MiMeDB: Showing metabocard for Arginyl-L-arginine (MMDBc0057153)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-11-09 19:17:30 UTC

Update Date

2022-11-09 19:17:30 UTC

Metabolite ID

MMDBc0057153

Metabolite Identification

Common Name

Arginyl-L-arginine

Description

Arginylarginine, also known as RR or L-arg-L-arg, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Arginylarginine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make arginylarginine a potential biomarker for the consumption of these foods. Arginylarginine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Arginylarginine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0028703
     RDKit          3D
Arginylarginine
 49 48  0  0  0  0  0  0  0  0999 V2000
    7.6696   -0.8840    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3631    0.2825   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2170    1.3708   -0.0674 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1502    0.4715   -1.0236 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.0374   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395    0.2694   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113   -0.2105   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    0.2898    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7120   -0.0408    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124   -0.2441    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -0.9066    1.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.0239   -0.4131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8416   -0.5118   -0.3047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7409    0.6989   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    0.3814   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4830   -0.3377    1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055   -0.6181    1.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109    0.4458    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610    1.3365    2.1258 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9203    0.5291    0.3096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -1.4607   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -1.7221   -2.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322   -2.1113   -1.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -1.7463   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016    2.3698   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2447    1.2279    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.9679   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -1.1223   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    0.5130    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.3419   -1.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -0.2549   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    0.1065   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.3253   -0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    1.3980    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160    0.4056    2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196   -1.0769    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.5246   -1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -1.0567    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    1.3386    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004    1.2769   -1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424    1.3437   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5324   -0.1596   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766    0.3391    1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8587   -1.2315    1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699   -1.6067    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8716    1.2810    2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5363   -0.3228    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0959    1.4076   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6243   -2.9058   -1.0071 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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 13 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
M  END


  Mrv1652304062013212D          

 23 22  0  0  0  0            999 V2000
 2501.4247 2501.0256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.4247 2500.2006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1474 2499.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8619 2500.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1474 2498.9763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.4330 2498.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7185 2498.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0041 2498.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2896 2498.9763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5772 2498.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5772 2497.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8321 2498.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8619 2498.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7103 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9958 2501.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2814 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5669 2501.0256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8525 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8525 2502.2621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1380 2501.0256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1392 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8536 2501.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1392 2502.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1 14  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5 13  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  0  0  0  0
 10 11  2  0  0  0  0
 10 12  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057153

