NP-MRD: Showing NP-Card for Glutamyltryptophan (NP0136453)

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Record Information

Version

2.0

Created at

2022-05-12 15:14:55 UTC

Updated at

2022-05-12 15:14:55 UTC

NP-MRD ID

NP0136453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glutamyltryptophan

Description

Glutamyltryptophan, also known as alpha-glu-TRP or oglufanide, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It may control or reverse the suppression of the immune system which the hepatitis virus uses to defeat our normally healthy defenses. Glutamyltryptophan is a very strong basic compound (based on its pKa). Glutamyltryptophan is a dipeptide composed of glutamate and tryptophan, and is a proteolytic breakdown product of larger proteins. The synthetic version of this dipeptide is named Oglufanide. Glutamyltryptophan is a synthetic dipeptide immunomodulator in development for the treatment of chronic hepatitis C viral infection. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Glutamyltryptophan is an incomplete breakdown product of protein digestion or protein catabolism. Glutamyltryptophan was first documented in 2000 (PMID: 11707921). Glutamyltryptophan regulates the body's innate immune response to defeat invading germs and cancer cells (PMID: 17276896).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    4.0196    1.5278   -0.7632 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    0.6008   -0.7425 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2772   -0.8365   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727   -1.3865    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280   -0.8912    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597   -0.0801   -0.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1560   -1.3326    1.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9443    0.9858    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.9760    1.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    0.2416    0.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2305    0.5656    1.4460 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5524    0.9577    0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642   -0.0065    0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0595   -1.3490   -0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -1.7949   -0.9776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8224   -0.7633   -1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -0.6895   -2.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5618    0.5231   -2.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1444    1.6853   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0448    1.5627   -0.8789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    0.3711   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -0.4591    2.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3690   -1.4733    2.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -0.3205    3.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7650    2.3640   -1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1075    1.8946    0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727    0.7679   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -1.0733   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -1.4167   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896   -2.4988    0.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874   -1.4336    1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152   -2.2699    1.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -0.5648   -0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697    1.5108    1.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4177    1.9371    0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003    1.2156    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722   -1.9144    0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0820   -2.7952   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2745   -1.5806   -2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4428    0.6303   -2.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6762    2.6112   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786    2.4346   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    0.5668    3.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  7  1  0
  5  6  2  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11 22  1  0
 22 24  1  0
 22 23  2  0
 21 13  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 24 43  1  0
M  END


  Mrv1652304062013402D          

 24 25  0  0  0  0            999 V2000
 2500.9690 2498.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.6844 2499.2266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.6844 2500.0503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.3957 2500.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.1090 2500.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.3957 2501.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.6824 2501.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9690 2501.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2557 2501.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.5444 2501.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2557 2502.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.1090 2501.6978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.3978 2498.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.1111 2499.2266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.3978 2497.9918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9739 2498.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5871 2497.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3719 2498.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.5435 2498.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.9303 2499.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.1455 2499.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2581 2499.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0866 2500.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2661 2500.1193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  6 12  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
  9 11  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 22 23  2  0  0  0  0
 19 22  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1

> <INCHI_KEY>
LLEUXCDZPQOJMY-AAEUAGOBSA-N

> <FORMULA>
C16H19N3O5

> <MOLECULAR_WEIGHT>
333.344

> <EXACT_MASS>
333.132470724

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.596899975123904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-1.49

