MiMeDB: Showing metabocard for 4-(L-Alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde (MMDBc0031967)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:56:53 UTC

Update Date

2022-08-31 18:26:55 UTC

Metabolite ID

MMDBc0031967

Metabolite Identification

Common Name

4-(L-Alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde

Description

NULL

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533007211515552D          
 
 16 15  0  0  1  0            999 V2000
   16.4825  -11.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1984  -11.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4825  -12.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7704  -11.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1984  -10.5250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1946  -13.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0545  -11.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8688  -10.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5241  -10.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9104  -12.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1946  -13.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6226  -13.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9104  -11.8048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6303  -10.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8571   -9.2267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3573  -11.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  6  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
  8 14  1  0  0  0  0
  8 15  2  0  0  0  0
  7 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031967

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO6/c10-6(8(13)14)3-5(1-2-11)4-7(12)9(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)(H,15,16)/b5-1-,7-4+/t6-/m0/s1

> <INCHI_KEY>
FNEGJFDTWWXQES-QTWONPPNSA-N

> <FORMULA>
C9H11NO6

> <MOLECULAR_WEIGHT>
229.188

> <EXACT_MASS>
229.058637078

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.255432008057028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4Z,6S)-6-amino-2-hydroxy-4-(2-oxoethylidene)hept-2-enedioic acid

> <ALOGPS_LOGP>
-2.70

> <JCHEM_LOGP>
-3.731616766448521

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5978935950621818

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7478139645283028

> <JCHEM_PKA_STRONGEST_BASIC>
9.2611084191206

> <JCHEM_POLAR_SURFACE_AREA>
137.92000000000002

> <JCHEM_REFRACTIVITY>
54.26670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4Z,6S)-6-amino-2-hydroxy-4-(2-oxoethylidene)hept-2-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      30.767 -21.973   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.104 -21.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.767 -23.500   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.438 -21.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.104 -19.647   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.097 -24.271   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.102 -21.959   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.355 -18.714   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      30.845 -18.813   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      33.433 -23.500   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      32.097 -25.805   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      34.762 -24.271   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      33.433 -22.036   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      34.777 -19.325   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      33.333 -17.223   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      26.800 -21.200   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7                                                       
CONECT    5    2    8    9                                                  
CONECT    6    3   10   11                                                  
CONECT    7    4   16                                                       
CONECT    8    5   14   15                                                  
CONECT    9    5                                                            
CONECT   10    6   12   13                                                  
CONECT   11    6                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    8                                                            
CONECT   15    8                                                            
CONECT   16    7                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
(2E,4Z)-4-(L-Alanin-3-yl)-2-hydroxy-6-oxohexa-2,4-dienoic acid	ChEBI
(2E,4Z)-4-(L-Alanin-3-yl)-2-hydroxy-6-oxohexa-2,4-dienoate	Generator
4-(L-Alanin-3-yl)-2-hydroxy-cis,cis-muconic acid 6-semialdehyde	Generator

Molecular Formula

C₉H₁₁NO₆

Average Mass

229.188

Monoisotopic Mass

229.058637078

IUPAC Name

(2E,4Z,6S)-6-amino-2-hydroxy-4-(2-oxoethylidene)hept-2-enedioic acid

Traditional Name

(2E,4Z,6S)-6-amino-2-hydroxy-4-(2-oxoethylidene)hept-2-enedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H11NO6/c10-6(8(13)14)3-5(1-2-11)4-7(12)9(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)(H,15,16)/b5-1-,7-4+/t6-/m0/s1

InChI Key

FNEGJFDTWWXQES-QTWONPPNSA-N

Chemical Taxonomy

Description

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
Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Alpha,beta-unsaturated aldehyde
Enal
Amino acid
Carboxylic acid
Enol
Aldehyde
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

(L-alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde (CHEBI:16098 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.79 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3.7	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.75	ChemAxon
pKa (Strongest Basic)	9.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	137.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	54.27 m³·mol⁻¹	ChemAxon
Polarizability	20.26 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_2_7) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0930000000-e5afb06e5b0555a26ae2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02u9-0900000000-367a5c264ecd5fc59864	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03xr-4900000000-8b32d391e976d614e11b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-2490000000-6c6aa61a6bfbe5c3a393	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0wn9-1920000000-e001ca6baa9d1d5e3c90	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00du-6900000000-e2f8335f83ca0e4ab044	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

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

C17758

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

16098

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 4-(L-Alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde (MMDBc0031967)

MOL for #<Metabolite:0x00007fdb71d306b8>

3D MOL for #<Metabolite:0x00007fdb71d306b8>

3D SDF for #<Metabolite:0x00007fdb71d306b8>

3D-SDF for #<Metabolite:0x00007fdb71d306b8>

PDB for #<Metabolite:0x00007fdb71d306b8>

3D PDB for #<Metabolite:0x00007fdb71d306b8>

SMILES for #<Metabolite:0x00007fdb71d306b8>

INCHI for #<Metabolite:0x00007fdb71d306b8>

Structure for #<Metabolite:0x00007fdb71d306b8>

3D Structure for #<Metabolite:0x00007fdb71d306b8>