NP-MRD: Showing NP-Card for (3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate (NP0311435)

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Record Information

Version

2.0

Created at

2022-09-11 07:25:26 UTC

Updated at

2022-09-11 07:25:26 UTC

NP-MRD ID

NP0311435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate

Description

(3,4-Dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate is found in Breynia vitis-idaea. Based on a literature review very few articles have been published on (3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112209252D          

 35 38  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6194   -5.4349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1842   -6.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  7 16  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309112209252D          

 35 38  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0311435

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1COC(OC2C(O)C(O)C(COC(=O)C3=CC=CC=C3)OC2OC2=CC=C(O)C=C2)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O11/c25-10-14-11-32-23(18(14)27)35-21-20(29)19(28)17(12-31-22(30)13-4-2-1-3-5-13)34-24(21)33-16-8-6-15(26)7-9-16/h1-9,14,17-21,23-29H,10-12H2

> <INCHI_KEY>
GZODKTJEPGTRRY-UHFFFAOYSA-N

> <FORMULA>
C24H28O11

> <MOLECULAR_WEIGHT>
492.477

> <EXACT_MASS>
492.163161722

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.84316475529471

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate

> <JCHEM_LOGP>
1.0771999410000002

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.543228691782826

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.82140105397451

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6642196074983273

> <JCHEM_POLAR_SURFACE_AREA>
164.37

> <JCHEM_REFRACTIVITY>
117.36170000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.756 -10.145   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.232 -11.610   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.772 -11.610   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.677 -12.856   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.051 -14.263   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.248 -10.145   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.713  -9.669   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
CONECT   16    7   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   18   25                                                  
CONECT   25   24                                                            
CONECT   26   16   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5   29                                                  
CONECT   29   28                                                            
CONECT   30    2   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
(3,4-Dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoic acid	Generator

Chemical Formula

C₂₄H₂₈O₁₁

Average Mass

492.4770 Da

Monoisotopic Mass

492.16316 Da

IUPAC Name

(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate

Traditional Name

(3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate

CAS Registry Number

Not Available

SMILES

OCC1COC(OC2C(O)C(O)C(COC(=O)C3=CC=CC=C3)OC2OC2=CC=C(O)C=C2)C1O

InChI Identifier

InChI=1S/C24H28O11/c25-10-14-11-32-23(18(14)27)35-21-20(29)19(28)17(12-31-22(30)13-4-2-1-3-5-13)34-24(21)33-16-8-6-15(26)7-9-16/h1-9,14,17-21,23-29H,10-12H2

InChI Key

GZODKTJEPGTRRY-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

Species Name	Source	Reference
Breynia vitis-idaea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
4-alkoxyphenol
Phenoxy compound
Benzoyl
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
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	1.08	ChemAxon
pKa (Strongest Acidic)	9.82	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.36 m³·mol⁻¹	ChemAxon
Polarizability	48.84 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

72798898

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate (NP0311435)

MOL for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

3D MOL for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

3D SDF for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

3D-SDF for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

PDB for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

3D PDB for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

SMILES for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

INCHI for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

Structure for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)

3D Structure for NP0311435 ((3,4-dihydroxy-5-{[3-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-(4-hydroxyphenoxy)oxan-2-yl)methyl benzoate)