> <JCHEM_LOGP>
-2.242004030774041

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.181248937274901

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4432174759675123

> <JCHEM_PKA_STRONGEST_BASIC>
8.449804385823395

> <JCHEM_POLAR_SURFACE_AREA>
145.51

> <JCHEM_REFRACTIVITY>
84.29060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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    4668.4754664.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4669.8114665.223   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4669.8114666.761   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4671.1394667.531   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4672.4704666.761   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4671.1394669.069   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4669.8074669.836   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4668.4754669.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4667.1444669.836   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4665.8164669.069   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4667.1444671.374   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0    4672.4704669.836   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    4671.1434664.456   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    4672.4744665.223   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    4671.1434662.918   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    4662.8854663.500   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4664.0294662.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4665.4944662.945   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    4665.8154664.452   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4664.6704665.483   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    4663.2054665.006   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    4667.1484665.222   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    4666.8284666.728   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0    4665.2974666.889   0.000  0.00  0.00           N+0
CONECT    1    2   22                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6                                                            
CONECT   13    2   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   16                                                       
CONECT   22   23   19    1                                                  
CONECT   23   22   24                                                       
CONECT   24   23   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
alpha-Glu-TRP	ChEBI
alpha-Glutamyltryptophan	ChEBI
L-alpha-Glu-L-TRP	ChEBI
L-Glu-L-TRP	ChEBI
Oglufanide	ChEBI
a-Glu-TRP	Generator
Α-glu-TRP	Generator
a-Glutamyltryptophan	Generator
Α-glutamyltryptophan	Generator
L-a-Glu-L-TRP	Generator
L-Α-glu-L-TRP	Generator
Glu-TRP	HMDB
L-alpha-Glutamyl-L-tryptophan	HMDB
Α-L-glu-L-TRP	HMDB
Α-L-glutamyl-L-tryptophan	HMDB
L-Α-glutamyl-L-tryptophan	HMDB
N-Α-glutamyltryptophan	HMDB
N-Α-L-glutamyl-L-tryptophan	HMDB
N-L-Α-glutamyltryptophan	HMDB
N-L-Α-glutamyl-L-tryptophan	HMDB
alpha-L-Glu-L-TRP	HMDB
alpha-L-Glutamyl-L-tryptophan	HMDB
N-alpha-Glutamyltryptophan	HMDB
N-alpha-L-Glutamyl-L-tryptophan	HMDB
N-L-alpha-Glutamyltryptophan	HMDB
N-L-alpha-Glutamyl-L-tryptophan	HMDB
IM 862	HMDB
NSC 334073	HMDB
Thymogen	HMDB
Timogen	HMDB
L-Glutamyl-L-tryptophan	HMDB
N-Glutamyltryptophan	HMDB
N-L-Glutamyl-L-tryptophan	HMDB
Glutamyl-tryptophan	HMDB
Glutamic acid tryptophan dipeptide	HMDB
Glutamate tryptophan dipeptide	HMDB
Glutamic acid-tryptophan dipeptide	HMDB
Glutamate-tryptophan dipeptide	HMDB
e-W Dipeptide	HMDB
EW dipeptide	HMDB
Glutamyltryptophan	HMDB, ChEBI

Chemical Formula

C₁₆H₁₉N₃O₅

Average Mass

333.3440 Da

Monoisotopic Mass

333.13247 Da

IUPAC Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid

Traditional Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1

InChI Key

LLEUXCDZPQOJMY-AAEUAGOBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Gamma amino acid or derivatives
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Amino fatty acid
Dicarboxylic acid or derivatives
Substituted pyrrole
Fatty acyl
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dipeptide (CHEBI:73512 )

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	-1.5	ALOGPS
logP	-2.2	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	8.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	84.29 m³·mol⁻¹	ChemAxon
Polarizability	33.6 Å³	ChemAxon
Number of Rings	2	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

HMDB0028830

DrugBank ID

DB05779

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

Not Available

METLIN ID

Not Available

PubChem Compound

100094

PDB ID

Not Available

ChEBI ID

73512

Good Scents ID

Not Available

References

General References

Anisimov VN, Khavinson VK, Morozov VG: Immunomodulatory synthetic dipeptide L-Glu-L-Trp slows down aging and inhibits spontaneous carcinogenesis in rats. Biogerontology. 2000;1(1):55-9. doi: 10.1023/a:1010042008969. [PubMed:11707921 ]
Deigin VI, Semenets TN, Zamulaeva IA, Maliutina YV, Selivanova EI, Saenko AS, Semina OV: The effects of the EW dipeptide optical and chemical isomers on the CFU-S population in intact and irradiated mice. Int Immunopharmacol. 2007 Mar;7(3):375-82. doi: 10.1016/j.intimp.2006.11.010. Epub 2006 Dec 20. [PubMed:17276896 ]

Showing NP-Card for Glutamyltryptophan (NP0136453)

MOL for NP0136453 (Glutamyltryptophan)

3D MOL for NP0136453 (Glutamyltryptophan)

3D SDF for NP0136453 (Glutamyltryptophan)

3D-SDF for NP0136453 (Glutamyltryptophan)

PDB for NP0136453 (Glutamyltryptophan)

3D PDB for NP0136453 (Glutamyltryptophan)

SMILES for NP0136453 (Glutamyltryptophan)

INCHI for NP0136453 (Glutamyltryptophan)

Structure for NP0136453 (Glutamyltryptophan)

3D Structure for NP0136453 (Glutamyltryptophan)