MiMeDB: Showing metabocard for (2Z,4Z)-2-amino-3-carboxymuconic acid 6-semialdehyde (MMDBc0054871)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:36:46 UTC

Update Date

2022-08-12 20:09:07 UTC

Metabolite ID

MMDBc0054871

Metabolite Identification

Common Name

(2Z,4Z)-2-amino-3-carboxymuconic acid 6-semialdehyde

Description

cis,cis-2-ammonio-3-(3-oxoprop-1-enyl)but-2-enedioate(1-), also known as (2Z,4Z)-2-amino-3-carboxymuconate 6-semialdehyde or (2Z)-2-ammonio-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid, 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). cis,cis-2-ammonio-3-(3-oxoprop-1-enyl)but-2-enedioate(1-) is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on cis,cis-2-ammonio-3-(3-oxoprop-1-enyl)but-2-enedioate(1-).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172221362D          

 15 14  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  3  2  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
 14  1  1  0  0  0  0
 15  2  1  0  0  0  0
M  CHG  1  11  -1
M  END
> <DATABASE_ID>
MMDBc0054871

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/p-1/b2-1-,5-4-

> <INCHI_KEY>
KACPVQQHDVBVFC-OIFXTYEKSA-M

> <FORMULA>
C7H6NO5

> <MOLECULAR_WEIGHT>
184.128

> <EXACT_MASS>
184.025145877

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.300129648874076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,3Z)-2-[amino(carboxy)methylidene]-5-oxopent-3-enoate

> <JCHEM_LOGP>
-3.668506936230873

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4453592131045303

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3791525915700036

> <JCHEM_PKA_STRONGEST_BASIC>
6.720078986530107

> <JCHEM_POLAR_SURFACE_AREA>
120.51999999999998

> <JCHEM_REFRACTIVITY>
54.461400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,3Z)-2-[amino(carboxy)methylidene]-5-oxopent-3-enoate

> <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       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   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       1.540   0.000   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       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+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       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       4.620  -2.667   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.540  -2.667   0.000  0.00  0.00           H+0
CONECT    1    2    3   14                                                  
CONECT    2    1    4   15                                                  
CONECT    3    1    9                                                       
CONECT    4    2    5    6                                                  
CONECT    5    4    7    8                                                  
CONECT    6    4   10   11                                                  
CONECT    7    5   12   13                                                  
CONECT    8    5                                                            
CONECT    9    3                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
CONECT   14    1                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Synonyms

Value	Source
(2Z)-2-Ammonio-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioate	ChEBI
(2Z,4Z)-2-Amino-3-carboxymuconate 6-semialdehyde	ChEBI
(2Z)-2-Ammonio-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid	Generator
(2Z,4Z)-2-Amino-3-carboxymuconic acid 6-semialdehyde	Generator
cis,cis-2-Ammonio-3-(3-oxoprop-1-enyl)but-2-enedioic acid(1-)	Generator

Molecular Formula

C₇H₆NO₅

Average Mass

184.128

Monoisotopic Mass

184.025145877

IUPAC Name

(2Z,3Z)-2-[amino(carboxy)methylidene]-5-oxopent-3-enoate

Traditional Name

(2Z,3Z)-2-[amino(carboxy)methylidene]-5-oxopent-3-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/p-1/b2-1-,5-4-

InChI Key

KACPVQQHDVBVFC-OIFXTYEKSA-M

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for (2Z,4Z)-2-amino-3-carboxymuconic acid 6-semialdehyde (MMDBc0054871)

MOL for #<Metabolite:0x0000555d2e274d50>

3D MOL for #<Metabolite:0x0000555d2e274d50>

3D SDF for #<Metabolite:0x0000555d2e274d50>

3D-SDF for #<Metabolite:0x0000555d2e274d50>

PDB for #<Metabolite:0x0000555d2e274d50>

3D PDB for #<Metabolite:0x0000555d2e274d50>

SMILES for #<Metabolite:0x0000555d2e274d50>

INCHI for #<Metabolite:0x0000555d2e274d50>

Structure for #<Metabolite:0x0000555d2e274d50>

3D Structure for #<Metabolite:0x0000555d2e274d50>