KEY>
KINXYBNHOXSQDV-UHFFFAOYSA-N

> <FORMULA>
C18H10O6

> <MOLECULAR_WEIGHT>
322.272

> <EXACT_MASS>
322.047738042

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
32.14800746995782

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(2H-1,3-benzodioxol-5-yl)-4-hydroxy-5H-furo[3,2-g]chromen-5-one

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
3.0961766453333333

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.543659663523858

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.36530124094981

> <JCHEM_PKA_STRONGEST_BASIC>
-2.815198663531794

> <JCHEM_POLAR_SURFACE_AREA>
78.13000000000001

> <JCHEM_REFRACTIVITY>
83.5601

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(2H-1,3-benzodioxol-5-yl)-4-hydroxyfuro[3,2-g]chromen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      12.926  10.543   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.592  11.313   0.000  0.00  0.00           C+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  O   UNK     0      11.592   8.233   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.591  10.543   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.925  11.313   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.925  12.853   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.259  13.623   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.579  15.129   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.110  15.290   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.737  13.883   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.592  12.853   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126   6.217   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.220   7.463   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   8.709   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   9.003   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2   11                                                  
CONECT   16    7   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₀O₆

Average Mass

322.2720 Da

Monoisotopic Mass

322.04774 Da

IUPAC Name

7-(2H-1,3-benzodioxol-5-yl)-4-hydroxy-5H-furo[3,2-g]chromen-5-one

Traditional Name

7-(2H-1,3-benzodioxol-5-yl)-4-hydroxyfuro[3,2-g]chromen-5-one

CAS Registry Number

Not Available

SMILES

OC1=C2C=COC2=CC2=C1C(=O)C=C(O2)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C18H10O6/c19-11-6-13(9-1-2-12-15(5-9)23-8-22-12)24-16-7-14-10(3-4-21-14)18(20)17(11)16/h1-7,20H,8H2

InChI Key

KINXYBNHOXSQDV-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 furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Furanoflavones

Alternative Parents

Substituents

Furanoflavone
Furanoflavonoid or dihydroflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Furanochromone
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Benzofuran
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Furan
Heteroaromatic compound
Vinylogous acid
Acetal
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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	3.06	ALOGPS
logP	3.1	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.13 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.56 m³·mol⁻¹	ChemAxon
Polarizability	32.15 Å³	ChemAxon
Number of Rings	5	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

16081689

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pongamone D (NP0074055)

MOL for NP0074055 (Pongamone D)

3D MOL for NP0074055 (Pongamone D)

3D SDF for NP0074055 (Pongamone D)

3D-SDF for NP0074055 (Pongamone D)

PDB for NP0074055 (Pongamone D)

3D PDB for NP0074055 (Pongamone D)

SMILES for NP0074055 (Pongamone D)

INCHI for NP0074055 (Pongamone D)

Structure for NP0074055 (Pongamone D)

3D Structure for NP0074055 (Pongamone D)