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Showing NP-Card for D-Arginine (NP0001336)

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Record Information
Version2.0
Created at2006-08-12 20:28:49 UTC
Updated at2025-07-18 00:04:13 UTC
NP-MRD IDNP0001336
Natural Product DOIhttps://doi.org/10.57994/4337
Secondary Accession NumbersNone
Natural Product Identification
Common NameD-Arginine
DescriptionD-Arginine, also known as D-2-amino-5-guanidinovaleric acid or (2R)-2-amino-5-guanidinopentanoate, is a member of the class of compounds known as D-alpha-amino acids. D-alpha-Amino acids are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-Arginine is slightly soluble (in water). D-Arginine can be found in human epidermis and platelet tissues. Within the cell, D-arginine is primarily located in the peroxisome. In humans, D-arginine is involved in D-arginine and D-ornithine metabolism. Arginine (abbreviated as Arg or R) is an alpha-amino acid that is used in the biosynthesis of proteins. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. It contains an alpha-amino group, an alpha-carboxylic acid group, and a side chain consisting of a 3-carbon aliphatic straight chain ending in a guanidino group. At physiological pH, the carboxylic acid is deprotonated, the amino group is protonated, and the guanidino group is also protonated to give the guanidinium form (-C-(NH2)2+), making arginine a charged, aliphatic amino acid. It is the precursor for the biosynthesis of nitric oxide. D-Arginine is an essential amino acid that is physiologically active in the L-form.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001336 (D-Arginine)


  Mrv1652303202019012D          

 12 11  0  0  1  0            999 V2000
   13.2882   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0027   -7.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5737   -7.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7172   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8593   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5737   -7.8390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4316   -7.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1448   -7.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8593   -5.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8606   -7.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461   -5.7765    0.0000 N   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  1  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
Download

3D MOL for NP0001336 (D-Arginine)

HMDB0003416
     RDKit          3D
D-Arginine
 26 25  0  0  0  0  0  0  0  0999 V2000
    3.3044   -0.3759   -1.7695 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -0.0390   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236    1.1910   -0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706   -0.9195    0.3342 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141   -0.5143    0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431   -0.4278   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    0.0013    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    0.0580   -0.6218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2865   -1.2419   -1.2130 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    0.6591   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.0213   -0.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5988    1.9127    0.3088 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8057    0.2659   -2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    1.9642   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    1.3758    0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8360   -1.8551    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -1.2106    1.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    0.4794    1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336   -1.4029   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902    0.2861   -0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717   -0.7697    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649    0.9536    1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138    0.7378   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7394   -1.9297   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -1.2312   -2.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0888    2.0112    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  6
  9 24  1  0
  9 25  1  0
 12 26  1  0
M  END
Download

3D SDF for NP0001336 (D-Arginine)


  Mrv1652303202019012D          

 12 11  0  0  1  0            999 V2000
   13.2882   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0027   -7.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5737   -7.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7172   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8593   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5737   -7.8390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4316   -7.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1448   -7.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8593   -5.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8606   -7.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461   -5.7765    0.0000 N   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  1  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001336

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1

> <INCHI_KEY>
ODKSFYDXXFIFQN-SCSAIBSYSA-N

> <FORMULA>
C6H14N4O2

> <MOLECULAR_WEIGHT>
174.201

> <EXACT_MASS>
174.111675712

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.044088446937554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-5-carbamimidamidopentanoic acid

> <ALOGPS_LOGP>
-3.49

> <JCHEM_LOGP>
-3.1559373774200568

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4118378885304885

> <JCHEM_PKA_STRONGEST_BASIC>
12.41100429474531

> <JCHEM_POLAR_SURFACE_AREA>
125.22

> <JCHEM_REFRACTIVITY>
53.9231

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-arginine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001336 (D-Arginine)