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1

> <INCHI_KEY>
OMLWNBVRVJYMBQ-YUMQZZPRSA-N

> <FORMULA>
C12H26N8O3

> <MOLECULAR_WEIGHT>
330.393

> <EXACT_MASS>
330.212786729

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
34.76777298087374

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

> <ALOGPS_LOGP>
-3.94

> <JCHEM_LOGP>
-4.886354972676428

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.766205592605282

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.667361074623653

> <JCHEM_PKA_STRONGEST_BASIC>
12.362130033690061

> <JCHEM_POLAR_SURFACE_AREA>
216.21999999999997

> <JCHEM_REFRACTIVITY>
104.64629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028703
     RDKit          3D
Arginylarginine
 49 48  0  0  0  0  0  0  0  0999 V2000
    7.6696   -0.8840    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3631    0.2825   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2170    1.3708   -0.0674 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1502    0.4715   -1.0236 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.0374   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395    0.2694   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113   -0.2105   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    0.2898    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7120   -0.0408    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124   -0.2441    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -0.9066    1.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.0239   -0.4131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8416   -0.5118   -0.3047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7409    0.6989   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    0.3814   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4830   -0.3377    1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055   -0.6181    1.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109    0.4458    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610    1.3365    2.1258 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9203    0.5291    0.3096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -1.4607   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -1.7221   -2.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322   -2.1113   -1.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -1.7463   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016    2.3698   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2447    1.2279    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.9679   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -1.1223   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    0.5130    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.3419   -1.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -0.2549   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    0.1065   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.3253   -0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    1.3980    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160    0.4056    2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196   -1.0769    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.5246   -1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -1.0567    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    1.3386    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004    1.2769   -1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424    1.3437   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5324   -0.1596   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766    0.3391    1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8587   -1.2315    1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699   -1.6067    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8716    1.2810    2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5363   -0.3228    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0959    1.4076   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6243   -2.9058   -1.0071 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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 13 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    4669.3264668.581   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4669.3264667.041   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4670.6754666.296   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4672.0094667.064   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4670.6754664.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4669.3424663.984   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4668.0084664.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4666.6744663.984   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    4665.3414664.756   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    4664.0114663.984   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    4664.0114662.444   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0    4662.6204664.787   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0    4672.0094663.984   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    4667.9934669.349   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4666.6594668.581   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4665.3254669.349   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    4663.9924668.581   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    4662.6584669.349   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    4662.6584670.889   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0    4661.3244668.581   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0    4670.6604669.349   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    4671.9934668.581   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0    4670.6604670.889   0.000  0.00  0.00           O+0
CONECT    1    2   14   21                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5                                                            
CONECT   14    1   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    1   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0028703
HETATM    1  N1  UNL     1       7.670  -0.884   0.086  1.00  0.00           N  
HETATM    2  C1  UNL     1       7.363   0.283  -0.318  1.00  0.00           C  
HETATM    3  N2  UNL     1       8.217   1.371  -0.067  1.00  0.00           N  
HETATM    4  N3  UNL     1       6.150   0.472  -1.024  1.00  0.00           N  
HETATM    5  C2  UNL     1       4.886  -0.037  -0.467  1.00  0.00           C  
HETATM    6  C3  UNL     1       3.739   0.269  -1.367  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.411  -0.211  -0.931  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.888   0.290   0.366  1.00  0.00           C  
HETATM    9  N4  UNL     1       2.712  -0.041   1.502  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.512  -0.244   0.547  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.224  -0.907   1.578  1.00  0.00           O  
HETATM   12  N5  UNL     1      -0.482  -0.024  -0.413  1.00  0.00           N  
HETATM   13  C7  UNL     1      -1.842  -0.512  -0.305  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.741   0.699  -0.336  1.00  0.00           C  
HETATM   15  C9  UNL     1      -4.193   0.381  -0.234  1.00  0.00           C  
HETATM   16  C10 UNL     1      -4.483  -0.338   1.063  1.00  0.00           C  
HETATM   17  N6  UNL     1      -5.905  -0.618   1.100  1.00  0.00           N  
HETATM   18  C11 UNL     1      -6.811   0.446   1.221  1.00  0.00           C  
HETATM   19  N7  UNL     1      -6.661   1.336   2.126  1.00  0.00           N  
HETATM   20  N8  UNL     1      -7.920   0.529   0.310  1.00  0.00           N  
HETATM   21  C12 UNL     1      -2.114  -1.461  -1.384  1.00  0.00           C  
HETATM   22  O2  UNL     1      -1.215  -1.722  -2.218  1.00  0.00           O  
HETATM   23  O3  UNL     1      -3.332  -2.111  -1.556  1.00  0.00           O  
HETATM   24  H1  UNL     1       7.116  -1.746  -0.045  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.902   2.370  -0.024  1.00  0.00           H  
HETATM   26  H3  UNL     1       9.245   1.228   0.092  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.147   0.968  -1.934  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.033  -1.122  -0.320  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.714   0.513   0.506  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.690   1.342  -1.656  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.963  -0.255  -2.347  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.675   0.107  -1.726  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.356  -1.325  -0.959  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.779   1.398   0.347  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.416   0.406   2.372  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.820  -1.077   1.579  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.254   0.525  -1.267  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.905  -1.057   0.658  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.461   1.339   0.533  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.500   1.277  -1.242  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.742   1.344  -0.186  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.532  -0.160  -1.113  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.277   0.339   1.929  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.859  -1.232   1.220  1.00  0.00           H  
HETATM   45  H22 UNL     1      -6.270  -1.607   1.037  1.00  0.00           H  
HETATM   46  H23 UNL     1      -5.872   1.281   2.777  1.00  0.00           H  
HETATM   47  H24 UNL     1      -8.536  -0.323   0.184  1.00  0.00           H  
HETATM   48  H25 UNL     1      -8.096   1.408  -0.201  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.624  -2.906  -1.007  1.00  0.00           H  
CONECT    1    2    2   24
CONECT    2    3    4
CONECT    3   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   10   34
CONECT    9   35   36
CONECT   10   11   11   12
CONECT   12   13   37
CONECT   13   14   21   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   45
CONECT   18   19   19   20
CONECT   19   46
CONECT   20   47   48
CONECT   21   22   22   23
CONECT   23   49
END

