NP-MRD: Showing NP-Card for Pongamol (NP0054717)

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Record Information

Version

2.0

Created at

2022-04-28 00:58:58 UTC

Updated at

2022-04-28 00:58:58 UTC

NP-MRD ID

NP0054717

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pongamol

Description

Pongamol belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Thus, pongamol is considered to be a flavonoid lipid molecule. Pongamol is found in Dahlstedtia pinnata, Derris ovalifolia, Millettia erythrocalyx, Millettia peguensis, Millettia pinnata, Tephrosia hamiltonii , Tephrosia lanceolata and Tephrosia purpurea . Pongamol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    2.0944   -0.7872    2.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7117    0.2017    1.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041    0.1315   -0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404   -0.4185   -1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -0.9606   -0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067   -1.4388   -1.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6709   -1.0181    0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994   -1.3893    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.5372   -0.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.4903    0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5153   -0.9120    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6223   -0.1525    0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4473    1.1373    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755    1.6088    1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582    0.8030    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.4171   -2.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    0.1184   -2.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8662    0.6731   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0660    1.2454   -1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764    1.6281   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    1.2925    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3714    0.6848   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -1.0412    2.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -1.6592    1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8923   -0.2928    2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886   -1.8155    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5826   -0.0782    0.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6247   -1.9389   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6099   -0.5617    0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3337    1.7336    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0585    2.6252    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    1.2114    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744   -0.8494   -3.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4677    0.0924   -3.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2725    2.1222   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252    1.4491    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  4  3  1  0
 15 10  1  0
 18 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 21 36  1  0
 20 35  1  0
 17 34  1  0
 16 33  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
M  END


  Mrv1533004231515052D          

 22 24  0  0  0  0            999 V2000
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -0.0000    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
  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  3 11  2  0  0  0  0
  7 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054717

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=COC2=CC=C1C(=O)CC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O4/c1-21-18-13(7-8-17-14(18)9-10-22-17)16(20)11-15(19)12-5-3-2-4-6-12/h2-10H,11H2,1H3

> <INCHI_KEY>
XTLSKKJNOIMMBK-UHFFFAOYSA-N

> <FORMULA>
C18H14O4

> <MOLECULAR_WEIGHT>
294.306

> <EXACT_MASS>
294.089208931

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.310474347709803

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpropane-1,3-dione

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
3.178812964666666

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.523246123963228

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8641858321896216

> <JCHEM_POLAR_SURFACE_AREA>
56.51

> <JCHEM_REFRACTIVITY>
81.92630000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pongamol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.123   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.456   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.456  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.123  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.789  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    3    7                                                  
CONECT   12    4   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Pongamol	MeSH

Chemical Formula

C₁₈H₁₄O₄

Average Mass

294.3060 Da

Monoisotopic Mass

294.08921 Da

IUPAC Name

1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpropane-1,3-dione

Traditional Name

pongamol

CAS Registry Number

Not Available

SMILES

COC1=C2C=COC2=CC=C1C(=O)CC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H14O4/c1-21-18-13(7-8-17-14(18)9-10-22-17)16(20)11-15(19)12-5-3-2-4-6-12/h2-10H,11H2,1H3

InChI Key

XTLSKKJNOIMMBK-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
Dahlstedtia pinnata	Plant	KNApSAcK
Derris ovalifolia	LOTUS Database	35616633
Millettia erythrocalyx	Plant	KNApSAcK
Millettia peguensis	LOTUS Database	35616633
Pongamia pinnata	Plant	KNApSAcK
Tephrosia hamiltonii	Plant	KNApSAcK
Tephrosia lanceolata	Plant	KNApSAcK
Tephrosia purpurea	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retro-dihydrochalcones

Alternative Parents

Substituents

Retro-dihydrochalcone
Alkyl-phenylketone
Butyrophenone
Phenylketone
Benzofuran
Anisole
Benzoyl
Aryl alkyl ketone
Aryl ketone
1,3-diketone
Alkyl aryl ether
Monocyclic benzene moiety
1,3-dicarbonyl compound
Benzenoid
Furan
Heteroaromatic compound
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120373 )

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	3.3	ALOGPS
logP	3.18	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.52	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	56.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.93 m³·mol⁻¹	ChemAxon
Polarizability	30.31 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	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

689051

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pongamol (NP0054717)

MOL for NP0054717 (Pongamol)

3D MOL for NP0054717 (Pongamol)

3D SDF for NP0054717 (Pongamol)

3D-SDF for NP0054717 (Pongamol)

PDB for NP0054717 (Pongamol)

3D PDB for NP0054717 (Pongamol)

SMILES for NP0054717 (Pongamol)

INCHI for NP0054717 (Pongamol)

Structure for NP0054717 (Pongamol)

3D Structure for NP0054717 (Pongamol)