HMDB0003416
     RDKit          3D
D-Arginine
 26 25  0  0  0  0  0  0  0  0999 V2000
    3.3044   -0.3759   -1.7695 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1452   -0.0390   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236    1.1910   -0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706   -0.9195    0.3342 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141   -0.5143    0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431   -0.4278   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    0.0013    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    0.0580   -0.6218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2865   -1.2419   -1.2130 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    0.6591   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.0213   -0.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5988    1.9127    0.3088 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8057    0.2659   -2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    1.9642   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    1.3758    0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8360   -1.8551    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -1.2106    1.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    0.4794    1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336   -1.4029   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902    0.2861   -0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717   -0.7697    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649    0.9536    1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138    0.7378   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7394   -1.9297   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -1.2312   -2.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0888    2.0112    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  6
  9 24  1  0
  9 25  1  0
 12 26  1  0
M  END
Download

PDB for NP0001336 (D-Arginine)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      24.805 -12.323   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.138 -13.093   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.471 -13.093   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.472 -12.323   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.137 -12.323   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      23.471 -14.633   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      28.806 -13.093   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      20.804 -13.093   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      22.137 -10.783   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      30.139 -12.323   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      31.473 -13.093   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      30.139 -10.783   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7                                                       
CONECT    5    3    8    9                                                  
CONECT    6    3                                                            
CONECT    7    4   10                                                       
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for NP0001336 (D-Arginine)

COMPND    HMDB0003416
HETATM    1  N1  UNL     1       3.304  -0.376  -1.770  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.145  -0.039  -0.545  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.624   1.191  -0.039  1.00  0.00           N  
HETATM    4  N3  UNL     1       2.471  -0.920   0.334  1.00  0.00           N  
HETATM    5  C2  UNL     1       1.214  -0.514   0.942  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.143  -0.428  -0.119  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.179   0.001   0.494  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.179   0.058  -0.622  1.00  0.00           C  
HETATM    9  N4  UNL     1      -2.286  -1.242  -1.213  1.00  0.00           N  
HETATM   10  C6  UNL     1      -3.464   0.659  -0.273  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.519   0.021  -0.504  1.00  0.00           O  
HETATM   12  O2  UNL     1      -3.599   1.913   0.309  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.806   0.266  -2.444  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.939   1.964  -0.664  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.680   1.376   0.985  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.836  -1.855   0.568  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.882  -1.211   1.723  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.368   0.479   1.415  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.034  -1.403  -0.635  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.490   0.286  -0.896  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.472  -0.770   1.232  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.065   0.954   1.028  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.714   0.738  -1.400  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.739  -1.930  -0.593  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.630  -1.231  -2.192  1.00  0.00           H  
HETATM   26  H14 UNL     1      -4.089   2.011   1.190  1.00  0.00           H  
CONECT    1    2    2   13
CONECT    2    3    4
CONECT    3   14   15
CONECT    4    5   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   10   23
CONECT    9   24   25
CONECT   10   11   11   12
CONECT   12   26
END
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SMILES for NP0001336 (D-Arginine)

N[C@H](CCCNC(N)=N)C(O)=O
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INCHI for NP0001336 (D-Arginine)

InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1
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View in JSmol
Synonyms
ValueSource
(2R)-2-Amino-5-(carbamimidamido)pentanoic acidChEBI
(2R)-2-Amino-5-guanidinopentanoic acidChEBI
(R)-2-Amino-5-guanidinopentanoic acidChEBI
D-2-Amino-5-guanidinovaleric acidChEBI
D-ArgininChEBI
DARChEBI
(2R)-2-Amino-5-(carbamimidamido)pentanoateGenerator
(2R)-2-Amino-5-guanidinopentanoateGenerator
(R)-2-Amino-5-guanidinopentanoateGenerator
D-2-Amino-5-guanidinovalerateGenerator
Chemical FormulaC6H14N4O2
Average Mass174.2010 Da
Monoisotopic Mass174.11168 Da
IUPAC Name(2R)-2-amino-5-carbamimidamidopentanoic acid
Traditional NameD-arginine
CAS Registry Number157-06-2
SMILES
N[C@H](CCCNC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1
InChI KeyODKSFYDXXFIFQN-SCSAIBSYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)Not AvailableSumner lab, University of MissouriRonald Myers2025-07-16View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)Not AvailableSumner lab, University of MissouriRonald Myers2025-07-16View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)Not AvailableSumner lab, University of MissouriRonald Myers2025-07-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)Not AvailableSumner lab, University of MissouriRonald Myers2025-07-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600.0 MHz, C2D6OS, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600.0, C2D6OS, simulated)rjm4kd@umsystem.eduSumner lab, University of MissouriRonald Myers2025-07-16View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Cannabis sativaCannabisDB
      Not Available
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Mus musculusLOTUS Database
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentD-alpha-amino acids
Alternative Parents
Substituents
  • D-alpha-amino acid
  • Fatty acid
  • Guanidine
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point409.14 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.999 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility2.28 g/LALOGPS
logP-3.5ALOGPS
logP-3.2ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.41ChemAxon
pKa (Strongest Basic)12.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area125.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.92 m³·mol⁻¹ChemAxon
Polarizability18.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0003416
DrugBank IDDB04027
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023167
KNApSAcK IDNot Available
Chemspider ID64224
KEGG Compound IDC00792
BioCyc IDCPD-220
BiGG ID36012
Wikipedia LinkArginine
METLIN ID6924
PubChem Compound71070
PDB IDNot Available
ChEBI ID15816
Good Scents IDrw1346141
References
General References
  1. Hensel RR, King RC, Owens KG: Electrospray sample preparation for improved quantitation in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 1997;11(16):1785-93. [PubMed:9375412 ]
  2. Svedman P, Lundin S, Svedman C: Administration of antidiuretic peptide (DDAVP) by way of suction de-epithelialised skin. Lancet. 1991 Jun 22;337(8756):1506-9. [PubMed:1675370 ]
  3. Tulandi T, Yusuf N, Posner BI: Diabetes insipidus: a postpartum complication. Obstet Gynecol. 1987 Sep;70(3 Pt 2):492-5. [PubMed:3498136 ]
  4. van Lieburg AF, Verdijk MA, Schoute F, Ligtenberg MJ, van Oost BA, Waldhauser F, Dobner M, Monnens LA, Knoers NV: Clinical phenotype of nephrogenic diabetes insipidus in females heterozygous for a vasopressin type 2 receptor mutation. Hum Genet. 1995 Jul;96(1):70-8. [PubMed:7607658 ]
  5. Sorensen PS, Vilhardt H, Gjerris F, Warberg J: Impermeability of the blood-cerebrospinal fluid barrier to 1-deamino-8-D-arginine-vasopressin (DDAVP) in patients with acquired, communicating hydrocephalus. Eur J Clin Invest. 1984 Dec;14(6):435-9. [PubMed:6441719 ]
  6. Casonato A, Sartorello F, Cattini MG, Pontara E, Soldera C, Bertomoro A, Girolami A: An Arg760Cys mutation in the consensus sequence of the von Willebrand factor propeptide cleavage site is responsible for a new von Willebrand disease variant. Blood. 2003 Jan 1;101(1):151-6. Epub 2002 Aug 8. [PubMed:12393698 ]
  7. Ross MG, Cedars L, Nijland MJ, Ogundipe A: Treatment of oligohydramnios with maternal 1-deamino-[8-D-arginine] vasopressin-induced plasma hypoosmolality. Am J Obstet Gynecol. 1996 May;174(5):1608-13. [PubMed:9065138 ]
  8. Abiko T, Sekino H: Synthesis of an immunologically active fragment analog of prothymosin alpha with enhanced enzymatic stability. Chem Pharm Bull (Tokyo). 1991 Mar;39(3):752-6. [PubMed:2070460 ]
  9. Ritchie JL, Alexander HD, Allen P, Morgan D, McVeigh GE: Effect of nitric oxide modulation on systemic haemodynamics and platelet activation determined by P-selectin expression. Br J Haematol. 2002 Mar;116(4):892-8. [PubMed:11886397 ]