NP-MRD: Showing NP-Card for 4-(4-hydroxyphenethoxy)-4-oxobutanoic acid (NP0044156)

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Record Information

Version

1.0

Created at

2021-11-12 23:53:14 UTC

Updated at

2021-11-26 17:46:03 UTC

NP-MRD ID

NP0044156

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(4-hydroxyphenethoxy)-4-oxobutanoic acid

Description

4-(4-Hydroxyphenethoxy)-4-oxobutanoic acid belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group. 4-(4-hydroxyphenethoxy)-4-oxobutanoic acid is found in Fusarium solani. It was first documented in 205 (Kwanruthai Tadpetch et al.). Based on a literature review very few articles have been published on 4-(4-hydroxyphenethoxy)-4-oxobutanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
    6.1230    0.3837    1.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4632   -0.0013    0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1365   -0.3737   -0.7812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -0.0704    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4749   -0.5638   -0.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921   -0.6467   -0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3318   -1.0279   -1.9346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.2735    0.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623   -0.2836    0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    0.6161   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465    0.4868   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -0.5163   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2770   -0.7158   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159    0.0975    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2777   -0.0774    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215    1.0984    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781    1.3082    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5463    0.3698   -1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063   -0.7455    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.9269    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7424    0.2079   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635   -1.4850   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042   -1.3077    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2779    0.1318    1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6323    0.3111   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    1.6540   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.1556   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318   -1.4858   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6091   -0.6959    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7163    1.7526    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3067    2.0810    1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 11  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv1652311132100532D          

 17 17  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   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
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044156

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCC(=O)OCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O5/c13-10-3-1-9(2-4-10)7-8-17-12(16)6-5-11(14)15/h1-4,13H,5-8H2,(H,14,15)

> <INCHI_KEY>
CVLYVXSOQKJPAE-UHFFFAOYSA-N

> <FORMULA>
C12H14O5

> <MOLECULAR_WEIGHT>
238.239

> <EXACT_MASS>
238.084123551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.058037031410258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(4-hydroxyphenyl)ethoxy]-4-oxobutanoic acid

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
1.4569800893333333

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.503742625778948

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.080255314030606

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958337605135566

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
59.65460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(4-hydroxyphenyl)ethoxy]-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
4-(4-Hydroxyphenethoxy)-4-oxobutanoate	Generator

Chemical Formula

C₁₂H₁₄O₅

Average Mass

238.2390 Da

Monoisotopic Mass

238.08412 Da

IUPAC Name

4-[2-(4-hydroxyphenyl)ethoxy]-4-oxobutanoic acid

Traditional Name

4-[2-(4-hydroxyphenyl)ethoxy]-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC(=O)OCCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C12H14O5/c13-10-3-1-9(2-4-10)7-8-17-12(16)6-5-11(14)15/h1-4,13H,5-8H2,(H,14,15)

InChI Key

CVLYVXSOQKJPAE-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fusarium solani	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	1.42	ALOGPS
logP	1.46	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	59.65 m³·mol⁻¹	ChemAxon
Polarizability	24.06 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

78435858

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102531637

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kwanruthai Tadpetch et al. (205). Cytotoxic naphthoquinone and a new succinate ester from the soil fungus Fusarium solani PSU-RSPG227. Phytochemistry Letters, Volume 11, March 2015, Pages 106-110. DOI: 10.1016/j.phytol.2014.11.018. Phytochemistry Letters.

Showing NP-Card for 4-(4-hydroxyphenethoxy)-4-oxobutanoic acid (NP0044156)

MOL for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

3D MOL for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

3D SDF for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

3D-SDF for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

PDB for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

3D PDB for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

SMILES for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

INCHI for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

Structure for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)

3D Structure for NP0044156 (4-(4-hydroxyphenethoxy)-4-oxobutanoic acid)