NP-MRD: Showing NP-Card for [(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate (NP0220066)

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Record Information

Version

2.0

Created at

2022-09-05 21:16:17 UTC

Updated at

2022-09-05 21:16:17 UTC

NP-MRD ID

NP0220066

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Description

[(2S,3R,4S)-2-(2-methoxyphenoxy)-4-[(2-methoxyphenoxy)methyl]oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. [(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate is found in Abies sibirica. Based on a literature review very few articles have been published on [(2S,3R,4S)-2-(2-methoxyphenoxy)-4-[(2-methoxyphenoxy)methyl]oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052223162D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309052223162D          

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 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  5 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220066

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC=C1OC[C@H]1CO[C@@H](OC2=CC=CC=C2OC)[C@H]1COC(=O)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O9/c1-31-22-8-4-6-10-24(22)34-15-19-16-36-28(37-25-11-7-5-9-23(25)32-2)20(19)17-35-27(30)18-12-13-21(29)26(14-18)33-3/h4-14,19-20,28-29H,15-17H2,1-3H3/t19-,20-,28-/m0/s1

> <INCHI_KEY>
QNFLPFQLHFOCDU-JVAKCPTJSA-N

> <FORMULA>
C28H30O9

> <MOLECULAR_WEIGHT>
510.539

> <EXACT_MASS>
510.188982546

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
53.03972605678217

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4S)-2-(2-methoxyphenoxy)-4-[(2-methoxyphenoxy)methyl]oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

> <JCHEM_LOGP>
4.598020492333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.993549469902574

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9720001930740065

> <JCHEM_POLAR_SURFACE_AREA>
101.91000000000003

> <JCHEM_REFRACTIVITY>
133.69190000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4S)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

> <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  C   UNK     0       1.533   6.815   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.199   6.045   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.199   4.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.134   3.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.134   2.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.468   1.425   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.802   2.195   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.468  -0.115   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.134  -0.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.134  -2.425   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.380  -3.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.845  -2.854   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.989  -3.885   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -6.454  -3.409   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.599  -4.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.063  -3.963   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.383  -2.457   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.239  -1.427   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.774  -1.903   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.630  -0.872   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.950   0.634   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.904  -4.795   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.364  -4.795   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.111  -3.330   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.576  -2.854   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.896  -1.348   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.752  -0.317   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.072   1.189   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.537   1.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.681   0.634   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.361  -0.872   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.505  -1.903   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.185  -3.409   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.199   1.425   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.533   2.195   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.533   3.735   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.867   4.505   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   11   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   10   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34    5   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35    3   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
[(2S,3R,4S)-2-(2-Methoxyphenoxy)-4-[(2-methoxyphenoxy)methyl]oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoic acid	Generator

Chemical Formula

C₂₈H₃₀O₉

Average Mass

510.5390 Da

Monoisotopic Mass

510.18898 Da

IUPAC Name

[(2S,3R,4S)-2-(2-methoxyphenoxy)-4-[(2-methoxyphenoxy)methyl]oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Traditional Name

[(2S,3R,4S)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC=CC=C1OC[C@H]1CO[C@@H](OC2=CC=CC=C2OC)[C@H]1COC(=O)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C28H30O9/c1-31-22-8-4-6-10-24(22)34-15-19-16-36-28(37-25-11-7-5-9-23(25)32-2)20(19)17-35-27(30)18-12-13-21(29)26(14-18)33-3/h4-14,19-20,28-29H,15-17H2,1-3H3/t19-,20-,28-/m0/s1

InChI Key

QNFLPFQLHFOCDU-JVAKCPTJSA-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
Abies sibirica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Tetrahydrofuran
Carboxylic acid ester
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	4.6	ChemAxon
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.91 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	133.69 m³·mol⁻¹	ChemAxon
Polarizability	53.04 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

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

163039213

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate (NP0220066)

MOL for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

PDB for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

Structure for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0220066 ([(2s,3r,4s)-2-(2-methoxyphenoxy)-4-(2-methoxyphenoxymethyl)oxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate)