ContaminantDB: Edelfosine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:19:03 UTC

Update Date

2016-11-09 01:15:49 UTC

Accession Number

CHEM018535

Identification

Common Name

Edelfosine

Class

Small Molecule

Description

A 1-octadecyl-2-methylglycero-3-phosphocholine that is the (R)-enantiomer of edelfosine.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-O-Octadecyl-2-O-methyl-sn-glycero-3-phosphocholine	ChEBI
1-Octadecyl-2-methyl-sn-glycero-3-phosphocholine	ChEBI
ET 18-OCH3	ChEBI
PC(O-18:0/O-1:0)	ChEBI
[(2R)-2-Methoxy-3-octadecoxypropyl] 2-(trimethylazaniumyl)ethyl phosphoric acid	Generator
1-O-Octadecyl-2-O-methyl-glycero-phosphocholine	MeSH
1-Octadecyl-2-methoxyglycero-3-phosphorylcholine	MeSH
ET18-OCH3	MeSH
TLC ELL-12	MeSH
Edelfosine, (R)-isomer	MeSH
Edelfosine, (S)-isomer	MeSH
ET18-ome	MeSH
1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholine	MeSH
1-Octadecyl-2-methylglycero-3-phosphocholine	MeSH
2-Methoxy-paf	MeSH
L-ET-18-OCH3	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
ET-18-OCH3	MeSH
Edelfosine, (+-)-isomer	MeSH
ET-18-O-methyl	MeSH
Edelfosine	MeSH
ET-18-OCH(3)	MeSH

Chemical Formula

C₂₇H₅₈NO₆P

Average Molecular Mass

523.736 g/mol

Monoisotopic Mass

523.400 g/mol

CAS Registry Number

70641-51-9

IUPAC Name

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

Traditional Name

(2R)-2-methoxy-3-(octadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate

SMILES

[H][C@@](COCCCCCCCCCCCCCCCCCC)(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/t27-/m1/s1

InChI Key

MHFRGQHAERHWKZ-HHHXNRCGSA-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

1-octadecyl-2-methylglycero-3-phosphocholine (CHEBI:78653 )
Dialkylglycerophosphocholines (LMGP01040048 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

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	65.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-9123240000-629b6c9e5da808480f29	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w3c-9554200000-ba0316d28f9b3f3be1f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-9130000000-f54fd166aa7f98fe2769	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0010490000-b3933e3bf11e3444fea5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014r-2050920000-95913deec770a89250f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00or-9281100000-881d86d20ae2d1df05e1	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

78653

PubChem Compound ID

6918215

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Edelfosine (CHEM018535)

Structure for CHEM018535: Edelfosine