Showing Compound O-Phosphohomoserine (FDB023182)

Record Information

Version

1.0

Creation date

2011-09-21 00:25:52 UTC

Update date

2020-09-17 15:40:39 UTC

Primary ID

FDB023182

Secondary Accession Numbers

FDB031066

Chemical Information

FooDB 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.

CAS Number

4210-66-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-amino-4-Hydroxy-butyric acid ate	HMDB
2-amino-4-Hydroxy-butyric acid phosphate	HMDB
2-amino-4-hydroxy-Butyric acid phosphate	hmdb
Homoserine ate	ChEBI
Homoserine ic acid	Generator
Homoserine phosphate	ChEBI
Homoserine phosphoric acid	Generator
L-2-amino-4-Hydroxy-butyric acid dihydrogen ate (ester)	HMDB
L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester)	HMDB
L-2-amino-4-hydroxy-Butyric acid dihydrogen phosphate (ester)	hmdb

Showing 1 to 10 of 22 entries

Predicted Properties

Property	Value	Source
Water Solubility	18.1 g/L	ALOGPS
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

Chemical Formula

C4H10NO6P

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

199.0991

Monoisotopic Molecular Weight

199.024573569

Classification

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

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

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

NMR

Not Available

External Links

ChemSpider ID

133252

ChEMBL ID

Not Available

KEGG Compound ID

C01102

Pubchem Compound ID

151187

Pubchem Substance ID

Not Available

ChEBI ID

15961

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB03484

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

36811

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound O-Phosphohomoserine (FDB023182)

Structure for FDB023182 (O-Phosphohomoserine)