MiMeDB: Showing metabocard for 4-Phospho-L-aspartic acid (MMDBc0032922)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:27:29 UTC

Update Date

2024-04-30 19:55:02 UTC

Metabolite ID

MMDBc0032922

Metabolite Identification

Common Name

4-Phospho-L-aspartic acid

Description

L-Aspartyl-4-phosphate, also known as L-beta-aspartyl-p or phosphoaspartic acid, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Aspartyl-4-phosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on L-Aspartyl-4-phosphate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8681.0738682.184   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8682.4098681.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8679.7388681.415   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8683.7428682.184   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8682.4098679.876   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8678.4078682.184   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8679.7388679.876   0.000  0.00  0.00           N+0
HETATM    8  P   UNK     0    8685.0758681.415   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0    8677.0768681.415   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8678.4078683.723   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8684.3038680.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8686.4128682.188   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8685.8428680.080   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6    7                                                  
CONECT    4    2    8                                                       
CONECT    5    2                                                            
CONECT    6    3    9   10                                                  
CONECT    7    3                                                            
CONECT    8    4   11   12   13                                             
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
L-4-Aspartyl phosphate	ChEBI
L-Aspart-4-yl phosphate	ChEBI
L-4-Aspartyl phosphoric acid	Generator
L-Aspart-4-yl phosphoric acid	Generator
L-Aspartyl-4-phosphoric acid	Generator
Phosphoaspartic acid	HMDB
Aspartyl phosphate	HMDB
beta-Aspartyl phosphate	HMDB
4-Phospho-L-aspartic acid	HMDB
4-Phospho-L-aspartate	HMDB
(2S)-2-Amino-4-oxo-4-(phosphonooxy)butanoic acid	HMDB
4-Phosphonato-L-aspartate	HMDB
L-Aspartyl beta-phosphate	HMDB
L-Aspartyl β-phosphate	HMDB
L-Aspartyl-4-p	HMDB
L-Aspartyl-beta-phosphate	HMDB
L-Aspartyl-β-phosphate	HMDB
L-beta-Aspartyl-p	HMDB
L-beta-Aspartyl-phosphate	HMDB
L-Β-aspartyl-p	HMDB
L-Β-aspartyl-phosphate	HMDB
beta-L-Aspartyl phosphate	HMDB
Β-aspartyl phosphate	HMDB
Β-L-aspartyl phosphate	HMDB
L-Aspartyl-4-phosphate	HMDB

Molecular Formula

C₄H₈NO₇P

Average Mass

213.0826

Monoisotopic Mass

213.003838127

IUPAC Name

(2S)-2-amino-4-oxo-4-(phosphonooxy)butanoic acid

Traditional Name

aspartyl phosphate

CAS Registry Number

22138-53-0

SMILES

N[C@@H](CC(=O)OP(O)(O)=O)C(O)=O

InChI Identifier

InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)/t2-/m0/s1

InChI Key

IXZNKTPIYKDIGG-REOHCLBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Acyl monophosphate
Acyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Fatty acid
Carboxylic acid salt
Amino acid
Carboxylic acid
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:15836 )
L-aspartic acid derivative (CHEBI:15836 )
aminoacyl phosphate (CHEBI:15836 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	13.2 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.4	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.08	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.69 m³·mol⁻¹	ChemAxon
Polarizability	16.08 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 (Non-derivatized) - 70eV, Positive	splash10-0002-9100000000-a1228d9e19b509003dab	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kb-5910000000-922e9c4170d8c8b3a82e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-9400000000-136ddd947143dbaa3604	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-f6bd39834e4c4068a518	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9120000000-3c9abfbc799f15bf7531	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-988aefb0bcb1d498234e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-3845ebba5ef8ddf56b40	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0300-8950000000-318aca26c3ebeeab6749	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9100000000-b10f8d4da4a1d8226ec4	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-9000000000-b185b7cda6908131ad95	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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
Eukaryota/Fungi	Ascomycota	6	Human feces; Human saliva	Unknown
Bacteria	Aquificae	1
Bacteria	Firmicutes	4	Human feces; Human
Bacteria	Chlamydiae	3	Human
Bacteria	Actinobacteria	9	Cattle ; Human
Bacteria	Proteobacteria	33	Human ; Human feces
Archaea/Archaea	Euryarchaeota	3
Bacteria	Deinococcus-thermus	2
Bacteria	Spirochaetes	2
Bacteria	Cyanobacteria	1
Bacteria	nah	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	22624806
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	22624806
Human Blood	Detected but not Quantified				HMDB

External Links

HMDB ID

HMDB0012250

DrugBank ID

DB01857

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152441

PDB ID

Not Available

ChEBI ID

15836

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-Phospho-L-aspartic acid (MMDBc0032922)

MOL for #<Metabolite:0x00007fdb2c638fd0>

3D MOL for #<Metabolite:0x00007fdb2c638fd0>

3D SDF for #<Metabolite:0x00007fdb2c638fd0>

3D-SDF for #<Metabolite:0x00007fdb2c638fd0>

PDB for #<Metabolite:0x00007fdb2c638fd0>

3D PDB for #<Metabolite:0x00007fdb2c638fd0>

SMILES for #<Metabolite:0x00007fdb2c638fd0>

INCHI for #<Metabolite:0x00007fdb2c638fd0>

Structure for #<Metabolite:0x00007fdb2c638fd0>

3D Structure for #<Metabolite:0x00007fdb2c638fd0>