NP-MRD: Showing NP-Card for N-Benzoyltyramine (NP0084536)

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Record Information

Version

2.0

Created at

2022-04-29 05:14:57 UTC

Updated at

2022-04-29 05:14:57 UTC

NP-MRD ID

NP0084536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Benzoyltyramine

Description

N-[2-(4-Hydroxyphenyl)ethyl]benzamide, also known as N-benzoyltyramine, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. N-[2-(4-Hydroxyphenyl)ethyl]benzamide is a strong basic compound (based on its pKa). Outside of the human body, N-[2-(4-Hydroxyphenyl)ethyl]benzamide has been detected, but not quantified in, pomes. N-Benzoyltyramine is found in Casimiroa edulis , Houttuynia cordata, Limonia acidissima, Swinglea glutinosa and Zanthoxylum ailanthoides. This could make N-[2-(4-hydroxyphenyl)ethyl]benzamide a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
   -1.2611   -0.2548    1.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7581   -0.1072    0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    0.0771   -0.8949 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4746    0.1546   -0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0846   -0.0077    0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825    0.1043    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2400    1.3004    0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043    1.4022    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3763    0.2632    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498    0.3379    0.0925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7325   -0.9502    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3419   -1.0248    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -0.1720   -0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765   -0.0318   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1572   -0.0926   -1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815   -0.2965   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4487   -0.4393    0.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704   -0.3744    0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6837   -0.9256    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -0.6811   -1.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932    1.0854   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -1.0129    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    0.8237    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    2.1834    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    2.3412    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1830    0.4909   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -1.8412   -0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823   -1.9989    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168    0.1275   -2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5384    0.0221   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0458   -0.3359   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1376   -0.5973    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6795   -0.4886    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061304452D          

 18 19  0  0  0  0            999 V2000
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   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
   -1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO2/c17-14-8-6-12(7-9-14)10-11-16-15(18)13-4-2-1-3-5-13/h1-9,17H,10-11H2,(H,16,18)

> <INCHI_KEY>
MUCNBPCTSRYLCB-UHFFFAOYSA-N

> <FORMULA>
C15H15NO2

> <MOLECULAR_WEIGHT>
241.2851

> <EXACT_MASS>
241.110278729

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.88090341918498

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
3.5767353036666663

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.5418968838689

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.41241832554733

> <JCHEM_PKA_STRONGEST_BASIC>
4.974464036030687

> <JCHEM_POLAR_SURFACE_AREA>
52.82000000000001

> <JCHEM_REFRACTIVITY>
71.90330000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  17.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  17.710   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  18.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -4.001  11.550   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -2.667  20.020   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   12                                                       
CONECT   11   10   16                                                       
CONECT   12    6    7   10                                                  
CONECT   13    4    5   15                                                  
CONECT   14    8    9   17                                                  
CONECT   15   13   16   18                                                  
CONECT   16   11   15                                                       
CONECT   17   14                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Value	Source
N-(4-Hydroxyphenethyl)benzamide	HMDB
N-Benzoyltyramine	HMDB
N-[2-(4-Hydroxyphenyl)ethyl]benzamide, 9ci	HMDB
N-[2-(4-Hydroxyphenyl)ethyl]benzenecarboximidate	Generator

Chemical Formula

C₁₅H₁₅NO₂

Average Mass

241.2851 Da

Monoisotopic Mass

241.11028 Da

IUPAC Name

(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

Traditional Name

(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

CAS Registry Number

Not Available

SMILES

O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H15NO2/c17-14-8-6-12(7-9-14)10-11-16-15(18)13-4-2-1-3-5-13/h1-9,17H,10-11H2,(H,16,18)

InChI Key

MUCNBPCTSRYLCB-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, 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
Casimiroa edulis	Plant	KNApSAcK
Houttuynia cordata	LOTUS Database	35616633
Limonia acidissima	LOTUS Database	35616633
Swinglea glutinosa	LOTUS Database	35616633
Zanthoxylum ailanthoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	2.86	ALOGPS
logP	3.58	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.41	ChemAxon
pKa (Strongest Basic)	4.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.9 m³·mol⁻¹	ChemAxon
Polarizability	26.88 Å³	ChemAxon
Number of Rings	2	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

HMDB0029366

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000434

KNApSAcK ID

Not Available

Chemspider ID

502117

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

577614

PDB ID

Not Available

ChEBI ID

354566

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N-Benzoyltyramine (NP0084536)

MOL for NP0084536 (N-Benzoyltyramine)

3D MOL for NP0084536 (N-Benzoyltyramine)

3D SDF for NP0084536 (N-Benzoyltyramine)

3D-SDF for NP0084536 (N-Benzoyltyramine)

PDB for NP0084536 (N-Benzoyltyramine)

3D PDB for NP0084536 (N-Benzoyltyramine)

SMILES for NP0084536 (N-Benzoyltyramine)

INCHI for NP0084536 (N-Benzoyltyramine)

Structure for NP0084536 (N-Benzoyltyramine)

3D Structure for NP0084536 (N-Benzoyltyramine)