NP-MRD: Showing NP-Card for N-Heptanoylglycine (NP0092159)

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Record Information

Version

2.0

Created at

2022-05-11 18:58:56 UTC

Updated at

2022-05-11 18:58:56 UTC

NP-MRD ID

NP0092159

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Heptanoylglycine

Description

N-Heptanoylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: Acyl-CoA + glycine ↔ CoA + N-acylglycine. N-Heptanoylglycine is a moderately basic compound (based on its pKa). Outside of the human body, N-Heptanoylglycine has been detected, but not quantified in, milk (cow). N-Heptanoylglycine is found in Trypanosoma brucei. This could make N-heptanoylglycine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.2789   -0.3368    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915    1.0349    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204    1.1060   -0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941    0.0206    0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2297    0.0866   -0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7811   -0.9555   -0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9620   -0.8018   -1.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8400   -0.9611   -2.5071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0865   -0.5217   -0.6256 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -0.3442    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6628    0.0048    1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0016    0.1963    2.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6110    0.1253    0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3895   -0.2388    0.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881   -1.0102    1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9836   -0.7585   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3630    1.8533    0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783    1.1286    1.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410    2.0901   -0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6100    0.8694   -1.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -0.9329   -0.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885    0.3035    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4336   -0.0628   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2302    1.0772   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111   -0.8682    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342   -1.9740   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016   -0.1684   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296   -1.2343    1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.5238    1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3904    0.7487    0.1303 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 13 30  1  0
M  END

HEADER    PROTEIN                                 17-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-18         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.289   2.667   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      12.622   2.667   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      11.288   4.977   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.623   3.437   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      15.289   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    8                                                       
CONECT    7    9   10                                                       
CONECT    8    6   10   11                                                  
CONECT    9    7   12   13                                                  
CONECT   10    7    8                                                       
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Value	Source
(Heptanoylamino)acetic acid	ChEBI
2-(Heptanoylamino)acetic acid	ChEBI
N-(1-Oxoheptyl)glycine	ChEBI
N-(Carboxymethyl)heptanamide	ChEBI
(Heptanoylamino)acetate	Generator
2-(Heptanoylamino)acetate	Generator

Chemical Formula

C₉H₁₇NO₃

Average Mass

187.2362 Da

Monoisotopic Mass

187.12084 Da

IUPAC Name

2-[(1-hydroxyheptylidene)amino]acetic acid

Traditional Name

[(1-hydroxyheptylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCC(O)=NCC(O)=O

InChI Identifier

InChI=1S/C9H17NO3/c1-2-3-4-5-6-8(11)10-7-9(12)13/h2-7H2,1H3,(H,10,11)(H,12,13)

InChI Key

RNFCYFVPNIXAHP-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty amide (CHEBI:74433 )
N-acylglycine (CHEBI:74433 )

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	1.64	ALOGPS
logP	1.87	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	2.13	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49 m³·mol⁻¹	ChemAxon
Polarizability	21.03 Å³	ChemAxon
Number of Rings	0	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

HMDB0013010

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029243

KNApSAcK ID

Not Available

Chemspider ID

9107408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10932172

PDB ID

Not Available

ChEBI ID

74433

Good Scents ID

Not Available

References

General References

Showing NP-Card for N-Heptanoylglycine (NP0092159)

MOL for NP0092159 (N-Heptanoylglycine)

3D MOL for NP0092159 (N-Heptanoylglycine)

3D SDF for NP0092159 (N-Heptanoylglycine)

3D-SDF for NP0092159 (N-Heptanoylglycine)

PDB for NP0092159 (N-Heptanoylglycine)

3D PDB for NP0092159 (N-Heptanoylglycine)

SMILES for NP0092159 (N-Heptanoylglycine)

INCHI for NP0092159 (N-Heptanoylglycine)

Structure for NP0092159 (N-Heptanoylglycine)

3D Structure for NP0092159 (N-Heptanoylglycine)