NP-MRD: Showing NP-Card for P-Hydroxyphenyl-acetamide (NP0004413)

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Record Information

Version

2.0

Created at

2020-12-09 01:52:52 UTC

Updated at

2021-07-15 16:49:07 UTC

NP-MRD ID

NP0004413

Secondary Accession Numbers

NP0331093
NP0331197

Natural Product Identification

Common Name

P-Hydroxyphenyl-acetamide

Provided By

NPAtlas

Description

2-(4-Hydroxyphenyl)ethanimidic acid belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. P-Hydroxyphenyl-acetamide is found in Bongardia chrysogonum, Moringa oleifera and Unknown-fungus sp.. P-Hydroxyphenyl-acetamide was first documented in 2002 (PMID: 12444694). 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>
NP0004413

> <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 View NMR Assignments

Synonyms

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

Chemical Formula

C₈H₉NO₂

Average Mass

151.1650 Da

Monoisotopic Mass

151.06333 Da

IUPAC Name

2-(4-hydroxyphenyl)acetamide

Traditional Name

P-hydroxy-phenylacetamide

CAS Registry Number

Not Available

SMILES

NC(=O)CC1=CC=C(O)C=C1

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	vmchapla@uft.edu.br	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	vmchapla@uft.edu.br	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	vmchapla@uft.edu.br	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	vmchapla@uft.edu.br	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C3D6O, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum

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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Bongardia chrysogonum	LOTUS Database	35616633
Moringa oleifera	LOTUS Database	35616633
Unknown-fungus sp.	NPAtlas	12444694

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

NPAtlas ID

NPA016090

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

Shaaban M, Maskey RP, Wagner-Dobler I, Laatsch H: Pharacine, a natural p-cyclophane and other indole derivatives from Cytophaga sp. strain AM13.1. J Nat Prod. 2002 Nov;65(11):1660-3. doi: 10.1021/np020019a. [PubMed:12444694 ]

Showing NP-Card for P-Hydroxyphenyl-acetamide (NP0004413)

MOL for NP0004413 (P-Hydroxyphenyl-acetamide)

3D MOL for NP0004413 (P-Hydroxyphenyl-acetamide)

3D SDF for NP0004413 (P-Hydroxyphenyl-acetamide)

3D-SDF for NP0004413 (P-Hydroxyphenyl-acetamide)

PDB for NP0004413 (P-Hydroxyphenyl-acetamide)

3D PDB for NP0004413 (P-Hydroxyphenyl-acetamide)

SMILES for NP0004413 (P-Hydroxyphenyl-acetamide)

INCHI for NP0004413 (P-Hydroxyphenyl-acetamide)

Structure for NP0004413 (P-Hydroxyphenyl-acetamide)

3D Structure for NP0004413 (P-Hydroxyphenyl-acetamide)