NP-MRD: Showing NP-Card for L-arogenate (NP0339630)

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Record Information

Version

2.0

Created at

2024-09-11 22:47:02 UTC

Updated at

2024-09-11 22:47:02 UTC

NP-MRD ID

NP0339630

Secondary Accession Numbers

None

Natural Product Identification

Common Name

L-arogenate

Description

L-arogenate is also known as L-arogenic acid. Based on a literature review very few articles have been published on L-arogenate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272301192D          

 16 16  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973    1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475    3.4228    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.2951    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646    2.6656    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  CHG  3  12  -1  13   1  16  -1
M  END
> <DATABASE_ID>
NP0339630

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[NH3+]C(CC1(C=CC(O)C=C1)C([O-])=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/p-1

> <INCHI_KEY>
MIEILDYWGANZNH-UHFFFAOYNA-M

> <FORMULA>
C10H12NO5

> <MOLECULAR_WEIGHT>
226.209

> <EXACT_MASS>
226.07209607

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.380857660023857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(2-azaniumyl-2-carboxylatoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylate

> <JCHEM_LOGP>
-3.087520089417646

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.0724243272322935

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9577070914356351

> <JCHEM_PKA_STRONGEST_BASIC>
9.501665478022854

> <JCHEM_POLAR_SURFACE_AREA>
128.13

> <JCHEM_REFRACTIVITY>
88.9257

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-ammonio-2-carboxylatoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.928   3.723   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.651   5.083   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.190   5.137   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.835   6.389   0.000  0.00  0.00           O-1
HETATM   13  N   UNK     0      -1.744   2.417   0.000  0.00  0.00           N+1
HETATM   14  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.596   3.723   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.241   4.976   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8   14                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9                                                            
CONECT   14    3   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
L-Arogenic acid	Generator

Chemical Formula

C₁₀H₁₂NO₅

Average Mass

226.2090 Da

Monoisotopic Mass

226.07210 Da

IUPAC Name

1-(2-azaniumyl-2-carboxylatoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylate

Traditional Name

1-(2-ammonio-2-carboxylatoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylate

CAS Registry Number

Not Available

SMILES

[NH3+]C(CC1(C=CC(O)C=C1)C([O-])=O)C([O-])=O

InChI Identifier

InChI=1/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/p-1

InChI Key

MIEILDYWGANZNH-UHFFFAOYNA-M

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 alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Dicarboxylic acid or derivatives
Carboxylic acid salt
Amino acid
Secondary alcohol
Carboxylic acid
Alcohol
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic anion
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	-3.1	ChemAxon
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.93 m³·mol⁻¹	ChemAxon
Polarizability	20.38 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

Arogenic acid

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for L-arogenate (NP0339630)

MOL for NP0339630 (L-arogenate)

3D MOL for NP0339630 (L-arogenate)

3D SDF for NP0339630 (L-arogenate)

3D-SDF for NP0339630 (L-arogenate)

PDB for NP0339630 (L-arogenate)

3D PDB for NP0339630 (L-arogenate)

SMILES for NP0339630 (L-arogenate)

INCHI for NP0339630 (L-arogenate)

Structure for NP0339630 (L-arogenate)

3D Structure for NP0339630 (L-arogenate)