ChemFOnt: Showing chemical card for Phasin (CFc000333958)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:35 UTC

Chemfont ID

CFc000333958

Molecule Identification

Common Name

Phasin

Definition

Phasin, also known as 1-O-octadecyl-2-O-methyl-glycero-phosphocholine or L-et-18-och3, is a member of the class of compounds known as dialkylglycerol-3-phosphocholines. Dialkylglycerol-3-phosphocholines are glycerophosphocholines in which the glycerol moiety is bonded to two aliphatic (saturated or unsaturated) chains through ether linkages. Phasin is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Phasin can be found in soy bean, which makes phasin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methoxy-3-(octadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate	ChEBI
2-Methoxy-3-(octadecyloxy)propyl 2-(trimethylammonio)ethyl phosphoric acid	Generator
1-O-Octadecyl-2-O-methyl-glycero-phosphocholine	MeSH
1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholine	MeSH
1-O-Octadecyl-2-O-methylglycerophosphocholine	MeSH
1-O-Octadecyl-2-methyl-3-phosphatidylcholine	MeSH
1-Octadecyl-2-methoxy-sn-glycero-3-phosphorylcholine	MeSH
1-Octadecyl-2-methoxyglycero-3-phosphorylcholine	MeSH
1-Octadecyl-2-methyl-sn-glycero-3-phosphocholine	MeSH
1-Octadecyl-2-methylglycero-3-phosphocholine	MeSH
2-Methoxy-paf	MeSH
ET-18-O-methyl	MeSH
ET-18-OCH(3)	MeSH
ET-18-OCH3	MeSH
ET18-OCH3	MeSH
ET18-ome	MeSH
L-ET-18-OCH3	MeSH
TLC ELL-12	MeSH
Edelfosine, (+-)-isomer	MeSH
Edelfosine, (R)-isomer	MeSH
Edelfosine, (S)-isomer	MeSH

Chemical Formula

C₂₇H₅₈NO₆P

Average Molecular Weight

523.7263

Monoisotopic Molecular Weight

523.400175105

IUPAC Name

2-methoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate

Traditional Name

edelfosine

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC

InChI Identifier

InChI=1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3

InChI Key

MHFRGQHAERHWKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylglycerol-3-phosphocholines. These are glycerophosphocholines in which the glycerol moiety is bonded to two aliphatic (saturated or unsaturated) chains through ether linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Dialkylglycerol-3-phosphocholines

Alternative Parents

Substituents

Dialkylglycero-3-phosphocholine
Phosphocholine
Glycerol ether
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Quaternary ammonium salt
Tetraalkylammonium salt
Ether
Dialkyl ether
Amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glycerophosphocholine (CHEBI:78652 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Soy

Soy bean (FooDB: FOOD00085)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	3.37	ALOGPS
logP	3.11	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	77.05 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	156.47 m³·mol⁻¹	ChemAxon
Polarizability	65.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0251984

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005610

KNApSAcK ID

Not Available

Chemspider ID

1350

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

78652

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Phasin (CFc000333958)

MOL for CFc000333958 (Phasin)

3D MOL for CFc000333958 (Phasin)

3D SDF for CFc000333958 (Phasin)

3D-SDF for CFc000333958 (Phasin)

PDB for CFc000333958 (Phasin)

3D PDB for CFc000333958 (Phasin)

SMILES for CFc000333958 (Phasin)

INCHI for CFc000333958 (Phasin)

Structure for CFc000333958 (Phasin)

3D Structure for CFc000333958 (Phasin)