MiMeDB: Showing metabocard for N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutaminic acid (MMDBc0056177)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:18:48 UTC

Update Date

2022-08-12 20:09:37 UTC

Metabolite ID

MMDBc0056177

Metabolite Identification

Common Name

N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutaminic acid

Description

CHEBI:143557 belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on CHEBI:143557.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222182D          

 20 19  0  0  1  0            999 V2000
    7.4250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  8  2  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
  9 14  1  1  0  0  0
 14 11  2  0  0  0  0
 15 10  1  0  0  0  0
 11 16  1  4  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
  9 20  1  1  0  0  0
M  CHG  1  15  -1
M  END
> <DATABASE_ID>
MMDBc0056177

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\C)CCC)C(O)=N[C@@]([H])(CCC([O-])=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O4/c1-3-4-8(2)7-11(16)14-9(12(17)18)5-6-10(13)15/h7,9H,3-6H2,1-2H3,(H2,13,15)(H,14,16)(H,17,18)/p-1/b8-7+/t9-/m0/s1

> <INCHI_KEY>
AUBGCRXOZPJJJG-FLOXNTQESA-M

> <FORMULA>
C12H19N2O4

> <MOLECULAR_WEIGHT>
255.295

> <EXACT_MASS>
255.13503068

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.92427448330591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-carboxy-4-{[(2E)-1-hydroxy-3-methylhex-2-en-1-ylidene]amino}butanecarboximidate

> <JCHEM_LOGP>
-0.7389956045977157

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.118885190490724

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.41289930311244927

> <JCHEM_PKA_STRONGEST_BASIC>
12.942937791261564

> <JCHEM_POLAR_SURFACE_AREA>
116.8

> <JCHEM_REFRACTIVITY>
88.3675

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-carboxy-4-{[(2E)-1-hydroxy-3-methylhex-2-en-1-ylidene]amino}butanecarboximidate

> <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      13.860  10.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.090   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.550   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.780   8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       6.930   6.668   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       1.540   5.335   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0       9.240   5.335   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.470   4.001   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.160   2.667   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       8.470   9.336   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.390   4.001   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    8                                                            
CONECT    3    1    4                                                       
CONECT    4    3    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   11   19                                                  
CONECT    8    2    4    7                                                  
CONECT    9    5   12   14   20                                             
CONECT   10    6   13   15                                                  
CONECT   11    7   14   16                                                  
CONECT   12    9   17   18                                                  
CONECT   13   10                                                            
CONECT   14    9   11                                                       
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    7                                                            
CONECT   20    9                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

Synonyms

Not Available

Molecular Formula

C₁₂H₁₉N₂O₄

Average Mass

255.295

Monoisotopic Mass

255.13503068

IUPAC Name

(4S)-4-carboxy-4-{[(2E)-1-hydroxy-3-methylhex-2-en-1-ylidene]amino}butanecarboximidate

Traditional Name

(4S)-4-carboxy-4-{[(2E)-1-hydroxy-3-methylhex-2-en-1-ylidene]amino}butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\C)CCC)C(O)=N[C@@]([H])(CCC([O-])=N)C(O)=O

InChI Identifier

InChI=1S/C12H20N2O4/c1-3-4-8(2)7-11(16)14-9(12(17)18)5-6-10(13)15/h7,9H,3-6H2,1-2H3,(H2,13,15)(H,14,16)(H,17,18)/p-1/b8-7+/t9-/m0/s1

InChI Key

AUBGCRXOZPJJJG-FLOXNTQESA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Branched fatty acid
Fatty acyl
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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
logP	-0.74	ChemAxon
pKa (Strongest Acidic)	-0.41	ChemAxon
pKa (Strongest Basic)	12.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.8 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	88.37 m³·mol⁻¹	ChemAxon
Polarizability	26.92 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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	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	Actinobacteria	1	Human

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-21074

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134820072

PDB ID

Not Available

ChEBI ID

143557

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 N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutaminic acid (MMDBc0056177)

MOL for #<Metabolite:0x00007fdb0cd376d0>

3D MOL for #<Metabolite:0x00007fdb0cd376d0>

3D SDF for #<Metabolite:0x00007fdb0cd376d0>

3D-SDF for #<Metabolite:0x00007fdb0cd376d0>

PDB for #<Metabolite:0x00007fdb0cd376d0>

3D PDB for #<Metabolite:0x00007fdb0cd376d0>

SMILES for #<Metabolite:0x00007fdb0cd376d0>

INCHI for #<Metabolite:0x00007fdb0cd376d0>

Structure for #<Metabolite:0x00007fdb0cd376d0>

3D Structure for #<Metabolite:0x00007fdb0cd376d0>