HMDB0028703
     RDKit          3D
Arginylarginine
 49 48  0  0  0  0  0  0  0  0999 V2000
    7.6696   -0.8840    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3631    0.2825   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2170    1.3708   -0.0674 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1502    0.4715   -1.0236 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.0374   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395    0.2694   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113   -0.2105   -0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    0.2898    0.3656 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7120   -0.0408    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124   -0.2441    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -0.9066    1.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.0239   -0.4131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8416   -0.5118   -0.3047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7409    0.6989   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929    0.3814   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4830   -0.3377    1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055   -0.6181    1.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109    0.4458    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610    1.3365    2.1258 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9203    0.5291    0.3096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -1.4607   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -1.7221   -2.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322   -2.1113   -1.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -1.7463   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016    2.3698   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2447    1.2279    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.9679   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -1.1223   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    0.5130    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.3419   -1.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -0.2549   -2.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    0.1065   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.3253   -0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7789    1.3980    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160    0.4056    2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196   -1.0769    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    0.5246   -1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055   -1.0567    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    1.3386    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004    1.2769   -1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424    1.3437   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5324   -0.1596   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766    0.3391    1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8587   -1.2315    1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699   -1.6067    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8716    1.2810    2.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5363   -0.3228    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0959    1.4076   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6243   -2.9058   -1.0071 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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 18 20  1  0
 13 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
M  END

Synonyms

Value	Source
L-Arg-L-arg	ChEBI
RR	ChEBI
Arginylarginine hydrochloride	HMDB
Arginyl-L-arginine	HMDB
Arg-arg	HMDB
Arginine arginine dipeptide	HMDB
Arginine-arginine dipeptide	HMDB
Arginyl-arginine	HMDB
L-Arginyl-L-arginine	HMDB
N2-Arginylarginine	HMDB
N2-L-Arginyl-L-arginine	HMDB
R-R Dipeptide	HMDB
RR Dipeptide	HMDB
Arginylarginine	ChEBI

Molecular Formula

C₁₂H₂₆N₈O₃

Average Mass

330.393

Monoisotopic Mass

330.212786729

IUPAC Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1

InChI Key

OMLWNBVRVJYMBQ-YUMQZZPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Secondary carboxylic acid amide
Amino acid
Amino acid or derivatives
Carboxamide group
Guanidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic nitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic oxygen compound
Amine
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73811 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-4.9	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	12.36	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	216.22 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	104.65 m³·mol⁻¹	ChemAxon
Polarizability	34.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03gr-1759000000-1285e5fb70b704b9a85d	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01t9-3941000000-7ad82f0005d6f5bbdbba	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9200000000-3219e9f8309a6a274bd1	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-1093000000-ce7e2041614b3d889387	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4s-4291000000-3076b33b34fbbae3510b	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9200000000-10c19cd7ce6968ec61cb	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-b031b3effd8d23dbec67	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-3639000000-f2ba78ec8d0f3460487d	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9200000000-07255aee42a2e7f00d62	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-dad782cf7444cacb8d08	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03fr-2159000000-d214510f9d17ee216d20	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-6f28fea24789fa135d56	2021-10-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0028703

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111760

KNApSAcK ID

Not Available

Chemspider ID

133932

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151956

PDB ID

Not Available

ChEBI ID

73811

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Arginyl-L-arginine (MMDBc0057153)

MOL for #<Metabolite:0x00007fece9807220>

3D MOL for #<Metabolite:0x00007fece9807220>

3D SDF for #<Metabolite:0x00007fece9807220>

3D-SDF for #<Metabolite:0x00007fece9807220>

PDB for #<Metabolite:0x00007fece9807220>

3D PDB for #<Metabolite:0x00007fece9807220>

SMILES for #<Metabolite:0x00007fece9807220>

INCHI for #<Metabolite:0x00007fece9807220>

Structure for #<Metabolite:0x00007fece9807220>

3D Structure for #<Metabolite:0x00007fece9807220>