NP-MRD: Showing NP-Card for N-acetylglutamyl-phosphate (NP0334369)

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Record Information

Version

2.0

Created at

2024-09-09 23:22:06 UTC

Updated at

2024-09-09 23:22:06 UTC

NP-MRD ID

NP0334369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-acetylglutamyl-phosphate

Description

N-acetylglutamyl-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). N-acetylglutamyl-phosphate can be found in a number of food items such as tronchuda cabbage, guava, sweet rowanberry, and acorn, which makes N-acetylglutamyl-phosphate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252301542D          

 17 16  0  0  0  0            999 V2000
    2.9684   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  2  0  0  0  0
  7 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 17  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  CHG  2   9  -1  11  -1
M  END
> <DATABASE_ID>
NP0334369

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C([O-])=N\C(CCC([O-])=O)C(=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C7H12NO8P/c1-4(9)8-5(2-3-6(10)11)7(12)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H2,13,14,15)/p-2

> <INCHI_KEY>
OJJHFKVRJCQKLN-UHFFFAOYNA-L

> <FORMULA>
C7H10NO8P

> <MOLECULAR_WEIGHT>
267.131

> <EXACT_MASS>
267.015500444

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.40996530591545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(Z)-(1-oxidoethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoate

> <JCHEM_LOGP>
-1.4645594776919435

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.995580549455925

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.429299148820376

> <JCHEM_PKA_STRONGEST_BASIC>
0.7361866865892461

> <JCHEM_POLAR_SURFACE_AREA>
159.38

> <JCHEM_REFRACTIVITY>
73.8003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(Z)-(1-oxidoethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0       5.541  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.541  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.207  -1.540   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       6.875  -1.540   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       5.541   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.542   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.978  -0.564   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.438   2.104   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.875  -0.000   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       8.208   0.770   0.000  0.00  0.00           P+0
CONECT    1    4                                                            
CONECT    2    3    5                                                       
CONECT    3    2    6                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2    7    8                                                  
CONECT    6    3   10   11                                                  
CONECT    7    5   12   16                                                  
CONECT    8    4    5                                                       
CONECT    9    4                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13   17                                                            
CONECT   14   17                                                            
CONECT   15   17                                                            
CONECT   16    7   17                                                       
CONECT   17   13   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
N-Acetylglutamyl-phosphoric acid	Generator

Chemical Formula

C₇H₁₀NO₈P

Average Mass

267.1310 Da

Monoisotopic Mass

267.01550 Da

IUPAC Name

4-[(Z)-(1-oxidoethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoate

Traditional Name

4-[(Z)-(1-oxidoethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoate

CAS Registry Number

Not Available

SMILES

C\C([O-])=N\C(CCC([O-])=O)C(=O)OP(O)(O)=O

InChI Identifier

InChI=1/C7H12NO8P/c1-4(9)8-5(2-3-6(10)11)7(12)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H2,13,14,15)/p-2

InChI Key

OJJHFKVRJCQKLN-UHFFFAOYNA-L

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
Phosphoethanolamine
Acyl monophosphate
Acyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Fatty acid
Acetamide
Secondary carboxylic acid amide
Carboxylic acid salt
Carboxamide group
Carboxylic acid
Carbonyl group
Organic salt
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-1.5	ChemAxon
pKa (Strongest Acidic)	1.43	ChemAxon
pKa (Strongest Basic)	0.74	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	159.38 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.8 m³·mol⁻¹	ChemAxon
Polarizability	21.41 Å³	ChemAxon
Number of Rings	0	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

Not Available

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

Huser A, Takahara H, Schmalenbach W, O'Connell R: Discovery of pathogenicity genes in the crucifer anthracnose fungus Colletotrichum higginsianum, using random insertional mutagenesis. Mol Plant Microbe Interact. 2009 Feb;22(2):143-56. doi: 10.1094/MPMI-22-2-0143. [PubMed:19132867 ]

Showing NP-Card for N-acetylglutamyl-phosphate (NP0334369)

MOL for NP0334369 (N-acetylglutamyl-phosphate)

3D MOL for NP0334369 (N-acetylglutamyl-phosphate)

3D SDF for NP0334369 (N-acetylglutamyl-phosphate)

3D-SDF for NP0334369 (N-acetylglutamyl-phosphate)

PDB for NP0334369 (N-acetylglutamyl-phosphate)

3D PDB for NP0334369 (N-acetylglutamyl-phosphate)

SMILES for NP0334369 (N-acetylglutamyl-phosphate)

INCHI for NP0334369 (N-acetylglutamyl-phosphate)

Structure for NP0334369 (N-acetylglutamyl-phosphate)

3D Structure for NP0334369 (N-acetylglutamyl-phosphate)