ChemFOnt: Showing chemical card for {2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid (CFc000140791)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:16:58 UTC

Chemfont ID

CFc000140791

Molecule Identification

Common Name

{2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid

Definition

2-hydroxy-3-(phosphonooxy)propyl octadec-9-enoate, also known as 1-O-oleyllysophosphatidic acid or monooleylphosphatidate, belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. Based on a literature review very few articles have been published on 2-hydroxy-3-(phosphonooxy)propyl octadec-9-enoate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-(phosphonooxy)propyl octadec-9-enoic acid	Generator
1-O-Oleyllysophosphatidic acid	MeSH
1-Oleoyl-lyso-phosphatidic acid	MeSH
1-Oleoyl-lysophosphatidic acid	MeSH
9-Octadecenoic acid (9Z)-, 2-hydroxy-3-(phosphonooxy)propyl ester	MeSH
Monooleylphosphatidate	MeSH
LPA (lysophosphatidic acid)	MeSH
Monooleylphosphatidic acid, (R)-isomer	MeSH
Monooleylphosphatidic acid, sodium salt, (R)-isomer	MeSH
Lysophosphatidic acid	MeSH
Monooleylphosphatidic acid	MeSH
Lysophosphatidate	Generator
MOPA	MeSH

Chemical Formula

C₂₁H₄₁O₇P

Average Molecular Weight

436.526

Monoisotopic Molecular Weight

436.258990658

IUPAC Name

{2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid

Traditional Name

lysophosphatidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(\[H])CCCCCCCC(=O)OCC(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9+

InChI Key

WRGQSWVCFNIUNZ-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	4.69	ALOGPS
logP	5.49	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	115.3 m³·mol⁻¹	ChemAxon
Polarizability	50.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0160383

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4734172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5885531

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for {2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid (CFc000140791)

MOL for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

3D MOL for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

3D SDF for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

3D-SDF for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

PDB for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

3D PDB for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

SMILES for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

INCHI for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

Structure for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)

3D Structure for CFc000140791 ({2-hydroxy-3-[(9E)-octadec-9-enoyloxy]propoxy}phosphonic acid)