MiMeDB: Showing metabocard for N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid (MMDBc0054595)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:20:06 UTC

Update Date

2022-08-12 20:09:01 UTC

Metabolite ID

MMDBc0054595

Metabolite Identification

Common Name

N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1533005261515342D          

 17 16  0  0  0  0            999 V2000
    0.2062    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -1.0717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2062    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437    1.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437   -1.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -0.3572    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.2687    1.7861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312    2.5006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -2.5006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -1.7861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    1.7861    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437    0.3572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8562   -1.0717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  4  1  0  0  0  0
  4  8  1  1  0  0  0
  9  3  1  4  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  7  1  0  0  0  0
 15  1  1  0  0  0  0
 16  2  1  0  0  0  0
  4 17  1  1  0  0  0
M  CHG  1  10  -1
M  END
> <DATABASE_ID>
MMDBc0054595

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H10N2O5/c8-4(7(13)14)3-9-5(10)1-2-6(11)12/h1-2,4H,3,8H2,(H,9,10)(H,11,12)(H,13,14)/p-1/b2-1+/t4-/m0/s1

> <INCHI_KEY>
FYPSRFSOOLJBNE-QPHDTYRISA-M

> <FORMULA>
C7H9N2O5

> <MOLECULAR_WEIGHT>
201.159

> <EXACT_MASS>
201.051694978

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.238397253242717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-[(2S)-2-amino-2-carboxyethyl]-3-carboxyprop-2-enecarboximidate

> <ALOGPS_LOGP>
-3.17

> <JCHEM_LOGP>
-3.6451835550932663

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.370066185672468

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2560638424872792

> <JCHEM_PKA_STRONGEST_BASIC>
9.153414600413775

> <JCHEM_POLAR_SURFACE_AREA>
136.04

> <JCHEM_REFRACTIVITY>
56.1776

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(2S)-2-amino-2-carboxyethyl]-3-carboxyprop-2-enecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-15         0                                  
HETATM    1  C   UNK     0       0.385   2.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.925   2.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.695  -0.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.925  -2.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.385   0.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.695   3.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.695  -3.334   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.385  -2.001   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -1.925   0.667   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.385  -0.667   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0       4.235   3.334   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.925   4.668   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.925  -4.668   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.235  -3.334   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0      -0.385   3.334   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.695   0.667   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      -3.465  -2.001   0.000  0.00  0.00           H+0
CONECT    1    2    5   15                                                  
CONECT    2    1    6   16                                                  
CONECT    3    4    9                                                       
CONECT    4    3    7    8   17                                             
CONECT    5    1    9   10                                                  
CONECT    6    2   11   12                                                  
CONECT    7    4   13   14                                                  
CONECT    8    4                                                            
CONECT    9    3    5                                                       
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    7                                                            
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    4                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

Synonyms

Value	Source
(2E)-4-[[(2S)-2-amino-2-Carboxyethyl]amino]-4-oxobut-2-enoate	ChEBI

Molecular Formula

C₇H₉N₂O₅

Average Mass

201.159

Monoisotopic Mass

201.051694978

IUPAC Name

(2E)-N-[(2S)-2-amino-2-carboxyethyl]-3-carboxyprop-2-enecarboximidate

Traditional Name

(2E)-N-[(2S)-2-amino-2-carboxyethyl]-3-carboxyprop-2-enecarboximidate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H10N2O5/c8-4(7(13)14)3-9-5(10)1-2-6(11)12/h1-2,4H,3,8H2,(H,9,10)(H,11,12)(H,13,14)/p-1/b2-1+/t4-/m0/s1

InChI Key

FYPSRFSOOLJBNE-QPHDTYRISA-M

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Dicarboxylic acid or derivatives
N-acyl-amine
Unsaturated fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid salt
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-amino-acid anion (CHEBI:84330 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.48 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-3.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.26	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	136.04 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.18 m³·mol⁻¹	ChemAxon
Polarizability	18.24 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)	2022-08-20	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

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

CPD0-1237

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46926285

PDB ID

Not Available

ChEBI ID

84330

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(3)-fumaroyl-(S)-2,3-diaminopropanoic acid (MMDBc0054595)

MOL for #<Metabolite:0x00007fecf0268128>

3D MOL for #<Metabolite:0x00007fecf0268128>

3D SDF for #<Metabolite:0x00007fecf0268128>

3D-SDF for #<Metabolite:0x00007fecf0268128>

PDB for #<Metabolite:0x00007fecf0268128>

3D PDB for #<Metabolite:0x00007fecf0268128>

SMILES for #<Metabolite:0x00007fecf0268128>

INCHI for #<Metabolite:0x00007fecf0268128>

Structure for #<Metabolite:0x00007fecf0268128>

3D Structure for #<Metabolite:0x00007fecf0268128>