Cannabis Compound Database: Showing Compound Card for L-Aspartyl-4-phosphate (CDB005025)

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Record Information

Version

1.0

Created at

2020-04-17 19:01:39 UTC

Updated at

2020-11-18 16:39:13 UTC

CannabisDB ID

CDB005025

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

L-Aspartyl-4-phosphate

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. The 4-phospho derivative of L-aspartic acid. L-Aspartyl-4-phosphate is a very strong basic compound (based on its pKa). L-Aspartyl-4-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

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

Chemical Formula

C₄H₈NO₇P

Average Molecular Weight

213.08

Monoisotopic Molecular Weight

213.0038

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Biofluid and excreta:

Urine

Source:

Biological:

Plant:

Animal

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	L-Aspartyl-4-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9100000000-a1228d9e19b509003dab	Spectrum
Predicted GC-MS	L-Aspartyl-4-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kb-5910000000-922e9c4170d8c8b3a82e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-9400000000-136ddd947143dbaa3604	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-f6bd39834e4c4068a518	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9120000000-3c9abfbc799f15bf7531	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-988aefb0bcb1d498234e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-3845ebba5ef8ddf56b40	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0300-8950000000-318aca26c3ebeeab6749	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9100000000-b10f8d4da4a1d8226ec4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-9000000000-b185b7cda6908131ad95	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum