Np mrd loader

Showing NP-Card for ng monomethyl l arginine (NP0181670)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-03 20:13:46 UTC
Updated at2022-09-03 20:13:46 UTC
NP-MRD IDNP0181670
Secondary Accession NumbersNone
Natural Product Identification
Common Nameng monomethyl l arginine
DescriptionL-Targinine, also known as L-NMMA or targinina, belongs to the class of organic compounds known as arginine and derivatives. Arginine and derivatives are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Targinine is a very strong basic compound (based on its pKa). Outside of the human body, L-Targinine has been detected, but not quantified in, pulses. This could make L-targinine a potential biomarker for the consumption of these foods. ng monomethyl l arginine is found in Apis cerana. L-Targinine has been investigated for the basic science, treatment, and diagnostic of Obesity, Type 2 Diabetes, Ocular Physiology, and Regional Blood Flow.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0181670 (ng monomethyl l arginine)


  Mrv0541 02241215062D          

 13 12  0  0  1  0            999 V2000
    2.2836    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    1.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    1.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.9848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2849    1.1598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    3.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
Download

3D MOL for NP0181670 (ng monomethyl l arginine)

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
    2.3431    0.3172   -2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    0.0836   -1.7040 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918   -0.6259   -0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -1.0877   -0.8057 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -0.5985    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -0.9643    0.3554 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0472   -0.6833    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2703    0.7810    0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6695    1.2108    0.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670    0.9516   -0.5802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9049    1.5189   -0.1744 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -0.4523   -0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4276   -0.9948   -1.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -1.2567   -0.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087   -1.7739   -1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695    0.2162    0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885   -1.4239    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3719   -0.1763   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.4378    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -1.2233    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.1894   -0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2559    1.3229   -0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    1.1736    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223    2.3440    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287    0.7966    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2572    1.5534   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    1.1811    0.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570    2.5569   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960   -2.1194   -0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 14  1  0
 12 13  2  0
  5 16  1  0
  5 17  1  0
  5 18  1  0
  4 15  1  0
  2  1  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  6
 11 27  1  0
 11 28  1  0
 14 29  1  0
M  END
Download

3D SDF for NP0181670 (ng monomethyl l arginine)


  Mrv0541 02241215062D          

 13 12  0  0  1  0            999 V2000
    2.2836    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    1.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.9848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    1.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    1.9848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2849    1.1598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    1.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    3.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0181670

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC(=N)NCCC[C@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1

> <INCHI_KEY>
NTNWOCRCBQPEKQ-YFKPBYRVSA-N

> <FORMULA>
C7H16N4O2

> <MOLECULAR_WEIGHT>
188.2275

> <EXACT_MASS>
188.127325776

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.006781212649372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-5-(3-methylcarbamimidamido)pentanoic acid

> <ALOGPS_LOGP>
-3.50

> <JCHEM_LOGP>
-2.8717080935457284

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4822010514068444

> <JCHEM_PKA_STRONGEST_BASIC>
12.638037687436542

> <JCHEM_POLAR_SURFACE_AREA>
111.23000000000002

> <JCHEM_REFRACTIVITY>
58.69770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
NG monomethyl L arginine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0181670 (ng monomethyl l arginine)

Download
PDB for NP0181670 (ng monomethyl l arginine)
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       4.263   4.475   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.596   3.705   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.930   4.475   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       6.930   6.015   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.264   3.705   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.597   4.475   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.931   3.705   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.265   4.475   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.598   3.705   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.598   2.165   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      14.932   4.475   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   3.705   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   6.015   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Download
3D PDB for NP0181670 (ng monomethyl l arginine)
Download
SMILES for NP0181670 (ng monomethyl l arginine)
CNC(=N)NCCC[C@H](N)C(O)=O
Download
INCHI for NP0181670 (ng monomethyl l arginine)
InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1
Download
View in JSmol
Synonyms
ValueSource
Acide (2S)-2-amino-5-(3-methylguanidino)pentanoiqueChEBI
L-MonomethylarginineChEBI
L-NMMAChEBI
N-Monomethyl-L-arginineChEBI
N(5)-(Methylamidino)-L-ornithineChEBI
N(5)-(Metilamidino)-L-ornitinaChEBI
N(g)-Monomethyl-L-arginineChEBI
Ngamma-monomethyl-L-arginineChEBI
Omega-N-methylarginineChEBI
Omega-N-monomethylarginineChEBI
TargininaChEBI
TarginineChEBI
TargininumChEBI
TilargininaChEBI
TilarginineChEBI
TilargininumChEBI
N(5)-(N-Methylcarbamimidoyl)-L-ornithineHMDB
N(5)-[Imino(methylamino)methyl]-L-ornithineHMDB
N(Omega)-methyl-L-arginineHMDB
N-Methyl-L-arginineHMDB
N-Omega-methyl-L-arginineHMDB
N-Omega-monomethyl-L-arginineHMDB
N5-(N-Methylcarbamimidoyl)-L-ornithineHMDB
NG-Monomethyl-L-argineHMDB
L NG Monomethyl arginineHMDB
NG Monomethyl L arginineHMDB
Omega N methylarginineHMDB
Arginine, L-NG-monomethylHMDB
N(g)-MethylarginineHMDB
N(g)-Monomethyl-D-arginineHMDB
N(g)-MonomethylarginineHMDB
N(Omega)-monomethyl-L-arginineHMDB
D-NMMAHMDB
L MonomethylarginineHMDB
L-NG-Monomethyl arginineHMDB
NG-Monomethyl-L-arginineHMDB
Chemical FormulaC7H16N4O2
Average Mass188.2275 Da
Monoisotopic Mass188.12733 Da
IUPAC Name(2S)-2-amino-5-(3-methylcarbamimidamido)pentanoic acid
Traditional NameNG monomethyl L arginine
CAS Registry NumberNot Available
SMILES
CNC(=N)NCCC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1
InChI KeyNTNWOCRCBQPEKQ-YFKPBYRVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as arginine and derivatives. Arginine and derivatives are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentArginine and derivatives  
Alternative Parents
Substituents
  • Arginine or derivatives
    • 

  • Alpha-amino acid
    • 

  • L-alpha-amino acid
    • 

  • Fatty acid
    • 

  • Guanidine
    • 

  • Amino acid
    • 

  • Carboximidamide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Hydrocarbon derivative
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Imine
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.5ALOGPS
logP-2.9ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)2.48ChemAxon
pKa (Strongest Basic)12.64ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area111.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity58.7 m³·mol⁻¹ChemAxon
Polarizability20.01 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029416  
DrugBank IDDB11815  
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000510  
KNApSAcK IDNot Available
Chemspider ID117259  
KEGG Compound IDC03884  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethylarginine  
METLIN IDNot Available
PubChem Compound132862  
PDB IDNMM  
ChEBI ID28229  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]