NP-MRD: Showing NP-Card for beta-Citryl-L-glutamic acid (NP0339220)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 20:29:15 UTC

Updated at

2024-09-11 20:29:15 UTC

NP-MRD ID

NP0339220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Citryl-L-glutamic acid

Description

Beta-Citryl-L-glutamic acid is also known as b-citryl-L-glutamate. beta-Citryl-L-glutamic acid was first documented in 2018 (PMID: 30197481). Based on a literature review very few articles have been published on beta-Citryl-L-glutamic acid (PMID: 31110199).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262323012D          

 22 21  0  0  0  0            999 V2000
   11.1969   -7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3720   -7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9595   -7.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1345   -7.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3720   -6.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6094   -8.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1969   -9.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3720   -9.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6094  -10.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4343   -8.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8468   -7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6718   -7.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4343   -7.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1489   -6.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1489   -5.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8634   -5.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4343   -5.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0219   -6.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1969   -6.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7844   -5.7168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7844   -7.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7198   -7.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCC(NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C11H15NO10/c13-6(14)2-1-5(9(19)20)12-10(21)11(22,3-7(15)16)4-8(17)18/h5,22H,1-4H2,(H,12,21)(H,13,14)(H,15,16)(H,17,18)(H,19,20)

> <INCHI_KEY>
GAQNUGISBQJMKO-UHFFFAOYNA-N

> <FORMULA>
C11H15NO10

> <MOLECULAR_WEIGHT>
321.238

> <EXACT_MASS>
321.069595687

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.47473467027954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanamido]pentanedioic acid

> <JCHEM_LOGP>
-2.2123571543333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.4124267432239854

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.877210386137355

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9939792636281246

> <JCHEM_POLAR_SURFACE_AREA>
198.52999999999994

> <JCHEM_REFRACTIVITY>
63.71170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      20.901 -14.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.361 -14.673   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.591 -13.339   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      17.051 -13.339   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      19.361 -12.005   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      21.671 -16.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.901 -17.339   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      19.361 -17.339   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      21.671 -18.673   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      23.211 -16.007   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      23.981 -14.673   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      25.521 -14.673   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      23.211 -13.339   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.545 -12.569   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.545 -11.029   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      25.878 -10.259   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.211 -10.259   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      22.441 -12.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.901 -12.005   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.131 -10.671   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      20.131 -13.339   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      21.877 -14.109   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18   22                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
b-Citryl-L-glutamate	Generator
b-Citryl-L-glutamic acid	Generator
beta-Citryl-L-glutamate	Generator
Β-citryl-L-glutamate	Generator
Β-citryl-L-glutamic acid	Generator

Chemical Formula

C₁₁H₁₅NO₁₀

Average Mass

321.2380 Da

Monoisotopic Mass

321.06960 Da

IUPAC Name

2-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanamido]pentanedioic acid

Traditional Name

2-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanamido]pentanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC(NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O

InChI Identifier

InChI=1/C11H15NO10/c13-6(14)2-1-5(9(19)20)12-10(21)11(22,3-7(15)16)4-8(17)18/h5,22H,1-4H2,(H,12,21)(H,13,14)(H,15,16)(H,17,18)(H,19,20)

InChI Key

GAQNUGISBQJMKO-UHFFFAOYNA-N

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
Tetracarboxylic acid or derivatives
N-acyl-alpha amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Tertiary alcohol
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
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	-2.2	ChemAxon
pKa (Strongest Acidic)	2.88	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	198.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	63.71 m³·mol⁻¹	ChemAxon
Polarizability	27.47 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Zhao J, Jung YH, Jin Y, Kang S, Jang CG, Lee J: A comprehensive metabolomics investigation of hippocampus, serum, and feces affected by chronic fluoxetine treatment using the chronic unpredictable mild stress mouse model of depression. Sci Rep. 2019 May 20;9(1):7566. doi: 10.1038/s41598-019-44052-2. [PubMed:31110199 ]
Tsai CK, Yeh TS, Wu RC, Lai YC, Chiang MH, Lu KY, Hung CY, Ho HY, Cheng ML, Lin G: Metabolomic alterations and chromosomal instability status in gastric cancer. World J Gastroenterol. 2018 Sep 7;24(33):3760-3769. doi: 10.3748/wjg.v24.i33.3760. [PubMed:30197481 ]

Showing NP-Card for beta-Citryl-L-glutamic acid (NP0339220)

MOL for NP0339220 (beta-Citryl-L-glutamic acid)

3D MOL for NP0339220 (beta-Citryl-L-glutamic acid)

3D SDF for NP0339220 (beta-Citryl-L-glutamic acid)

3D-SDF for NP0339220 (beta-Citryl-L-glutamic acid)

PDB for NP0339220 (beta-Citryl-L-glutamic acid)

3D PDB for NP0339220 (beta-Citryl-L-glutamic acid)

SMILES for NP0339220 (beta-Citryl-L-glutamic acid)

INCHI for NP0339220 (beta-Citryl-L-glutamic acid)

Structure for NP0339220 (beta-Citryl-L-glutamic acid)

3D Structure for NP0339220 (beta-Citryl-L-glutamic acid)