NP-MRD: Showing NP-Card for (+)-Epoxysuberosin (NP0138431)

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Record Information

Version

2.0

Created at

2022-06-29 17:29:15 UTC

Updated at

2022-06-29 17:29:15 UTC

NP-MRD ID

NP0138431

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Epoxysuberosin

Description

2-(4-Hydroxyphenyl)ethanimidic acid belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. (+)-Epoxysuberosin is found in Coleonema album, Harbouria trachypleura and Leionema phylicifolium. Based on a literature review very few articles have been published on 2-(4-hydroxyphenyl)ethanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118063D          

 20 20  0  0  0  0            999 V2000
    3.2189    0.4703    1.0370 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    0.6110   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741    1.6762   -0.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.5454   -0.5854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1696   -0.3088   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633   -1.1377   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368   -0.9383   -0.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5787    0.1139    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9589    0.3304    0.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    0.9471    0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829    0.7433    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3149    1.2471    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -0.4663    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -0.7795   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -1.4738   -0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -1.9727   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8920   -1.5929   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4186   -0.1085    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9957    1.7836    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4687    1.4008    0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  5  1  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  6 16  1  0  0  0  0
  7 17  1  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138431

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C(=O)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO2/c9-8(11)5-6-1-3-7(10)4-2-6/h1-4,10H,5H2,(H2,9,11)

> <INCHI_KEY>
YBPAYPRLUDCSEY-UHFFFAOYSA-N

> <FORMULA>
C8H9NO2

> <MOLECULAR_WEIGHT>
151.165

> <EXACT_MASS>
151.063328534

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.477523183490526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)acetamide

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.50048617

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.606212391764053

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.49735131041332

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6698117699391553

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
41.1687

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
P-hydroxy-phenylacetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       3.219   0.470   1.037  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.444   0.611  -0.165  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.474   1.676  -0.789  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.645  -0.545  -0.585  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.170  -0.309  -0.401  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.763  -1.138  -0.957  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.137  -0.938  -0.760  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.579   0.114   0.011  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.959   0.330   0.222  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.636   0.947   0.563  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.283   0.743   0.367  0.00  0.00           C+0
HETATM   12  H   UNK     0       3.315   1.247   1.710  0.00  0.00           H+0
HETATM   13  H   UNK     0       3.676  -0.466   1.210  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.753  -0.780  -1.684  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.938  -1.474  -0.030  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.438  -1.973  -1.554  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.892  -1.593  -1.180  0.00  0.00           H+0
HETATM   18  H   UNK     0      -4.419  -0.109   1.015  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.996   1.784   1.173  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.469   1.401   0.798  0.00  0.00           H+0
CONECT    1    2   12   13                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14   15                                             
CONECT    5    4    6   11                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   18                                                       
CONECT   10    8   11   19                                                  
CONECT   11   10    5   20                                                  
CONECT   12    1                                                            
CONECT   13    1                                                            
CONECT   14    4                                                            
CONECT   15    4                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
2-(4-Hydroxyphenyl)ethanimidate	Generator
P-Hydroxyphenylacetamide	ChEMBL
2-(4-Hydroxyphenyl)acetamide	ChEMBL
4-(Hydroxyphenyl)acetamide	MeSH

Chemical Formula

C₁₅H₁₆O₄

Average Mass

260.2890 Da

Monoisotopic Mass

260.10486 Da

IUPAC Name

2-(4-hydroxyphenyl)acetamide

Traditional Name

P-hydroxy-phenylacetamide

CAS Registry Number

80368-68-9

SMILES

COC1=C(C[C@H]2OC2(C)C)C=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C15H16O4/c1-15(2)13(19-15)7-10-6-9-4-5-14(16)18-12(9)8-11(10)17-3/h4-6,8,13H,7H2,1-3H3/t13-/m1/s1

InChI Key

JZRVCRZHZQXYDH-CYBMUJFWSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Coleonema album	LOTUS Database	35616633
Harbouria trachypleura	LOTUS Database	35616633
Leionema phylicifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	0.72	ALOGPS
logP	0.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.17 m³·mol⁻¹	ChemAxon
Polarizability	15.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

78467

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Epoxysuberosin (NP0138431)

MOL for NP0138431 ((+)-Epoxysuberosin)

3D MOL for NP0138431 ((+)-Epoxysuberosin)

3D SDF for NP0138431 ((+)-Epoxysuberosin)

3D-SDF for NP0138431 ((+)-Epoxysuberosin)

PDB for NP0138431 ((+)-Epoxysuberosin)

3D PDB for NP0138431 ((+)-Epoxysuberosin)

SMILES for NP0138431 ((+)-Epoxysuberosin)

INCHI for NP0138431 ((+)-Epoxysuberosin)

Structure for NP0138431 ((+)-Epoxysuberosin)

3D Structure for NP0138431 ((+)-Epoxysuberosin)