NP-MRD: Showing NP-Card for Glutamic acid-betaxanthin (NP0050117)

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Record Information

Version

2.0

Created at

2022-03-17 21:23:33 UTC

Updated at

2022-03-17 21:23:33 UTC

NP-MRD ID

NP0050117

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glutamic acid-betaxanthin

Description

(2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid-betaxanthin is found in Beta vulgaris. Glutamic acid and derivatives 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 (2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304022019453D          

 24 24  0  0  0  0            999 V2000
    2.5189   -1.4152    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3242   -2.7683    0.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    0.2893   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -1.0287   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    2.4001   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020    0.3867    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.0875   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2662   -1.4855   -1.1421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2631    3.2140   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4655    1.2796    0.5498 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5754   -2.6694    2.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2315   -2.4623   -1.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675    4.6868   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7226    1.0968    2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9085   -1.8660   -1.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505    2.6527    0.3525 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660   -3.6849    3.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9298   -1.4690    3.0184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836   -3.4244   -2.3899 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841   -2.3034   -1.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    5.2143   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1169    5.3650    0.1094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375   -0.0894    2.3896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    2.1384    2.9213 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  8  1  1  1  0  0  0
  2 11  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4 15  1  0  0  0  0
  5  7  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  8 12  1  0  0  0  0
  8 15  1  0  0  0  0
  9 13  1  0  0  0  0
  9 16  2  0  0  0  0
 10 14  1  1  0  0  0
 10 16  1  0  0  0  0
 11 17  2  0  0  0  0
 11 18  1  0  0  0  0
 12 19  2  0  0  0  0
 12 20  1  0  0  0  0
 13 21  1  0  0  0  0
 13 22  2  0  0  0  0
 14 23  2  0  0  0  0
 14 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050117

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CC[C@H](N\C=C\C1=CC(=N[C@@H](C1)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O8/c17-11(18)2-1-8(12(19)20)15-4-3-7-5-9(13(21)22)16-10(6-7)14(23)24/h3-5,8,10,15H,1-2,6H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/b4-3+/t8-,10-/m0/s1

> <INCHI_KEY>
HWOAHVAPMFFSAN-PVXSWLFQSA-N

> <FORMULA>
C14H16N2O8

> <MOLECULAR_WEIGHT>
340.288

> <EXACT_MASS>
340.090665483

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.07456454581197

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <ALOGPS_LOGP>
0.07

> <JCHEM_LOGP>
-2.784322054898211

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.210754825929575

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.078643724893395

> <JCHEM_PKA_STRONGEST_BASIC>
9.083041702596754

> <JCHEM_POLAR_SURFACE_AREA>
173.58999999999997

> <JCHEM_REFRACTIVITY>
78.0688

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       2.519  -1.415   0.351  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.324  -2.768   0.998  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.121   0.289  -1.070  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.140  -1.029  -0.975  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.179   2.400  -0.674  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.402   0.387   0.072  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.265   1.087  -0.546  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.266  -1.486  -1.142  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.263   3.214  -0.181  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.466   1.280   0.550  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.575  -2.669   2.446  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.232  -2.462  -1.741  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.167   4.687  -0.325  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.723   1.097   2.032  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.909  -1.866  -1.449  0.00  0.00           N+0
HETATM   16  N   UNK     0      -3.251   2.653   0.353  0.00  0.00           N+0
HETATM   17  O   UNK     0       2.466  -3.685   3.162  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.930  -1.469   3.018  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.784  -3.424  -2.390  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.584  -2.303  -1.580  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.040   5.214  -0.927  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.117   5.365   0.109  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.938  -0.089   2.390  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.723   2.138   2.921  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1   11                                                       
CONECT    3    4    7                                                       
CONECT    4    3   15                                                       
CONECT    5    7    9                                                       
CONECT    6    7   10                                                       
CONECT    7    3    5    6                                                  
CONECT    8    1   12   15                                                  
CONECT    9    5   13   16                                                  
CONECT   10    6   14   16                                                  
CONECT   11    2   17   18                                                  
CONECT   12    8   19   20                                                  
CONECT   13    9   21   22                                                  
CONECT   14   10   23   24                                                  
CONECT   15    4    8                                                       
CONECT   16    9   10                                                       
CONECT   17   11                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   14                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Value	Source
(2S)-4-[(e)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylate	Generator

Chemical Formula

C₁₄H₁₆N₂O₈

Average Mass

340.2880 Da

Monoisotopic Mass

340.09067 Da

IUPAC Name

(2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Traditional Name

(2S)-4-[(E)-2-{[(1S)-1,3-dicarboxypropyl]amino}ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC[C@H](N\C=C\C1=CC(=N[C@@H](C1)C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H16N2O8/c17-11(18)2-1-8(12(19)20)15-4-3-7-5-9(13(21)22)16-10(6-7)14(23)24/h3-5,8,10,15H,1-2,6H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/b4-3+/t8-,10-/m0/s1

InChI Key

HWOAHVAPMFFSAN-PVXSWLFQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Beta vulgaris	LOTUS Database	35616633
Beta vulgaris ssp. cicla	FooDB	PHYTOHUB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives 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
Tetracarboxylic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Dihydropyridinecarboxylic acid derivative
Amino fatty acid
Dihydropyridine
Hydropyridine
Fatty acyl
Amino acid
Ketimine
Allylamine
Carboxylic acid
Secondary aliphatic amine
Enamine
Azacycle
Organoheterocyclic compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Carbonyl group
Imine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	0.07	ALOGPS
logP	-2.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	1.08	ChemAxon
pKa (Strongest Basic)	9.08	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	173.59 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	78.07 m³·mol⁻¹	ChemAxon
Polarizability	32.07 Å³	ChemAxon
Number of Rings	1	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

5281218

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Glutamic acid-betaxanthin (NP0050117)

MOL for NP0050117 (Glutamic acid-betaxanthin)

3D MOL for NP0050117 (Glutamic acid-betaxanthin)

3D SDF for NP0050117 (Glutamic acid-betaxanthin)

3D-SDF for NP0050117 (Glutamic acid-betaxanthin)

PDB for NP0050117 (Glutamic acid-betaxanthin)

3D PDB for NP0050117 (Glutamic acid-betaxanthin)

SMILES for NP0050117 (Glutamic acid-betaxanthin)

INCHI for NP0050117 (Glutamic acid-betaxanthin)

Structure for NP0050117 (Glutamic acid-betaxanthin)

3D Structure for NP0050117 (Glutamic acid-betaxanthin)