NP-MRD: Showing NP-Card for ethyl 2-hydroxy-4-methoxy-6-propylbenzoate (NP0219341)

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Record Information

Version

2.0

Created at

2022-09-05 20:18:09 UTC

Updated at

2022-09-05 20:18:09 UTC

NP-MRD ID

NP0219341

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

Description

Ethyl 2-hydroxy-4-methoxy-6-propylbenzoate belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. ethyl 2-hydroxy-4-methoxy-6-propylbenzoate is found in Evernia prunastri and Pentaclethra eetveldeana. Ethyl 2-hydroxy-4-methoxy-6-propylbenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
    0.1856    4.3850   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    2.9885    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    2.0865   -0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    0.6744   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569    0.2551   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6052   -1.0507   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074   -1.4699   -0.0042 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2179   -2.8045    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996   -1.9506    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110   -1.5360    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7361   -2.4318    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449   -0.2302   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663    0.1310   -0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8961    1.2614   -0.5666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4292   -0.8236    0.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8225   -0.5832   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -1.8926    0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243    4.2601   -1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    4.8206   -0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3005    5.0602    0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3201    2.6886    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    3.0969    0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6023    2.5291   -1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    2.1720   -1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726    0.9432   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6457   -3.5282   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260   -2.9558    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897   -3.0310    0.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8097   -2.9936    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711   -3.3822    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1170    0.1306    0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073   -0.2057   -0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3630   -2.6279   -0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031   -2.2898    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6055   -1.6959    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 12  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv1533004231521282D          

 17 17  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC1=CC(OC)=CC(O)=C1C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O4/c1-4-6-9-7-10(16-3)8-11(14)12(9)13(15)17-5-2/h7-8,14H,4-6H2,1-3H3

> <INCHI_KEY>
ZTEGMSJYDACIAV-UHFFFAOYSA-N

> <FORMULA>
C13H18O4

> <MOLECULAR_WEIGHT>
238.283

> <EXACT_MASS>
238.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.825725150615174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
3.924852866666667

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.7447853052934

> <JCHEM_PKA_STRONGEST_BASIC>
-4.055074255434968

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
65.51920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
Ethyl 2-hydroxy-4-methoxy-6-propylbenzoic acid	Generator

Chemical Formula

C₁₃H₁₈O₄

Average Mass

238.2830 Da

Monoisotopic Mass

238.12051 Da

IUPAC Name

ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

Traditional Name

ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

CAS Registry Number

Not Available

SMILES

CCCC1=CC(OC)=CC(O)=C1C(=O)OCC

InChI Identifier

InChI=1S/C13H18O4/c1-4-6-9-7-10(16-3)8-11(14)12(9)13(15)17-5-2/h7-8,14H,4-6H2,1-3H3

InChI Key

ZTEGMSJYDACIAV-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
Evernia prunastri	LOTUS Database	35616633
Pentaclethra eetveldeana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 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

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Benzoate ester
Salicylic acid or derivatives
Methoxyphenol
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Vinylogous acid
Carboxylic acid ester
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.62	ALOGPS
logP	3.92	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	65.52 m³·mol⁻¹	ChemAxon
Polarizability	25.83 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

179627

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl 2-hydroxy-4-methoxy-6-propylbenzoate (NP0219341)

MOL for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

3D MOL for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

3D SDF for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

3D-SDF for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

PDB for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

3D PDB for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

SMILES for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

INCHI for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

Structure for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)

3D Structure for NP0219341 (ethyl 2-hydroxy-4-methoxy-6-propylbenzoate)