MiMeDB: Showing metabocard for 2-amino-5-chloromuconic acid 6-semialdehyde (MMDBc0055209)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:46:22 UTC

Update Date

2022-08-12 20:09:16 UTC

Metabolite ID

MMDBc0055209

Metabolite Identification

Common Name

2-amino-5-chloromuconic acid 6-semialdehyde

Description

2-amino-5-chloromuconate 6-semialdehyde 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). Based on a literature review very few articles have been published on 2-amino-5-chloromuconate 6-semialdehyde.

Structure

MOL SDF PDB SMILES InChI

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       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       4.620  -2.667   0.000  0.00  0.00          Cl+0
HETATM    8  N   UNK     0      -0.770   1.334   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       6.160  -0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       1.540  -2.667   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
CONECT    1    2    4   12                                                  
CONECT    2    1    5   13                                                  
CONECT    3    4    9                                                       
CONECT    4    1    3    7                                                  
CONECT    5    2    6    8                                                  
CONECT    6    5   10   11                                                  
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    3                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    1                                                            
CONECT   13    2                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
(2E,4E)-2-Azaniumyl-5-chloro-6-oxohexa-2,4-dienoate	ChEBI
(2E,4E)-2-Azaniumyl-5-chloro-6-oxohexa-2,4-dienoic acid	Generator
2-Amino-5-chloromuconic acid 6-semialdehyde	Generator

Molecular Formula

C₆H₆ClNO₃

Average Mass

175.57

Monoisotopic Mass

175.0036208

IUPAC Name

(2E,4E)-2-amino-5-chloro-6-oxohexa-2,4-dienoic acid

Traditional Name

(2E,4E)-2-amino-5-chloro-6-oxohexa-2,4-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(\C(\[H])=C(\N)C(O)=O)=C(/Cl)C=O

InChI Identifier

InChI=1S/C6H6ClNO3/c7-4(3-9)1-2-5(8)6(10)11/h1-3H,8H2,(H,10,11)/b4-1+,5-2+

InChI Key

YEIFVAPTZWXPNE-GRSRPBPQSA-N

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
Medium-chain fatty acid
Halogenated fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Alpha,beta-unsaturated aldehyde
Enal
Amino acid
Carboxylic acid
Enamine
Monocarboxylic acid or derivatives
Vinyl chloride
Vinyl halide
Chloroalkene
Haloalkene
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxygen compound
Amine
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organochlorine compound (CHEBI:75320 )
non-proteinogenic alpha-amino acid (CHEBI:75320 )
alpha,beta-unsaturated monocarboxylic acid (CHEBI:75320 )
muconic semialdehyde (CHEBI:75320 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.7	ChemAxon
pKa (Strongest Acidic)	2.45	ChemAxon
pKa (Strongest Basic)	7.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	42.42 m³·mol⁻¹	ChemAxon
Polarizability	14.85 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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 supragingival plaque

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

29368478

KEGG Compound ID

Not Available

BioCyc ID

CPD-9161

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245566

PDB ID

Not Available

ChEBI ID

75057

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 2-amino-5-chloromuconic acid 6-semialdehyde (MMDBc0055209)

MOL for #<Metabolite:0x00007fdb36bfeca8>

3D MOL for #<Metabolite:0x00007fdb36bfeca8>

3D SDF for #<Metabolite:0x00007fdb36bfeca8>

3D-SDF for #<Metabolite:0x00007fdb36bfeca8>

PDB for #<Metabolite:0x00007fdb36bfeca8>

3D PDB for #<Metabolite:0x00007fdb36bfeca8>

SMILES for #<Metabolite:0x00007fdb36bfeca8>

INCHI for #<Metabolite:0x00007fdb36bfeca8>

Structure for #<Metabolite:0x00007fdb36bfeca8>

3D Structure for #<Metabolite:0x00007fdb36bfeca8>