NP-MRD: Showing NP-Card for n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid (NP0178590)

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Record Information

Version

2.0

Created at

2022-09-03 16:36:46 UTC

Updated at

2022-09-03 16:36:46 UTC

NP-MRD ID

NP0178590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid

Description

N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. Based on a literature review very few articles have been published on N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218362D          

 36 39  0  0  0  0            999 V2000
   -2.7512    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6078   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2752   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309032218362D          

 36 39  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0178590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1OC(OC2OC(=O)C(=C2C(O)C2=CC=CC=C2)C2=CC=CC=C2)C(N=C(C)O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO9/c1-14(28)27-20-23(31)22(30)17(13-33-2)34-26(20)36-25-19(21(29)16-11-7-4-8-12-16)18(24(32)35-25)15-9-5-3-6-10-15/h3-12,17,20-23,25-26,29-31H,13H2,1-2H3,(H,27,28)

> <INCHI_KEY>
XSWBPBRQMHQPEU-UHFFFAOYSA-N

> <FORMULA>
C26H29NO9

> <MOLECULAR_WEIGHT>
499.516

> <EXACT_MASS>
499.184231518

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.943349907226505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid

> <JCHEM_LOGP>
1.991169536000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.078095768324564

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.516725405010167

> <JCHEM_PKA_STRONGEST_BASIC>
1.4613154129470916

> <JCHEM_POLAR_SURFACE_AREA>
147.27

> <JCHEM_REFRACTIVITY>
125.85640000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2H-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.136   6.045   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.136   4.505   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.802   3.735   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.802   2.195   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.468   1.425   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.134  -0.885   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.134  -2.425   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.380  -3.330   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.904  -4.795   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.810  -6.041   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.364  -4.795   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.541  -6.041   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.072  -5.880   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.977  -7.126   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.351  -8.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.820  -8.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.086  -7.448   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.111  -3.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.576  -2.854   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.720  -3.885   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.896  -1.348   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.752  -0.317   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.072   1.189   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.537   1.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.681   0.634   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.361  -0.872   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.802  -0.885   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -3.802  -2.425   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -5.136  -3.195   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.469  -2.425   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.136  -4.735   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -6.469  -0.885   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -5.136   1.425   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.469   2.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   35                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   12    8   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28    6   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    4   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
N-[4,5-Dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidate	Generator

Chemical Formula

C₂₆H₂₉NO₉

Average Mass

499.5160 Da

Monoisotopic Mass

499.18423 Da

IUPAC Name

N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2,5-dihydrofuran-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid

Traditional Name

N-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2H-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

COCC1OC(OC2OC(=O)C(=C2C(O)C2=CC=CC=C2)C2=CC=CC=C2)C(N=C(C)O)C(O)C1O

InChI Identifier

InChI=1S/C26H29NO9/c1-14(28)27-20-23(31)22(30)17(13-33-2)34-26(20)36-25-19(21(29)16-11-7-4-8-12-16)18(24(32)35-25)15-9-5-3-6-10-15/h3-12,17,20-23,25-26,29-31H,13H2,1-2H3,(H,27,28)

InChI Key

XSWBPBRQMHQPEU-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 n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

N-acyl-alpha-hexosamine
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monocyclic benzene moiety
2-furanone
Monosaccharide
Benzenoid
Oxane
Dihydrofuran
Acetamide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Acetal
Ether
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Aromatic alcohol
Organonitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.99	ChemAxon
pKa (Strongest Acidic)	5.52	ChemAxon
pKa (Strongest Basic)	1.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.27 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	125.86 m³·mol⁻¹	ChemAxon
Polarizability	49.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

163065502

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid (NP0178590)

MOL for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

3D MOL for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

3D SDF for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

3D-SDF for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

PDB for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

3D PDB for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

SMILES for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

INCHI for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

Structure for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)

3D Structure for NP0178590 (n-[4,5-dihydroxy-2-({3-[hydroxy(phenyl)methyl]-5-oxo-4-phenyl-2h-furan-2-yl}oxy)-6-(methoxymethyl)oxan-3-yl]ethanimidic acid)