MiMeDB: Showing metabocard for (4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine (MMDBc0054943)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:38:18 UTC

Update Date

2022-08-12 20:09:09 UTC

Metabolite ID

MMDBc0054943

Metabolite Identification

Common Name

(4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine

Description

(4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine(1+) belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine(1+).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221382D          

 28 29  0  0  1  0            999 V2000
   -7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3744    1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5169    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0418    2.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1813    1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3374    0.2306    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5938    1.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  3  2  0  0  0  0
 15  4  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 17 21  1  1  0  0  0
 22  8  1  4  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 19  1  0  0  0  0
 26 11  1  0  0  0  0
 26 15  1  0  0  0  0
 27 12  1  0  0  0  0
 27 16  1  0  0  0  0
 17 28  1  1  0  0  0
M  CHG  1  20   1
M  END


  Mrv1652306172221382D          

 28 29  0  0  1  0            999 V2000
   -7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3744    1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5169    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0418    2.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1813    1.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3374    0.2306    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5938    1.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  3  2  0  0  0  0
 15  4  1  0  0  0  0
 16  9  2  0  0  0  0
 16 10  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 17 21  1  1  0  0  0
 22  8  1  4  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 19  1  0  0  0  0
 26 11  1  0  0  0  0
 26 15  1  0  0  0  0
 27 12  1  0  0  0  0
 27 16  1  0  0  0  0
 17 28  1  1  0  0  0
M  CHG  1  20   1
M  END
> <DATABASE_ID>
MMDBc0054943

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCC(O)=NCCC1=CC=C(OCC2=COC(C[NH3+])=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H25N3O5/c20-10-16-9-14(12-27-16)11-26-15-3-1-13(2-4-15)7-8-22-18(23)6-5-17(21)19(24)25/h1-4,9,12,17H,5-8,10-11,20-21H2,(H,22,23)(H,24,25)/p+1/t17-/m0/s1

> <INCHI_KEY>
NYIWEBCNBZGUSO-KRWDZBQOSA-O

> <FORMULA>
C19H26N3O5

> <MOLECULAR_WEIGHT>
376.432

> <EXACT_MASS>
376.186697369

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.52323573144294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-{[4-(2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}ethyl)phenoxy]methyl}furan-2-yl)methanaminium

> <JCHEM_LOGP>
-3.184179082307768

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
4.018760713107038

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9959719731248153

> <JCHEM_PKA_STRONGEST_BASIC>
9.544343554351501

> <JCHEM_POLAR_SURFACE_AREA>
145.92000000000002

> <JCHEM_REFRACTIVITY>
111.1288

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{4-[4-(2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}ethyl)phenoxymethyl]furan-2-yl}methanaminium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -13.337   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -17.499   2.318   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -19.632   0.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -16.004   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -18.745   4.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.003   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -17.338   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -14.670   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -19.005   1.998   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0     -21.163   0.430   0.000  0.00  0.00           N+1
HETATM   21  N   UNK     0      -2.667  10.780   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -8.002   9.240   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -16.004   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -19.775   3.332   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      -2.667   7.700   0.000  0.00  0.00           H+0
CONECT    1    3   13                                                       
CONECT    2    4   13                                                       
CONECT    3    1   15                                                       
CONECT    4    2   15                                                       
CONECT    5    6   17                                                       
CONECT    6    5   18                                                       
CONECT    7    8   13                                                       
CONECT    8    7   22                                                       
CONECT    9   14   16                                                       
CONECT   10   16   20                                                       
CONECT   11   14   26                                                       
CONECT   12   14   27                                                       
CONECT   13    1    2    7                                                  
CONECT   14    9   11   12                                                  
CONECT   15    3    4   26                                                  
CONECT   16    9   10   27                                                  
CONECT   17    5   19   21   28                                             
CONECT   18    6   22   23                                                  
CONECT   19   17   24   25                                                  
CONECT   20   10                                                            
CONECT   21   17                                                            
CONECT   22    8   18                                                       
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   19                                                            
CONECT   26   11   15                                                       
CONECT   27   12   16                                                       
CONECT   28   17                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

Synonyms

Value	Source
(4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine	ChEBI
(4-{4-[2-(g-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine	Generator
(4-{4-[2-(γ-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine	Generator
(4-{4-[2-(g-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine(1+)	Generator
(4-{4-[2-(γ-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine(1+)	Generator

Molecular Formula

C₁₉H₂₆N₃O₅

Average Mass

376.432

Monoisotopic Mass

376.186697369

IUPAC Name

(4-{[4-(2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}ethyl)phenoxy]methyl}furan-2-yl)methanaminium

Traditional Name

{4-[4-(2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}ethyl)phenoxymethyl]furan-2-yl}methanaminium

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=NCCC1=CC=C(OCC2=COC(C[NH3+])=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C19H25N3O5/c20-10-16-9-14(12-27-16)11-26-15-3-1-13(2-4-15)7-8-22-18(23)6-5-17(21)19(24)25/h1-4,9,12,17H,5-8,10-11,20-21H2,(H,22,23)(H,24,25)/p+1/t17-/m0/s1

InChI Key

NYIWEBCNBZGUSO-KRWDZBQOSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
L-alpha-amino acid
Phenoxy compound
Phenol ether
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Benzenoid
N-acyl-amine
Fatty amide
Fatty acyl
Furan
Heteroaromatic compound
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic salt
Organonitrogen compound
Organooxygen compound
Primary amine
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.2	ChemAxon
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.92 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	111.13 m³·mol⁻¹	ChemAxon
Polarizability	41.52 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

Spectra

Not Available

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
Archaea/Archaea	Euryarchaeota	1
Archaea	Euryarchaeota	1

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58163966

KEGG Compound ID

Not Available

BioCyc ID

CPD-7646

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25203167

PDB ID

Not Available

ChEBI ID

88055

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 (4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine (MMDBc0054943)

MOL for #<Metabolite:0x00007fdaf68b1b08>

3D MOL for #<Metabolite:0x00007fdaf68b1b08>

3D SDF for #<Metabolite:0x00007fdaf68b1b08>

3D-SDF for #<Metabolite:0x00007fdaf68b1b08>

PDB for #<Metabolite:0x00007fdaf68b1b08>

3D PDB for #<Metabolite:0x00007fdaf68b1b08>

SMILES for #<Metabolite:0x00007fdaf68b1b08>

INCHI for #<Metabolite:0x00007fdaf68b1b08>

Structure for #<Metabolite:0x00007fdaf68b1b08>

3D Structure for #<Metabolite:0x00007fdaf68b1b08>