Cannabis Compound Database: Showing Compound Card for O-Phosphohomoserine (CDB005142)

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Record Information

Version

1.0

Created at

2020-04-17 19:13:34 UTC

Updated at

2020-11-18 16:39:26 UTC

CannabisDB ID

CDB005142

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

O-Phosphohomoserine

Description

O-Phosphohomoserine, also known as homoserine phosphate, 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. O-Phosphohomoserine is a very strong basic compound (based on its pKa). O-Phosphohomoserine exists in all living species, ranging from bacteria to humans. Outside of the human body, O-Phosphohomoserine has been detected, but not quantified in, several different foods, such as groundcherries, blackcurrants, fireweeds, mung beans, and saskatoon berries. This could make O-phosphohomoserine a potential biomarker for the consumption of these foods. The L-enantiomer of O-phosphohomoserine. O-Phosphohomoserine is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Homoserine phosphate	ChEBI
L-Homoserine, dihydrogen phosphate (ester)	ChEBI
Homoserine phosphoric acid	Generator
L-Homoserine, dihydrogen phosphoric acid (ester)	Generator
2-amino-4-Hydroxy-butyric acid phosphate	HMDB
L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester)	HMDB
O-phospho-Homoserine	HMDB
O-phospho-L-Homoserine	HMDB
O-Phosphohomoserine, (DL)-isomer	MeSH, HMDB

Chemical Formula

C₄H₁₀NO₆P

Average Molecular Weight

199.1

Monoisotopic Molecular Weight

199.0246

IUPAC Name

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

Traditional Name

O-phosphohomoserine

CAS Registry Number

4210-66-6

SMILES

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

InChI Identifier

InChI=1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1

InChI Key

FXDNYOANAXWZHG-VKHMYHEASA-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
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-phosphorylhomoserine (CHEBI:15961 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

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	-3.82	Not Available

Predicted Properties

Property	Value	Source
logP	-2.3	ALOGPS
logP	-3.2	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.52	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.08 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.78 m³·mol⁻¹	ChemAxon
Polarizability	15.86 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	O-Phosphohomoserine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9300000000-32eaea5dd0559c46626e	Spectrum
Predicted GC-MS	O-Phosphohomoserine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dj-9740000000-c08eab2934811bd8ba17	Spectrum
Predicted GC-MS	O-Phosphohomoserine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	O-Phosphohomoserine, 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	splash10-0udi-2920000000-4ad8858fcdd6c7235181	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pb9-9400000000-0f8e18482c6cb4d65640	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-5e53d50c26289d23a51d	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-6900000000-7771f160a034ddf9f1b5	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-8d6f322a6a23b8822896	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a90f429c8931d6b68915	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-94d81f86136a653c973b	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9300000000-ba13bc26408fc381d706	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-1371bda97f3f9586cda8	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-2f91689a76e6cee9ff4d	2021-09-25	View Spectrum