NP-MRD: Showing NP-Card for (n(ω)-l-arginino)succinic acid (NP0215352)

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Record Information

Version

2.0

Created at

2022-09-05 14:57:04 UTC

Updated at

2022-09-05 14:57:04 UTC

NP-MRD ID

NP0215352

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(n(ω)-l-arginino)succinic acid

Description

(N(omega)-L-arginino)succinic acid, also known as N-(L-arginino) succinate, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (N(omega)-L-arginino)succinic acid is a very strong basic compound (based on its pKa) (N(omega)-L-arginino)succinic acid exists in both E. (n(ω)-l-arginino)succinic acid is found in Apis cerana. Coli (prokaryote) and yeast (eukaryote).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
    0.4001   -2.8864   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.9931   -0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8155   -0.9641   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    0.1926    0.4554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9194    0.8775    0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1103   -0.0066    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101    0.6206   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.3177    0.3205 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4618   -1.5854   -0.3143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8624    0.3046    0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7118   -0.3100   -0.5578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1884    1.5194    0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -0.9914   -0.5288 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2234   -0.2038    0.1073 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5399   -0.6467   -0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759    0.0875    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0497    1.1623   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -0.3779    1.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132    1.2529   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.6814   -0.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522    2.1766    0.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    0.5782    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945    1.8369    0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945    1.1382   -1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -0.9838   -0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320   -0.1597    1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348    0.6814   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5657    1.6243    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225   -0.4587    1.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955   -1.5492   -1.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6531   -2.1391   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4760    2.1203    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -1.6282   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -0.3829    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6596   -1.7389   -0.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226   -0.4214   -1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515   -0.3989    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569    2.2893    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 14 19  1  0
 19 21  1  0
 19 20  2  0
  8 10  1  0
 10 12  1  0
 10 11  2  0
  9 30  1  0
  9 31  1  0
  8 29  1  1
  7 27  1  0
  7 28  1  0
  6 25  1  0
  6 26  1  0
  5 23  1  0
  5 24  1  0
  4 22  1  0
  2  1  1  0
 13 33  1  0
 14 34  1  1
 15 35  1  0
 15 36  1  0
 18 37  1  0
 21 38  1  0
 12 32  1  0
M  END


  Mrv0541 02241222272D          

 20 19  0  0  1  0            999 V2000
    7.0206   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3025   -1.9463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7318   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0206   -0.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5878   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4464   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3025   -0.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7318   -0.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8697   -1.9463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5878   -0.7093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1644   -1.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4464   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1551   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112   -1.9463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2966   -1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112   -2.7708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786   -1.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -0.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  6 12  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  6  0  0  0
 17 19  1  0  0  0  0
 17 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0215352

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCCNC(=N)NC(CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6?/m0/s1

> <INCHI_KEY>
KDZOASGQNOPSCU-ZBHICJROSA-N

> <FORMULA>
C10H18N4O6

> <MOLECULAR_WEIGHT>
290.2731

> <EXACT_MASS>
290.122634328

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
27.520676810856518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{3-[(4S)-4-amino-4-carboxybutyl]carbamimidamido}butanedioic acid

> <ALOGPS_LOGP>
-3.25

> <JCHEM_LOGP>
-5.797998694414509

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.234818865861278

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1364394242772287

> <JCHEM_PKA_STRONGEST_BASIC>
12.386778740975123

> <JCHEM_POLAR_SURFACE_AREA>
185.83

> <JCHEM_REFRACTIVITY>
75.3116

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arginosuccinate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      13.105  -2.863   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      11.765  -3.633   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      14.433  -3.633   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.105  -1.324   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.431  -2.863   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.767  -2.863   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.765  -0.548   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.433  -0.548   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       9.090  -3.633   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      10.431  -1.324   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      17.107  -3.633   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      15.767  -1.324   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.756  -2.863   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.422  -3.633   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.082  -2.863   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.754  -3.633   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.420  -2.863   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.754  -5.172   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       1.080  -3.633   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.420  -1.324   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3   11   12                                                  
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   13                                                       
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19   20                                                  
CONECT   18   16                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
2-(Nomega-L-arginino)succinate	ChEBI
L-Argininosuccinate	ChEBI
L-Argininosuccinic acid	ChEBI
L-Arginosuccinic acid	ChEBI
N(Omega)-(L-arginino)succinate	ChEBI
N-(L-Arginino) succinate	ChEBI
N-(L-Arginino)succinate	ChEBI
2-(Nomega-L-arginino)succinic acid	Generator
L-Arginosuccinate	Generator
N(Omega)-(L-arginino)succinic acid	Generator
N-(L-Arginino) succinic acid	Generator
N-(L-Arginino)succinic acid	Generator
(N(Omega)-L-arginino)succinate	Generator
2-(N(Omega)-L-arginino)succinic acid	ChEBI
Arginosuccinic acid	Generator
2-(N(Omega)-L-arginino)succinate	Generator

Chemical Formula

C₁₀H₁₈N₄O₆

Average Mass

290.2731 Da

Monoisotopic Mass

290.12263 Da

IUPAC Name

2-{3-[(4S)-4-amino-4-carboxybutyl]carbamimidamido}butanedioic acid

Traditional Name

arginosuccinate

CAS Registry Number

Not Available

SMILES

N[C@@H](CCCNC(=N)NC(CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6?/m0/s1

InChI Key

KDZOASGQNOPSCU-ZBHICJROSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic 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

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Guanidine
Amino acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Organic nitrogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

guanidines (CHEBI:15682 )
non-proteinogenic L-alpha-amino acid (CHEBI:15682 )
L-arginine derivative (CHEBI:15682 )

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	-3.2	ALOGPS
logP	-5.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.14	ChemAxon
pKa (Strongest Basic)	12.39	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	185.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	75.31 m³·mol⁻¹	ChemAxon
Polarizability	27.52 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

C00019688

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

439998

PDB ID

Not Available

ChEBI ID

15682

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (n(ω)-l-arginino)succinic acid (NP0215352)

MOL for NP0215352 ((n(ω)-l-arginino)succinic acid)

3D MOL for NP0215352 ((n(ω)-l-arginino)succinic acid)

3D SDF for NP0215352 ((n(ω)-l-arginino)succinic acid)

3D-SDF for NP0215352 ((n(ω)-l-arginino)succinic acid)

PDB for NP0215352 ((n(ω)-l-arginino)succinic acid)

3D PDB for NP0215352 ((n(ω)-l-arginino)succinic acid)

SMILES for NP0215352 ((n(ω)-l-arginino)succinic acid)

INCHI for NP0215352 ((n(ω)-l-arginino)succinic acid)

Structure for NP0215352 ((n(ω)-l-arginino)succinic acid)

3D Structure for NP0215352 ((n(ω)-l-arginino)succinic acid)