Np mrd loader

Showing NP-Card for N-Heptanoylglycine (NP0092159)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2022-05-11 18:58:56 UTC
Updated at2022-05-11 18:58:56 UTC
NP-MRD IDNP0092159
Secondary Accession NumbersNone
Natural Product Identification
Common NameN-Heptanoylglycine
DescriptionN-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. It was first documented in 2018 (PMID: 29565828). This could make N-heptanoylglycine a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0092159 (N-Heptanoylglycine)


  Mrv1652307171819202D          

 13 12  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  4  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
M  END
Download

3D MOL for NP0092159 (N-Heptanoylglycine)

     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
Download

3D SDF for NP0092159 (N-Heptanoylglycine)


  Mrv1652307171819202D          

 13 12  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  4  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0092159

> <DATABASE_NAME>
NP-MRD

> <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

> <FORMULA>
C9H17NO3

> <MOLECULAR_WEIGHT>
187.2362

> <EXACT_MASS>
187.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.028081127175724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1-hydroxyheptylidene)amino]acetic acid

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
1.873186026114244

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.213239693053431

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.095517310742745

> <JCHEM_PKA_STRONGEST_BASIC>
2.125870934374759

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
48.99980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1-hydroxyheptylidene)amino]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0092159 (N-Heptanoylglycine)

Download
PDB for NP0092159 (N-Heptanoylglycine)
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

Download
3D PDB for NP0092159 (N-Heptanoylglycine)
Download
SMILES for NP0092159 (N-Heptanoylglycine)
CCCCCCC(O)=NCC(O)=O
Download
INCHI for NP0092159 (N-Heptanoylglycine)
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)
Download
View in JSmol
Synonyms
ValueSource
(Heptanoylamino)acetic acidChEBI
2-(Heptanoylamino)acetic acidChEBI
N-(1-Oxoheptyl)glycineChEBI
N-(Carboxymethyl)heptanamideChEBI
(Heptanoylamino)acetateGenerator
2-(Heptanoylamino)acetateGenerator
Chemical FormulaC9H17NO3
Average Mass187.2362 Da
Monoisotopic Mass187.12084 Da
IUPAC Name2-[(1-hydroxyheptylidene)amino]acetic acid
Traditional Name[(1-hydroxyheptylidene)amino]acetic acid
CAS Registry NumberNot 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 KeyRNFCYFVPNIXAHP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Trypanosoma bruceiLOTUS Database
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.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentN-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 FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.64ALOGPS
logP1.87ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)2.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.89 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity49 m³·mol⁻¹ChemAxon
Polarizability21.03 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013010  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029243  
KNApSAcK IDNot Available
Chemspider ID9107408  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10932172  
PDB IDNot Available
ChEBI ID74433  
Good Scents IDNot Available
References
General References
  1. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828  ]