NP-MRD: Showing NP-Card for N2-gamma-L-Glutamyl-L-ornithine (NP0049403)

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Record Information

Version

2.0

Created at

2022-03-17 21:11:59 UTC

Updated at

2022-03-17 21:11:59 UTC

NP-MRD ID

NP0049403

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N2-gamma-L-Glutamyl-L-ornithine

Description

N2-gamma-L-Glutamyl-L-ornithine is found in Lentinula edodes.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920402D          

 18 17  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  4  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049403

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCC(N=C(O)CCC(N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N3O5/c11-5-1-2-7(10(17)18)13-8(14)4-3-6(12)9(15)16/h6-7H,1-5,11-12H2,(H,13,14)(H,15,16)(H,17,18)

> <INCHI_KEY>
BBAYFIRFVORJLJ-UHFFFAOYSA-N

> <FORMULA>
C10H19N3O5

> <MOLECULAR_WEIGHT>
261.275

> <EXACT_MASS>
261.132470733

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.093834218486144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(4-amino-1-carboxybutyl)-C-hydroxycarbonimidoyl]butanoic acid

> <ALOGPS_LOGP>
-4.02

> <JCHEM_LOGP>
-5.820676771423584

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.7378204782944104

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9449165783843636

> <JCHEM_PKA_STRONGEST_BASIC>
10.289537956701562

> <JCHEM_POLAR_SURFACE_AREA>
159.23000000000002

> <JCHEM_REFRACTIVITY>
61.818000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(4-amino-1-carboxybutyl)-C-hydroxycarbonimidoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.850  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.620  -5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.160  -5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.390   1.334   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -3.850  -6.668   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -0.000  -2.667   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -6.930  -6.668   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -6.930  -4.001   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.540   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.770   1.334   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    7                                                       
CONECT    3    4    6                                                       
CONECT    4    3    8                                                       
CONECT    5    1   11                                                       
CONECT    6    3    9   12                                                  
CONECT    7    2   10   13                                                  
CONECT    8    4   13   14                                                  
CONECT    9    6   15   16                                                  
CONECT   10    7   17   18                                                  
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    7    8                                                       
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
N2-g-L-Glutamyl-L-ornithine	Generator
N2-Γ-L-glutamyl-L-ornithine	Generator

Chemical Formula

C₁₀H₁₉N₃O₅

Average Mass

261.2750 Da

Monoisotopic Mass

261.13247 Da

IUPAC Name

2-amino-4-[(4-amino-1-carboxybutyl)-C-hydroxycarbonimidoyl]butanoic acid

Traditional Name

2-amino-4-[(4-amino-1-carboxybutyl)-C-hydroxycarbonimidoyl]butanoic acid

CAS Registry Number

56523-61-6

SMILES

NCCCC(N=C(O)CCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H19N3O5/c11-5-1-2-7(10(17)18)13-8(14)4-3-6(12)9(15)16/h6-7H,1-5,11-12H2,(H,13,14)(H,15,16)(H,17,18)

InChI Key

BBAYFIRFVORJLJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agaricus bisporus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Lentinus edodes	LOTUS Database	35616633
Pleurotus ostreatus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
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	-4	ALOGPS
logP	-5.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.94	ChemAxon
pKa (Strongest Basic)	10.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	159.23 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	61.82 m³·mol⁻¹	ChemAxon
Polarizability	26.09 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

FDB019015

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

16657135

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N2-gamma-L-Glutamyl-L-ornithine (NP0049403)

MOL for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

3D MOL for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

3D SDF for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

3D-SDF for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

PDB for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

3D PDB for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

SMILES for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

INCHI for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

Structure for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)

3D Structure for NP0049403 (N2-gamma-L-Glutamyl-L-ornithine)