NP-MRD: Showing NP-Card for [(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid (NP0208028)

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Record Information

Version

2.0

Created at

2022-09-05 04:52:27 UTC

Updated at

2022-09-05 04:52:28 UTC

NP-MRD ID

NP0208028

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid

Description

CHEMBL1208182 belongs to the class of organic compounds known as phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety. Based on a literature review very few articles have been published on CHEMBL1208182.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206522D          

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M  END

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  Mrv1652309052206522D          

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 38 40  2  0  0  0  0
  8 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208028

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1O)C1OC2=CC=C(\C=C\OS(O)(=O)=O)C=C2OC1OC1=CC=C(\C=C\OS(O)(=O)=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H20O14S2/c25-17-4-3-16(13-18(17)26)23-24(37-20-5-1-14(11-19(20)27)7-9-34-39(28,29)30)38-22-12-15(2-6-21(22)36-23)8-10-35-40(31,32)33/h1-13,23-27H,(H,28,29,30)(H,31,32,33)/b9-7+,10-8+

> <INCHI_KEY>
CWEROGPFFUKOGE-FIFLTTCUSA-N

> <FORMULA>
C24H20O14S2

> <MOLECULAR_WEIGHT>
596.53

> <EXACT_MASS>
596.029447672

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
55.285332795341674

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(E)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(E)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxy}sulfonic acid

> <JCHEM_LOGP>
3.671802742333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-1.9606648656137953

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.561546267807147

> <JCHEM_PKA_STRONGEST_BASIC>
-4.56221593415429

> <JCHEM_POLAR_SURFACE_AREA>
215.57999999999996

> <JCHEM_REFRACTIVITY>
135.8423

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(E)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(E)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  O   UNK     0      -4.001  10.010   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0      -2.667   9.240   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      -3.437   7.906   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.897  10.574   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      12.003  -0.770   0.000  0.00  0.00           S+0
HETATM   22  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.233  -2.104   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.773   0.564   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   38                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   17   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   15   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   13   30                                                  
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   30                                                       
CONECT   38   11   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    8                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₀O₁₄S₂

Average Mass

596.5300 Da

Monoisotopic Mass

596.02945 Da

IUPAC Name

{[(E)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(E)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxy}sulfonic acid

Traditional Name

[(E)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(E)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1O)C1OC2=CC=C(\C=C\OS(O)(=O)=O)C=C2OC1OC1=CC=C(\C=C\OS(O)(=O)=O)C=C1O

InChI Identifier

InChI=1S/C24H20O14S2/c25-17-4-3-16(13-18(17)26)23-24(37-20-5-1-14(11-19(20)27)7-9-34-39(28,29)30)38-22-12-15(2-6-21(22)36-23)8-10-35-40(31,32)33/h1-13,23-27H,(H,28,29,30)(H,31,32,33)/b9-7+,10-8+

InChI Key

CWEROGPFFUKOGE-FIFLTTCUSA-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 phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxanes

Sub Class

Phenylbenzodioxanes

Direct Parent

Phenylbenzo-1,4-dioxanes

Alternative Parents

Substituents

2-phenylbenzo-1,4-dioxane
Benzo-1,4-dioxane
Phenoxy compound
Phenol ether
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Para-dioxin
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Acetal
Oxacycle
Ether
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	3.67	ChemAxon
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	215.58 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.84 m³·mol⁻¹	ChemAxon
Polarizability	55.29 Å³	ChemAxon
Number of Rings	4	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

25050067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24878677

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid (NP0208028)

MOL for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

3D MOL for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

3D SDF for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

3D-SDF for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

PDB for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

3D PDB for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

SMILES for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

INCHI for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

Structure for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)

3D Structure for NP0208028 ([(1e)-2-(4-{[3-(3,4-dihydroxyphenyl)-7-[(1e)-2-(sulfooxy)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]oxy}-3-hydroxyphenyl)ethenyl]oxysulfonic acid)