NP-MRD: Showing NP-Card for n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid (NP0280027)

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Record Information

Version

2.0

Created at

2022-09-09 05:37:17 UTC

Updated at

2022-09-09 05:37:17 UTC

NP-MRD ID

NP0280027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid

Description

N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Based on a literature review very few articles have been published on N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092207372D          

 38 40  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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  Mrv1652309092207372D          

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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  2  0  0  0  0
 25 33  1  0  0  0  0
 24 34  1  0  0  0  0
 18 34  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCC(N=C(O)C=CC1=CC(OC)=C2OC(C(CO)C2=C1)C1=CC=C(O)C(OC)=C1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C27H31NO10/c1-34-21-13-16(6-8-20(21)30)25-18(14-29)17-11-15(12-22(35-2)26(17)38-25)5-9-23(31)28-19(27(33)37-4)7-10-24(32)36-3/h5-6,8-9,11-13,18-19,25,29-30H,7,10,14H2,1-4H3,(H,28,31)

> <INCHI_KEY>
IGFXMUSMXRGTEH-UHFFFAOYSA-N

> <FORMULA>
C27H31NO10

> <MOLECULAR_WEIGHT>
529.542

> <EXACT_MASS>
529.194796202

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
55.8137556498757

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid

> <JCHEM_LOGP>
2.375209308333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.909997801689599

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.6794908827477055

> <JCHEM_PKA_STRONGEST_BASIC>
1.3584106922727066

> <JCHEM_POLAR_SURFACE_AREA>
153.34

> <JCHEM_REFRACTIVITY>
136.47199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.513 -11.259   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.993 -10.386   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.497  -8.931   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.481 -10.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.472  -9.513   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.040  -9.804   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.048  -8.640   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.560  -8.931   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.064 -10.386   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.568  -7.767   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.081  -8.058   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.089  -6.893   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.585  -5.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.593  -4.274   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.089  -2.819   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.097  -1.655   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.105  -4.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.609  -6.020   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.601  -7.185   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.149  -5.991   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.078  -7.219   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.606  -7.028   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.596  -4.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.052  -4.013   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.343  -2.501   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.798  -1.997   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.962  -3.005   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      17.417  -2.501   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      15.671  -4.517   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.835  -5.525   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.544  -7.038   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.216  -5.021   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.333  -3.636   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.544 -11.259   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.536 -12.423   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.056 -11.550   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.560 -13.005   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   35                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   34                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   13                                                       
CONECT   21   19   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   34                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   25                                                       
CONECT   34   24   18                                                       
CONECT   35    7   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Value	Source
N-(1,5-Dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidate	Generator

Chemical Formula

C₂₇H₃₁NO₁₀

Average Mass

529.5420 Da

Monoisotopic Mass

529.19480 Da

IUPAC Name

N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid

Traditional Name

N-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

COC(=O)CCC(N=C(O)C=CC1=CC(OC)=C2OC(C(CO)C2=C1)C1=CC=C(O)C(OC)=C1)C(=O)OC

InChI Identifier

InChI=1S/C27H31NO10/c1-34-21-13-16(6-8-20(21)30)25-18(14-29)17-11-15(12-22(35-2)26(17)38-25)5-9-23(31)28-19(27(33)37-4)7-10-24(32)36-3/h5-6,8-9,11-13,18-19,25,29-30H,7,10,14H2,1-4H3,(H,28,31)

InChI Key

IGFXMUSMXRGTEH-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Glutamic acid or derivatives
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Methoxyphenol
Benzofuran
Coumaran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Fatty acid methyl ester
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Methyl ester
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Ether
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Alcohol
Primary alcohol
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	2.38	ChemAxon
pKa (Strongest Acidic)	5.68	ChemAxon
pKa (Strongest Basic)	1.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	153.34 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	136.47 m³·mol⁻¹	ChemAxon
Polarizability	55.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

162947659

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid (NP0280027)

MOL for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

3D MOL for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

3D SDF for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

3D-SDF for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

PDB for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

3D PDB for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

SMILES for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

INCHI for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

Structure for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)

3D Structure for NP0280027 (n-(1,5-dimethoxy-1,5-dioxopentan-2-yl)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enimidic acid)