MiMeDB: Showing metabocard for 4-(Œ≥-glutamylamino)butanal (MMDBc0032115)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:03:01 UTC

Update Date

2022-08-31 18:30:39 UTC

Metabolite ID

MMDBc0032115

Metabolite Identification

Common Name

4-(Œ≥-glutamylamino)butanal

Description

4-(gamma-glutamylamino)butanal is an intermediate in putrescine degradation II pathway in E.coli. It is a substrate for the enzyme gamma-glutamyl-Œ≥-aminobutyraldehyde dehydrogenase which catalyzes the reaction 4-(gamma-glutamylamino)butanal + NAD(P)+ + H2O -> 4-(gamma-L-glutamylamino)butanoate + NAD(P)H + 2 H+. It is also a product for enzyme gamma-glutamylputrescine oxidase which catalyzes reaction gamma-glutamyl-L-putrescine + H2O + oxygen -> 4-(gamma-glutamylamino)butanal + hydrogen peroxide + ammonium (BioCyc compound: GAMMA-GLUTAMYL-GAMMA-AMINOBUTYRALDEH).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533005141519122D          

 15 14  0  0  0  0            999 V2000
   -5.9821   -0.6696    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.2676   -0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387   -0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1242   -0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4097   -0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6953   -0.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808   -0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2663   -0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480   -0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2676    0.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -1.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4097    0.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -1.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6 14  2  0  0  0  0
  2 12  2  0  0  0  0
  1  2  1  0  0  0  0
 11 15  2  0  0  0  0
M  CHG  1   1  -1
M  END
> <DATABASE_ID>
MMDBc0032115

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CCC(=O)NCCCC=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O4/c10-7(9(14)15)3-4-8(13)11-5-1-2-6-12/h6-7H,1-5,10H2,(H,11,13)(H,14,15)/p-1

> <INCHI_KEY>
JZNLEPLZUABCSQ-UHFFFAOYSA-M

> <FORMULA>
C9H15N2O4

> <MOLECULAR_WEIGHT>
215.23

> <EXACT_MASS>
215.103730551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.77866175680909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(4-oxobutyl)carbamoyl]butanoate

> <ALOGPS_LOGP>
-1.17

> <JCHEM_LOGP>
-3.931924271778856

> <ALOGPS_LOGS>
-0.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.668380627906554

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2984115008419175

> <JCHEM_PKA_STRONGEST_BASIC>
9.112089893727669

> <JCHEM_POLAR_SURFACE_AREA>
112.32

> <JCHEM_REFRACTIVITY>
63.457300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(4-oxobutyl)carbamoyl]butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  O   UNK     0     -11.167  -1.250   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0      -9.833  -0.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.499  -1.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.166  -0.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.832  -1.250   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.498  -0.480   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -3.165  -1.250   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.831  -0.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.497  -1.250   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.836  -0.480   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.170  -1.250   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -9.833   1.060   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      -8.499  -2.790   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -4.498   1.060   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.170  -2.790   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    3   12    1                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    9    7                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   15                                                       
CONECT   12    2                                                            
CONECT   13    3                                                            
CONECT   14    6                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Synonyms

Not Available

Molecular Formula

C₉H₁₅N₂O₄

Average Mass

215.23

Monoisotopic Mass

215.103730551

IUPAC Name

2-amino-4-[(4-oxobutyl)carbamoyl]butanoate

Traditional Name

2-amino-4-[(4-oxobutyl)carbamoyl]butanoate

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NCCCC=O)C([O-])=O

InChI Identifier

InChI=1S/C9H16N2O4/c10-7(9(14)15)3-4-8(13)11-5-1-2-6-12/h6-7H,1-5,10H2,(H,11,13)(H,14,15)/p-1

InChI Key

JZNLEPLZUABCSQ-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
Alpha-hydrogen aldehyde
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aldehyde
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	34.4 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-3.9	ChemAxon
logS	-0.83	ALOGPS
pKa (Strongest Acidic)	2.3	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.32 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	63.46 m³·mol⁻¹	ChemAxon
Polarizability	21.78 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-4090000000-23b51e7c5cbfb8c86f34	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-9120000000-ea8a9e81478433c7bc3e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-9000000000-c440bd4cb3a3cc314bce	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1090000000-982239fba22b126bcfb2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dr-9280000000-48d8ce96b82b4143df1f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05mx-9000000000-62b8b492beba3ec880d4	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 4-(Œ≥-glutamylamino)butanal (MMDBc0032115)

MOL for #<Metabolite:0x00005634c2834c60>

3D MOL for #<Metabolite:0x00005634c2834c60>

3D SDF for #<Metabolite:0x00005634c2834c60>

3D-SDF for #<Metabolite:0x00005634c2834c60>

PDB for #<Metabolite:0x00005634c2834c60>

3D PDB for #<Metabolite:0x00005634c2834c60>

SMILES for #<Metabolite:0x00005634c2834c60>

INCHI for #<Metabolite:0x00005634c2834c60>

Structure for #<Metabolite:0x00005634c2834c60>

3D Structure for #<Metabolite:0x00005634c2834c60>